As filed with the Securities and Exchange Commission on March 24, 2011

April 5, 2019

Registration No. 333-171940

333-__________________

 

UNITED STATES

SECURITIES AND EXCHANGE COMMISSION

Washington, DCD.C. 20549


AMENDMENT NO. 2 TO

FORM S-3

REGISTRATION STATEMENT

Under
UNDER THE SECURITIES ACT OF 1933

DOCUMENT SECURITY SYSTEMS, INC.

(Exact name of registrant as specified in its charter)

New York16-1229730

(State or other jurisdiction of

(I.R.S. Employer

incorporation or organization)

(I.R.S. Employer

Identification No.)Number)

28 Main Street East, Suite 1525
Rochester, New York 14614
 (585) 325-3610

200 Canal View Boulevard

Suite 300

Rochester, New York 14623

(585) 325-3610

(Address including zip code, and telephone number including area code, of registrant’s principal executive offices)


Patrick White
Chief Executive Officer
Document Security Systems
28 Main Street East, Suite 1525
Rochester, New York 14614
 (585) 325-3610
offices and principal place of business)

Philip Jones

Chief Financial Officer

Document Security Systems, Inc.

200 Canal View Boulevard

Suite 300

Rochester, New York 14623

Telephone: (585) 325-3610

(Name, address including zip code, and telephone number including area code, of agent for service)



With copy to:

Gregory Sichenzia, Esq.

Jeffrey D’Angelo, Esq.

Sichenzia Ross Ference LLP

1185 Avenue of the Americas, 37th Floor

New York, New York 10036

(212) 930-9700

(212) 930-9725 - Facsimile

Approximate date of commencement of proposed sale to the public: From time to time As soon as practicable after the effective date of this Registration Statement.

If the only securities being registered on this Form are being offered pursuant to dividend or interest reinvestment plans, please check the following box. ¨

box: [  ]

If any of the securities being registered on this Form are beingto be offered on a delayed or continuous basis pursuant to Rule 415 under the Securities Act of 1933, as amended, other than securities offered only in connection with dividend or interest reinvestment plans, check the following box. x

[X]

If this Form is filed to register additional securities for an offering pursuant to Rule 462(b) under the Securities Act, please check the following box and list the Securities Act registration statement number of the earlier effective registration statementRegistration Statement for the same offering. ¨

[  ]

If this Form is a post-effective amendment filed pursuant to Rule 462(c) under the Securities Act, check the following box and list the Securities Act registration statement number of the earlier effective registration statement for the same offering. ¨

[  ]

If this Form is a registration statement pursuant to General Instruction I.D. or a post-effective amendment thereto that shall become effective upon filing with the Commission pursuant to Rule 462(e) under the Securities Act, check the following box. [  ]

If this Form is a post-effective amendment to a registration statement filed pursuant to General Instruction I.D. filed to register additional securities or additional classes of securities pursuant to Rule 416(b) under the Securities Act, check the following box. [  ]

Indicate by check mark whether the registrant is a large accelerated filer, an accelerated filer, a non-accelerated filer, or a smaller reporting company. See definitionthe definitions of “large accelerated filer”,filer,” “accelerated filer” and, “smaller reporting company” and “emerging growth company” in Rule 12b-212b2 of the Exchange Act. (Check one):

Large accelerated filer ¨   ��     Accelerated filer ¨       Non-accelerated filer    ¨

Large accelerated filer [  ]Accelerated filer [  ]

Non-accelerated filer [X]

Smaller reporting company [X]
Emerging growth company [  ]

If an emerging growth company, indicate by check mark if the registrant has elected not to use the extended transition period for complying with any new or revised financial accounting standards provided pursuant to Section 7(a)(2)(B) of Securities Act. [  ]

x


CALCULATION OF REGISTRATION FEE
Title of Each Class of
Securities To Be
Registered
 
Amount to be 
Registered
  
Proposed 
Maximum
Offering 
Price 
Per Share
  
Proposed
Maximum
Aggregate
Offering 
Price (1)
  
Amount of
Registration
Fee
 
             
Common Stock, par value $.02 per share  1,555,543  $4.57  $7,108,832  $825 
                 

Title of Each

Class of Securities

to be Registered

 

Amount to be

Registered (1)

  

Proposed Maximum Offering

Price per Share

(2)

  

Proposed Maximum Aggregate

Offering Price

  

Amount of Registration

Fee

 
             
Primary Offering:                
Common Stock, par value $0.002 par value            
Warrants            
Units            
Rights            
Total for Primary Offering       $50,000,000  $6,060(3)
Secondary Offering:                
Common Stock, par value $0.002 per share (5)  875,000  $1.28  $1,120,000  $135.75(4)
Total for Primary and Secondary Offerings       $51,120,000  $6,195.75 

(1) EstimatedThere are being registered hereunder such indeterminate number of shares of common stock, such indeterminate number of warrants and rights to purchase common stock, and such indeterminate number of units as shall have an aggregate initial offering price not to exceed $50,000,000. In addition, up to 875,000 shares of common stock may be sold from time to time pursuant to this registration statement by the selling shareholders named herein. Any securities registered hereunder may be sold separately or as units with the other securities registered hereunder. The securities registered hereunder also include such indeterminate number of shares of common stock as may be issued upon exercise of warrants or rights. In addition, pursuant to Rule 416 under the Securities Act of 1933, as amended (the “Securities Act”), the shares being registered hereunder include such indeterminate number of shares of common stock as may be issuable with respect to the shares being registered hereunder as a result of stock splits, stock dividends or similar transactions.

(2) The proposed maximum offering price per unit of each class of security registered hereunder will be determined from time to time in connection with, and at the time of, the issuance of the securities and is not specified as to each class of security pursuant to General Instruction II.D. of Form S-3, as amended.

(3) Calculated pursuant to Rule 457(o) under the Securities Act, based on the proposed maximum aggregate offering price of all securities listed.

(4) With respect to shares of common stock to be offered by the selling shareholders in the secondary offering, the price has been estimated solely for purposesthe purpose of calculating the registration fee, in accordance withpursuant to Rule 457(c),457(g) and (c) under the Securities Act, based upon the price per share of $4.57 which wason the average of the high ($4.67) and low ($4.47) priceprices reported for the shares of the Registrant’s common stock as reported on the NYSE AmexAmerican LLC on March 23, 2011.

April 3, 2019.

(5) Represents shares issuable upon exercise of outstanding warrants.

The Registrantregistrant hereby amends this Registration Statementregistration statement on thesuch date or dates as may be necessary to delay its effective date until the Registrantregistrant shall file a further amendment which specifically states that this Registration Statementregistration statement shall thereafter become effective in accordance with Section 8(a) of the Securities Act of 1933, as amended, or until this Registration Statementthe registration statement shall become effective on thesuch date as the Securities and Exchange Commission, acting pursuant to said Section 8(a), may determine.

 

The information in this prospectus is not complete and may be changed. The Selling Security ShareholderNeither we nor the selling shareholders may not sell these securities until the registration statement filed with the Securities and Exchange Commission is effective. This prospectus is not an offer to sell these securities and it is not soliciting an offer to buy these securities in any state where the offer or sale is not permitted.

SUBJECT TO COMPLETION, DATED March 24, 2011
prohibited.

Subject to completion, dated April 5, 2019

PROSPECTUS

DOCUMENT SECURITY SYSTEMS, INC.

1,555,543

$50,000,000

Common Stock, Warrants, Units and Rights

And

875,000 Shares of

COMMON STOCK
Common Stock

This prospectus covers our offer and sale from time to time of any combination of common stock, warrants, units or rights described in this prospectus in one or more offerings. This prospectus provides a general description of the securities we may offer and sell. Each time we offer and sell securities we will provide specific terms of the securities offered in a supplement to this prospectus. The prospectus relates to (a)supplement may also add, update or change information contained in this prospectus. The aggregate offering price of all securities sold by us under this prospectus may not exceed $50,000,000.

This prospectus also covers the saleresale by the selling shareholders identified in the “Selling Shareholders” section of this prospectus of up to 1,555,543an aggregate of 875,000 shares of our common stock, par value $0.02 per share, consistingrepresenting shares issuable upon exercise of 756,287 outstanding shares and 799,256 shares underlying warrants to be offered by the entity named in the "Selling Security Holder" section of the prospectus. The securities were issued pursuant to the terms of an agreement dated December 31, 2010, as amended on February 18, 2011 and March 14, 2011 (collectively, the "Agreement"), by and between the Selling Security Holder and us.

warrants. We will not receive any of the proceeds from the sale of the shares offered by the Selling Security Holder.  We have paid, and will continue to pay, the costs relating to the registration of these shares.  We may receive proceeds upon the exercise of warrants as set forth in such warrants.  We intend to use any such proceeds for general corporate purposes, including working capital, to pay off debts, and to increase sales and marketing resources.
Our common stock currently trades on the NYSE Amex under the symbol DMC. On March 23, 2011, the closing price of our common stock by the selling shareholders. We may receive up to $875,000 upon the cash exercise of the outstanding warrants.

Shares of our common stock are traded on the NYSE American LLC under the symbol “DSS”. On April 4, 2019, the closing sales price for our common stock was $4.56$1.26 per share.

Investing in our common stocksecurities involves risks. See “Risk Factors” beginning on pages 6page 4 of this prospectus as well as the risk factors and other information in any documents we incorporate by reference into this prospectus to 11. Youread about important factors you should rely only on theconsider before investing.

Neither we nor any selling shareholder has authorized any dealer, salesman or other person to give any information or to make any representation other than those contained or incorporated by reference in this prospectus and an accompanying supplement to this prospectus. We haveYou must not authorized anyonerely upon any information or representation not contained or incorporated by reference in this prospectus or the accompanying prospectus supplement.

Neither the Securities and Exchange Commission nor any state securities commission has approved or disapproved of these securities or passed upon the adequacy or accuracy of this prospectus. Any representation to provide you with any different information.

NEITHER THE SECURITIES EXCHANGE COMMISSION NOR ANY STATE SECURITIES COMMISSION NOR ANY FOREIGN SECURITIES AUTHORITY HAS APPROVED OR DISAPPROVED OF THESE SECURITIES OR DETERMINED IF THIS PROSPECTUS IS TRUTHFUL OR COMPLETE. ANY REPRESENTATION TO THE CONTRARY IS A CRIMINAL OFFENSE.
This Prospectusthe contrary is dated March 24, 2011
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TABLE OF CONTENTS
a criminal offense.

The date of this prospectus is April 5, 2019

ABOUT THIS PROSPECTUS2
   
OUR BUSINESS3
   

TABLE OF CONTENTS

ABOUT THIS PROSPECTUS4
  
RISK FACTORSDISCLOSURE REGARDING FORWARD-LOOKING STATEMENTS64
  
RISK FACTORS4
  
SPECIAL NOTE REGARDING FORWARD-LOOKING STATEMENTSTHE COMPANY125
  
USE OF PROCEEDS7
  
USEDESCRIPTION OF PROCEEDSSECURITIES127
  
SELLING SHAREHOLDERS13
  
SELLING SECURITY HOLDERPLAN OF DISTRIBUTION1314
  
LEGAL MATTERS17
  
PLAN OF DISTRIBUTIONEXPERTS1417
  
INCORPORATION OF INFORMATION BY REFERENCE17
  
WHERE YOU CAN FIND MORE INFORMATION18
  
17DISCLOSURE OF COMMISSION POSITION ON INDEMNIFICATION FOR SECURITIES ACT LIABILITIES18

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DOCUMENTS INCORPORATED BY REFERENCE17
LEGAL MATTERS18
EXPERTS18
TRANSFER AGENT AND WARRANT AGENT18

ABOUT THIS PROSPECTUS

This prospectus is part of a shelf registration statement that we filed with the Securities and Exchange Commission.Commission (the “SEC”) using a “shelf” registration process. Under this shelf registration process, we may sell up to $50,000,000 of our common stock, warrants, units or rights in one or more offerings from time to time,and the selling stockholders may from time to time sell up to 875,000 shares of common stock in one or more offerings. This prospectus togetherprovides you with a general description of the applicable prospectus supplements andsecurities we may offer or the documents incorporated by reference into this prospectus, includes all material information relating to this offering. To the extent that any statement thatselling stockholders may offer. Each time we make inoffer securities, we will provide you with a prospectus supplement is inconsistent with statements madethat describes the specific amounts, prices and terms of the securities we offer. The prospectus supplement also may add, update or change information contained in this prospectus.

This prospectus does not contain all the statements madeinformation provided in this prospectus will be deemed modified or superseded by those made in a prospectus supplement.the registration statement we filed with the SEC. You should read both this prospectus, including the section titled “Risk Factors,” and any prospectus supplement, together with the additional information described under the heading “Where You Can Find More Information.”

You should rely only on the information contained or incorporated by reference in this prospectus or a prospectus supplement. We have not authorized any other person to provide you with different information. If anyone provides you with different or inconsistent information, you should not rely on it. This Prospectusprospectus is not an offer to sell securities, and it is not soliciting an offer to buy securities in any jurisdiction where the offer or sale is not permitted. You should assume that the information appearing in this prospectus or any prospectus supplement, as well as information we have previously filed with the SEC and incorporated by reference, is accurate as of the date on the front of those documents only. Our business, financial condition, results of operations and prospects may have changed since those dates

DISCLOSURE REGARDING FORWARD-LOOKING STATEMENTS

This prospectus contains forward-looking statements. Such forward-looking statements include those that express plans, anticipation, intent, contingency, goals, targets or future development and/or otherwise are not statements of historical fact. These forward-looking statements are based on our current expectations and projections about future events and they are subject to risks and uncertainties known and unknown that could cause actual results and developments to differ materially from those expressed or implied in such statements.

In some cases, you can identify forward-looking statements by terminology, such as “expects,” “anticipates,” “intends,” “estimates,” “plans,” “believes,” “seeks,” “may,” “should”, “could” or the negative of such terms or other similar expressions. Accordingly, these statements involve estimates, assumptions and uncertainties that could cause actual results to differ materially from those expressed in them. Any forward-looking statements are qualified in their entirety by reference to the factors discussed throughout this prospectus.

You should read this prospectus and any accompanying prospectus supplement and the documents that we reference herein and therein and have filed as exhibits to the registration statement, of which this prospectus is part, completely and with the understanding that our actual future results may be materially different from what we expect. You should assume that the information appearing in this prospectus and any accompanying prospectus supplement is accurate as of the date on the front cover of this prospectus or such prospectus supplement only. Because the risk factors referred to above, as well as the risk factors referred to on page 4 of this prospectus and incorporated herein by reference, could cause actual results or outcomes to differ materially from those expressed in any forward-looking statements made by us or on our behalf, you should not place undue reliance on any forward-looking statements. Further, any forward-looking statement speaks only as of itsthe date except whereon which it indicatesis made, and we undertake no obligation to update any forward-looking statement to reflect events or circumstances after the date on which the statement is made or to reflect the occurrence of unanticipated events. New factors emerge from time to time, and it is not possible for us to predict which factors will arise. In addition, we cannot assess the impact of each factor on our business or the extent to which any factor, or combination of factors, may cause actual results to differ materially from those contained in any forward-looking statements. We qualify all of the information presented in this prospectus and any accompanying prospectus supplement, and particularly our forward-looking statements, by these cautionary statements.

RISK FACTORS

Our business is influenced by many factors that another date applies. Documentsare difficult to predict and that involve uncertainties that may materially affect our actual operating results, cash flows and financial condition. Before making an investment decision in our securities, you should carefully consider the specific factors set forth under the caption “Risk Factors” in the applicable prospectus supplement and in our periodic reports filed with the SEC that are incorporated by reference herein (including the “Risk Factors” section beginning on page 7 of our Annual Report on Form 10-K for the fiscal year ended December 31, 2018) together with all of the other information appearing in this Prospectus speak only as of their date, except where they specify that other dates shall apply.

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OUR BUSINESS
The following is only a summary. We urge you to readprospectus, in the entireapplicable prospectus including the more detailed consolidated financial statements, notes to the consolidated financial statements and other information included hereinsupplement or incorporated by reference from our other filings with the SEC. Investinginto this prospectus in our securities involves risks. Therefore, please carefully consider the information provided under the heading “Risk Factors” starting on page 6.light of your particular investment objectives and financial circumstances.

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Overview

THE COMPANY

The Company

Document Security Systems, Inc. (referred to in this prospectusherein as “Document Security” “DSS,” “we,” “us,” Systems”, “DSS”, “we”, “us”, “our” or “Company”) develops, markets, manufactures and sells paper and plastic products designed to protect valuable information from unauthorized scanning, copying, and digital imaging.  We have developed security technologies that are applied during the normal printing process and by all printing methods including traditional offset, gravure, flexo, digital or via the internet on paper, plastic, or packaging.  Our technologies and products are used by federal, state and local governments, law enforcement agencies and are also applied to a broad variety of industries as well, including financial institutions, high technology and consumer goods, entertainment and gaming, healthcare/pharmaceutical, defense and genuine parts industries.  Our customers use our technologies where there is a need for enhanced security for protecting and verification of critical financial instruments and vital records, or where there are concerns of counterfeiting, fraud, identity theft, brand protection and liability.

We were organized as awas formed in New York corporation in 1984 and, in 2002, chose to strategically focus on becoming a developer and marketer of secure technologiestechnologies. We specialize in fraud and counterfeit protection for all forms of print media. To accomplish this, we acquired Lester Levin, Inc, an operatorprinted documents and digital information. The Company holds numerous patents for optical deterrent technologies that provide protection of printed information from unauthorized scanning and copying. We operate two production facilities, consisting of a smallcombined security printing company called Patrick Printing and an Internet-basedpackaging facility and a plastic card facility where we produce secure and non-secure documents for our customers. We license our anti-counterfeiting technologies to printers and brand-owners. In addition, we have a digital division which provides cloud computing services for our customers, including disaster recovery, back-up and data security services. In 2013, the Company expanded its business called Legalstore.com, and Thomas M. Wicker Enterprises, Inc. and Document Security Consultants,focus by merging with DSS Technology Management, Inc., two privately ownedformerly known as Lexington Technology Group, Inc., which acquires intellectual property assets and interests in companies engagedowning intellectual property assets for the purpose of monetizing these assets through a variety of value-enhancing initiatives, including, but not limited to, investments in the document security technology business with rights to certain patents developed by certain members of the Wicker Family. As a result of these acquisitions, we compiled the basis of our document security business by combining basic print capabilities necessary for researchdevelopment and development with the knowledge and expertise of our team of printing professionals and a foundationcommercialization of patented technologies, licensing, strategic partnerships and trade secrets from which to launch our product offerings. Since this early stage, we have focused our efforts on developing and in some cases patenting new technologies and products, building our corporate, operational, marketing and sales staff to accommodate our expected growth, and developing and implementing our patent and intellectual property protection strategy. In September 2007, we sold certain assets and the operations of Patrick Printing to a private company, as this operation no longer supported our core industry focus. In October 2009, we sold the assets and liabilities associated with our Legalstore.com business in exchange for common stock of Internet Media Services, Inc., in order to concentrate our efforts on the security and printing segments of our Company.
In December 2004, the Company entered into an agreement with the Wicker Family in which Document Security Systems obtained the legal ownership of technology (including patent ownership rights) previously held by the Wicker Family. At that time, the agreement with the Wicker Family provided that the Company would retain 70% of the future economic benefit derived from settlements, licenses or subsequent business arrangements from any infringer of the Wicker patents that Document Security Systems chooses to pursue. The Wicker Family was to receive the remaining 30% of such economic benefit. In February 2005, the Company further consolidated its ownership of the Wicker Family based patents and its rights to the economic benefit of infringement settlements when the Company purchased economic interests and legal ownership from approximately 45 persons and entities that had purchased various rights in Wicker Family technologies over several decades.
In August 2005, the Company commenced a suit against the European Central Bank (“ECB”) alleging patent infringement by the ECB and claimed unspecified damages. We brought the suit in the European Court of First Instance in Luxembourg. We alleged that all Euro banknotes in circulation infringe the Company European Patent 0 455 750B1 (the “Patent”), which covers a method of incorporating an anti-counterfeiting feature into banknotes or similar security documents to protect against forgeries by digital scanning and copying devices. Commencing in March 2006, the ECB countersued in eight national courts that the Patent was invalid. To date, the most significant events in the case since it was filed have been the challenges of patent validity by the ECB. To date, there have been six adverse rulings and one positive ruling in regard to the patent’s validity. Through August 2008, the Company spent approximately $4.2 million dollars on legal, expert and consulting fees for its case. In August 2008, the Company decided to reduce its cost burden from the case and entered into an agreement with Trebuchet Capital Partners, LLC (“Trebuchet”) under which Trebuchet agreed to pay substantially all of the litigation costs associated with pending validity proceedings and future validity and future patent infringement suits filed against the ECB and certain other alleged infringers of the Patent in exchange for 50% of any future proceeds or settlements associated with the litigation.
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In addition to its patent defense efforts, since 2002, the Company has also worked to develop and expand its patent and product portfolio. The Company has multiple patents, patents pending and patent applications in the U.S.A and various countries throughout the world. These cover the Company’s technologies, including our AuthentiGuard® On-Demand, AuthentiGuard® Prism™, AuthentiGuard® Phantom™, AuthentiGuard® ObscuraScan™, AuthentiGuard® Survivor 21™, AuthentiGuard® VeriGlow™ products, and several other anti-counterfeiting and authentication technologies in development. The Company believes that its commitment to research and development is critical to its position as a leading provider of anti-counterfeiting solutions to our customers.

Prior to 2006, the Company’sour primary revenue source in itsour document security division was derived from the licensing of itsour technology. The Company had limited production capabilities. In 2006, the Companywe began a series of acquisitions designed to expand itsour ability to be a provider of anti-counterfeitingproduce products that utilize the Company’s anti-counterfeiting technologies.for end-user customers. In 2006, we acquired San Francisco-based Plastic Printing Professionals, Inc. (“P3”), a privately held plastic cards manufacturer located in the San Francisco, CA area. P3’s primary focusCalifornia area and which may be referred to herein as the “DSS Plastics Group”. In 2008, we acquired DPI of Rochester, LLC, a privately held commercial printer located in Rochester, New York. In 2010, we acquired Premier Packaging Corporation, a privately held packaging company located in Victor, New York, which may also referred to herein as the “DSS Packaging Group.” In May 2011, we acquired ExtraDev, Inc. a privately held information technology and cloud computing company located in Rochester, New York. In 2016, ExtraDev, Inc. changed its name to DSS Digital Inc. DSS Digital Inc. is manufacturing long-life composite,also referred to herein as the “DSS Digital Group”.

On July 1, 2013, we merged with DSS Technology Management, Inc. (formerly known as Lexington Technology Group, Inc.), a private intellectual property monetization company. DSS Technology Management, Inc. is also referred to herein as “DSS Technology Management”. DSS Technology Management is focused on extracting the economic benefits of intellectual property assets through acquiring or internally developing patents or other intellectual property assets (or interests therein) and then monetizing such assets through a variety of value enhancing initiatives.

In January 2018, we commenced international operations with our wholly owned subsidiary, DSS Asia Limited, in our office in Hong Kong. In December 2018, this division acquired Guangzhou Hotapps Technology Ltd, a Chinese company that enhances our ability to do business in China. Guangzhou Hotapps Technology Ltd, did not have revenue but has two employees and a license to do business in China.

We do business in five operating segments as follows:

DSS Packaging and Printing Group - Produces custom paperboard packaging serving clients in the pharmaceutical, beverage, photo packaging, toy, specialty foods and direct marketing industries, among others. The group also provides secure and commercial printing services for end-user customers along with technical support for our technology licensees. The division produces a wide array of printed materials such as security paper, vital records, prescription paper, birth certificates, receipts, manuals, identification materials, entertainment tickets, secure coupons, parts tracking forms, brochures, direct mailing pieces, catalogs, business cards, etc. The division also provides resources and access to production equipment for our ongoing research and development of security printing and related technologies.

DSS Plastics Group - Manufactures laminated and surface printed cards which can include magnetic stripes, bar codes, holograms, signature panels, invisible ink, micro fine printing, guilloche patterns, Biometric, RFIDbiometric, radio frequency identification (RFID) and watermarks for printed plastic documents such as ID cards, event badges, and driver’s licenses.

DSS Digital Group - This division researches, develops, markets and sells our digital products, including and primarily, our AuthentiGuard product, which is a patent-pending watermark technology. P3’sbrand authentication application that integrates our optical deterrent technologies used in our security printing offerings with proprietary digital data security-based solutions. The AuthentiGuard product allows customers to implement a security mark utilizing conventional printing methods that is copy and counterfeit resistant that can be read and recorded utilizing smartphones and other digital image capture devices, which can be utilized by that customers suppliers, field personnel and customers throughout its global product supply and distribution chains.

DSS International - Assists the DSS Digital Group in the development and marketing of our digital authentication products in the Asia Pacific market.

DSS Technology Management - Acquires or internally develops patented technology or intellectual property assets (or interests therein), with the purpose of monetizing these assets through a variety of value-enhancing initiatives, including, but not limited to, investments in the development and commercialization of patented technologies, licensing, strategic partnerships and commercial litigation.

Our Core Products, Technology and Services

Our core business is counterfeit prevention, brand protection and validation of authentic print media, including government-issued documents, packaging, ID cards and licenses. We believe we are a leader in the research and development of optical deterrent technologies and have commercialized these technologies with a suite of products that offer our customers an array of document security solutions. We provide document security technology to security printers, corporations, consumer product companies, and governments for protection of vital records and documents, certifications, travel documents, consumer products, pharmaceutical packaging and school transcripts.

Optical deterrent features such as ours are utilized mainly by large security printers for the protection of important printed documents, such as vital records, and identification documents. Many of these features, such as micro-printing, were developed pre-1980 as they were designed to be effective on the imaging devices of the day which were mainly photography mechanisms. With the advent of modern-day scanners, digital copiers, digital cameras, smart phones and easy to use imaging software such as Adobe Photoshop many of the pre-1980 optical deterrents such as micro-printing are no longer used or are much less effective in the prevention of counterfeiting.

Unlike some of our competitors, our technologies are developed to defeat today’s modern imaging systems. Almost all our products and processes are built to thwart scanners and digital copiers and we believe that our products are marketed through an extensive broker network that covers much of North America, Europe and South America and by manufacturing for various industry integrators.

In December 2008, we acquired substantially all of the assets of DPI of Rochester, LLC, (“DPI”) a privately held commercial printer locatedmost effective in Rochester, NY. We formed a new subsidiary called DPI Secuprint to incorporate this new company which significantly improved our ability to produce our security paper products as well as improving our competitivenessdoing so in the market for custom securitytoday. In addition, our technologies do not require expensive hardware or software add-ons to authenticate a document, but instead require simple, inexpensive hand-held readers which can be calibrated to particular hidden design features. Our technologies are literally ink on paper that is printed with a particular method to hide selected things from a scanner’s “eye” or distort what a scanner “sees.” These attributes make our anti-scanning technologies very cost effective versus other current offerings on the market since our technologies are imbedded during the normal printing especially inprocess, thereby significantly reducing the areas of vital records, secure coupons, transcripts, and prescription paper along withcosts to implement the ability to offer our customers a wider range of commercial printing offerings.
On February 12, 2010, the Company acquired Premier Packaging Corporation, a privately held packaging company located in the Rochester NY area. Premier Packaging Corporation is an ISO 9001:2008 registered manufacturer of custom paperboard packaging serving clients in the pharmaceutical, beverage, photo packaging, toy, specialty foods and direct marketing industries, among others. The Company expects the acquisition will allow it to introduce anti-counterfeiting products to the packaging market that further expands the usage of its technologies. The Company believes that the ability to deter and prevent counterfeiting of brand packaging will provide major benefits to companies around the globe who are affected by product counterfeiting.
During 2010, the Company raised approximately $6.2 million through the sale of equity, including the sale of 756,287 shares together with accompanying investment rights and warrants on December 31, 2010 for gross proceeds of $4,000,000. A portion of the funds raised were used to purchase Premier Packaging, pay certain legal fees and fund working capital. As of December 31, 2010, the Company had approximately $4.1 million in cash and cash equivalents available to fund its operations.
Technologies

We have developed or acquired over 30 technologies that provide our customers a wide spectrum of solutions. Ourprimary anti-counterfeiting products and technologies are marketed under its AuthentiGuard® registered trademark. In October 2012, we introduced AuthentiGuard®, an iPhone application for authentication, targeted to major Fortune 500 companies worldwide. The application is a cloud-enabled solution that permits efficient and cost-effective authentication for packaging, documents and credentials. The solution embeds customizable, covert AuthentiGuard® Prism technology that resists duplication on copiers and scanners in a product’s packaging. Product verification using a smartphone application creates real-time, accurate authentication results for brand owners that can be integrated into existing information systems.

Our Patent Monetization Business

Since its acquisition in 2013, DSS Technology Management’s primary mission has been the AuthentiGuard trade names.

Productsattempted monetization of its various patent portfolios through commercial litigation.

Except for its investment in its social networking related patents, DSS Technology Management and Services

Generic Security Paper: Our primary product for the retail end-user market is AuthentiGuard® Security Paper. AuthentiGuard® Security Paper is blank paper that contains our Pantograph 4000TM technology. The paper reveals hidden warning words, logos or images using The Authenticator- our proprietary viewing lens – or when the paper is faxed, copied or scanned. The hidden words appear on the duplicate or the computer digital fileCompany have partnered with various third-party funding groups in connection with patent monetization programs and essentially prevent documents, including forms, coupons and tickets, from being counterfeited. We market and sell our AuthentiGuard® Security Paper primarily through several major paper distributors such as Boise Cascade and Blanks USA. Since 2005, Boise has marketed our AuthentiGuard® Security Paper under its Boise Beware brand name in North America, primarily through its commercial paper sales group. Blanks USA sells and manufactures the technology under the “Kant Kopy” brand name. The company also sells its security paper on the internet utilizing a ecommerce website, www.protectedpaper.com. We retain the rightsmay continue to sell the AuthentiGuard® Security Paper directly to end-users anywheredo so in the world. The company also hadfuture. In connection with these fundings, we have purchased patents in a versionvariety of its security paper testedfields, including social networking, mobile communications, semi-conductors, Bluetooth and certified for use on Hewlett Packard (“HP”) Indigo Digital presses by the Rochester Institute of Technology’s Printing Applications Laboratory. This certification allows the Company’s security paper to be marketed to HP Indigo users worldwide.
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SecurityLED, and non-security printing: Our technology portfolio allows us to create unique custom secure paper, plastic, packaging and Internet-based and software enterprise solutions. We market and sell to end-users that require anti-counterfeiting and authentication features inhave initiated patent infringement litigation against a wide range of printed materials such as documents, vital records, prescription paper, driver’s licenses, birth certificates, receipts, manuals, identification materials, entertainment tickets, secure coupons, parts tracking forms, as well as product packaging including pharmaceuticaldomestic and a wide range of consumer goods.global companies. In addition,connection with these litigation matters, we provide a full range of digitalengage with legal firms that typically work under fee caps and large offset commercial printing capabilities to our customers.
Since our inception,contingency fee arrangements. To date, we have primarily outsourcedbeen or are currently in litigation with, among others, Apple, Samsung, Taiwan Semiconductor Manufacturing Company, Intel, NEC, Lenovo, Seoul Semiconductor, Everlight Electronics, Cree, Nichia and Osram, GMBH. During the productioncourse of the majority of our custom security print orders to strategic printing vendors. In December 2008,these litigation matters, we acquired a commercial printer with long-run offset and short run digital printing capabilities that will allow us to produce the majority of our security print orders in-house. We produce our plastic printed documents such as ID cards, event badges, and driver licenses at our manufacturing facility in Brisbane, California under the name Plastic Printing Professionals. In late 2007, we moved our P3 manufacturing facility to a 25,000 square foot facility in order to increase our plastic manufacturing capacity, and during 2008, we upgraded their production capabilities by adding equipment that will improve its productivity, along with equipment for high speed data encoding and equipment that for productions of high-volume precision RFID cards.
Digital Security Solutions: Using software that we have developed, we can electronically render several of our technologies digitally to extend the use of optical security to the end-user of sensitive information. With our AuthentiGuard® DX™ we market a networked appliance that allows the author of any Microsoft Office document (Outlook, Word, Excel, or PowerPoint) to secure nearly any of its alphanumeric content when it is printed or digitally stored. AuthentiGuard® DX prints selected content using Document Security Systems, Inc. patented technology so that it cannot be read by the naked eye. Reading the hidden content, or authenticating the document is performed with a proprietary viewing device or software.
The company has developed an internet delivered technology called AuthentiGuard® – On Demand™ where information is hidden and then verified utilizing a inexpensive viewing glass. This technology is currently being utilized by a Central American country for travel visas.
The company has also developed digital versions of its AuthentiGuard® – Prism™ and AuthentiGuard® – Pantograph 4000™ technologies which are produced on HP Indigo Presses, Canon Color Copiers, Ricoh Color Copiers and Konica Desktop Printers. The company sells the digital products directly through its internal sales force and it has also entered a contract to sell its digital solutions through a third party who specializes in hardware software engineering solutions.
Technology Licensing: We license our anti-counterfeiting technology and trade secrets to security printers through licensing arrangements. We seek licensees that have a broad customer base that can benefit from our technologies or have unique and strategic capabilities that expand the capabilities that we can offer our potential customers Licenses can be for a single technology or for a package of technologies. We offer licenseestypically incur a variety of pricing models, including:
·Pay us one price per year;
·Pay us a percentage of gross sales price of the product containing the technology during the term; or
·Joint venture or profit sharing arrangement
·Pay Per Finished Piece
Legal Products:We also owned and operated Legalstore.com, an Internet company which sells legal supplies and documents,challenges from defendants, including security paper and products for the users of legal documents and supplies in the legal, medical and educational fields. On October 8, 2009 we sold the assets and liabilities associated with our Legalstore.com business in exchange for 7,500,000 shares of common stock of Internet Media Services, Inc., representing approximately 37% of the outstanding shares of the newly formed company. On October 15, 2010, the Company distributed these 7,500,000 sharesdefendants seeking to its stockholders of record on October 8, 2010, on a pro-rata basis. The shares of Internet Media Services were recorded as an equity method investment and had an estimated book value of approximately $229,000 on the date of the dividend.
Our principal address is 28 Main Street East, Suite 1525, Rochester, New York 14614 and our telephone number is (585) 325-3610.

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RISK FACTORS
The following factors should be considered carefully in evaluating whether to purchase shares of our common stock. These factors should be considered carefully in conjunction with any other information included or incorporated by reference herein, including in conjunction with forward-looking statements made herein. See “Where You Can Find More Information” on page 16.
An investment in our securities is subject to numerous risks, including the Risk Factors described below. Our business, operating results or financial condition could be materially adversely affected by any of the following risks. The risks described below are not the only ones we face. Additional risks we are not presently aware of or that we currently believe are immaterial may also materially affect our business. The trading price of our Common Stock could decline due to any of these risks. In assessing these risks, you should also refer to the other information contained or incorporated by reference in our Form 10-K for the year ended December 31, 2009 filed with the SEC on March 25, 2010, including our financial statements and related notes, competition and intellectual property.
We have a history of losses.
We have a history of losses. In fiscal 2009, 2008, and 2007, we incurred losses of approximately $4.0 million, $8.3 million, and $7.0 million, respectively. Our results of operations in the future will depend on many factors, but largely on our ability to successfully market our anti-counterfeiting products and services. Our failure to achieve profitability in the future could adversely affect the trading price of our common stock and our ability to raise additional capital and, accordingly, our ability to continue to grow our business. There can be no assurance that we will succeed in addressing any or all of these risks, and the failure to do so could have a material adverse effect on our business, financial condition and operating results.
We have a significant amount of indebtedness and may be unable to satisfy our obligations to pay interest and principal thereon when due.
As of December 31, 2010, we have the following approximate amounts of outstanding indebtedness:
(i)$575,000 Promissory Note bearing interest at 10% per annum due November 24, 2012 and is securedpatents in question adjudicated to be invalid by the assets of the Company’s wholly owned subsidiary DPI Secuprint.
(ii)$583,000 due under a Credit Facility to a related party under which the Company can borrow up to $1,000,000 bearing interest at LIBOR plus 2% per annum due January 4, 2012.
(iii)$1,250,000 due under Term Loan which matures March 1, 2013 and is payable in 35 monthly payments of $25,000 plus interest commencing March 1, 2010 and a payment of $625,000 on the 36th month.  Interest accrues at 1 Month LIBOR plus 3.75% and is secured by all of the assets of the Company’s subsidiary, Premier Packaging Corporation, which the Company acquired on February 12, 2010.  The Company subsequently entered into a interest rate swap agreement to lock into a 5.6% effective interest over the life of the term loan.  The Loan has also been guaranteed by Document Security Systems, and its subsidiaries Plastic Printing Professionals and DPI Secuprint.
(iv)Up to $1,000,000  in a revolving line of credit available for use by Premier Packaging, subject to certain limitations which matures on February 12, 2011 and is payable in monthly installments of interest only beginning on March 1, 2010. Interest accrues at 1 Month LIBOR plus 3.75%. As of December 31, 2010, there was approximately $615,000 outstanding on the line.
(v) Up to $450,000 under a Standby Term Loan Note available to Premier Packaging for the funding of eligible equipment purchases.   The Company has 12 months to draw a line of credit, after which the balance of funds advanced from the line is converted into a 5 year term loan.  Interest accrues at LIBOR plus 3.00%.   As of December 31, 2010, there was approximately $53,000 outstanding on the line.
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If we lose our current litigation, we may lose certain of our technology rights, which may affect our business plan.
We are subject to litigation and threatened litigation, including without limitation our litigation with the European Central Bank, in which parties allege, among other things, that certain of our patents are invalid. If the ECB or other parties are successful in invalidating any or all of our patents, it may materially affect us, our financial condition, and our ability to market and sell certain of our products based on any patent that is invalidated. Furthermore, we have granted nearly all control over our ECB Litigation to a third party, Trebuchet Capital Partners, LLC., who may or may not have the resources or capabilities to successfully defend our patent rights or meet its financial obligations. If Trebuchet is unable to meet its financial obligations, then we may be obligated to pay for certain court mandated legal costs to the ECB or other parties, which may materially affect our financial condition.
If we are unable to adequately protect our intellectual property, our competitive advantage may disappear.
Our success will be determined in part by our ability to obtain United States and foreign patent protection for our technology and to preserve our trade secrets. Because of the substantial length of time and expense associated with developing new document security technology, we place considerable importance on patent and trade secret protection. We intend to continue to rely primarily on a combination of patent protection, trade secrets, technical measures, copyright protection and nondisclosure agreements with our employees and customers to establish and protect the ideas, concepts and documentation of software and trade secrets developed by us. Our ability to compete and the ability of our business to grow could suffer if these intellectual property rights are not adequately protected. There can be no assurance that our patent applications will result in patents being issued or that current or additional patents will afford protection against competitors. We rely on a combination of patents, copyrights, trademarks and trade secret protection and contractual rights to establish and protect our intellectual property. Failure of our patents, copyrights, trademarks and trade secret protection, non-disclosure agreements and other measures to provide protection of our technology and our intellectual property rights could enable our competitors to more effectively compete with us and have an adverse effect on our business, financial condition and results of operations. In addition, our trade secrets and proprietary know-how may otherwise become known or be independently discovered by others. No guarantee can be given that others will not independently develop substantially equivalent proprietary information or techniques, or otherwise gain access to our proprietary technology.
In addition, we may be required to litigate in the future to enforce our intellectual property rights, to protect our trade secrets, to determine the validity and scope of the proprietary rights of others, or to defend against claims of infringement or invalidity. Any such litigation could result in substantial costs and diversion of resources and could have a material adverse effect on our business, financial condition or results of operations, and there can be no assurances of the success of any such litigation.
We may face intellectual property infringement or other claims against us, our customers or our intellectual property that could be costly to defend and result in our loss of significant rights.
Although we have received patents with respect to certain technologies of ours, there can be no assurance that these patents will afford us any meaningful protection. Although we believe that our use of the technology and products we developed and other trade secrets used in our operations do not infringe upon the rights of others, our use of the technology and trade secrets we developed may infringe upon the patents or intellectual property rights of others. In the event of infringement, we could, under certain circumstances, be required to obtain a license or modify aspects of the technology and trade secrets we developed or refrain from using same. We may not have the necessary financial resources to defend an infringement claim made against us or be able to successfully terminate any infringement in a timely manner, upon acceptable terms and conditions or at all. Failure to do any of the foregoing could have a material adverse effect on us and our financial condition. Moreover, if the patents, technology or trade secrets we developed or use in our business are deemed to infringe upon the rights of others, we could, under certain circumstances, become liable for damages, which could have a material adverse effect on us and our financial condition. As we continue to market our products, we could encounter patent barriers that are not known today. A patent search will not disclose applications that are currently pending in the United States Patent Office and there may be one or more such pending applications that would take precedence over any or all of our applications.
Furthermore, third parties may assert that our intellectual property rights are invalid, which could result in significant expenditures by us to refute such assertions.  If we become involved in litigation, we could lose our proprietary rights, be subject to damages and incur substantial unexpected operating expenses. Intellectual property litigation is expensive and time-consuming, even ifthrough the claims are subsequently proven unfounded, and could divert management’s attention from our business. If there is a successful claim of infringement, we may not be able to develop non-infringing technology or enter into royalty or license agreements on acceptable terms, if at all.  If we are unsuccessful in defending claims that our intellectual property rights are invalid, we may not be able to enter into royalty or license agreements on acceptable terms, if at all.  This could prohibit us from providing our products and services to customers, which could have a material adverse effect on us and our financial condition.
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The value of our intangible assets may not be equal to their carrying values.
As of September 30, 2010, we had approximately $4.3 million of intangible assets, including goodwill.  We are required to evaluate the carrying value of such intangibles.  Whenever events or changes in circumstances indicate that the carrying value of an intangible asset, including goodwill, may not be recoverable, we determine whether there has been impairment by comparing the anticipated undiscounted cash flows (discounted cash flows for goodwill) from the operation and eventual disposition of the product line with its carrying value. If any of our intangible assets are deemed to be impaired then it will result in a significant reduction of the operating results in such period.
Certain of our recently developed products are not yet commercially accepted and there can be no assurance that those products will be accepted, which would adversely affect our financial results.
Over the past several years, we have spent significant funds and time to create new products by applying our technologies onto media other than paper, including plastic and cardboard packaging, and delivered our technologies digitally.  We have had limited success in selling our products that are on cardboard packaging and those that are delivered digitally.  Our business plan for 2011 and beyond includes plans to incur significant marketing and sales costs for these newer products, particularly the digitally delivered products.  If we are not able to sell these new products, our financial results will be adversely affected.
The results of our research and development efforts are uncertain and there can be no assurance of the commercial success of our products.
We believe that we will need to continue to incur research and development expenditures to remain competitive. The products we currently are developing or may develop in the future may not be technologically successful. In addition, the length of our product development cycle may be greater than we originally expect and we may experience delays in future product development. If our resulting products are not technologically successful, they may not achieve market acceptance or compete effectively with our competitors’ products.
Changes in document security technology and standards could render our applications and services obsolete.
The market for document security products, applications, and services is fast moving and evolving. Identification and authentication technology is constantly changing as we and our competitors introduce new products, applications, and services, and retire old ones as customer requirements quickly develop and change. In addition, the standards for document security are continuing to evolve. If any segments of our market adopt technologies or standards that are inconsistent with our applications and technology, sales to those market segments could decline, which could have a material adverse effect on us and our financial condition.
The market in which we operate is highly competitive, and we may not be able to compete effectively, especially against established industry competitors with greater market presence and financial resources.
Our market is highly competitive and characterized by rapid technological change and product innovations. Our competitors may have advantages over us because of their longer operating histories, more established products, greater name recognition, larger customer bases, and greater financial, technical and marketing resources.Inter Partes Review process (“IPR”). As a result they may be ableof these various legal challenges issued by defendants, we have experienced varying levels of success in our efforts to adapt more quicklymonetize our patent investments. In addition, to newdate, most of settlements or emerging technologies and changes in customer requirements, and devote greater resourcespayments received from defendants have been remitted to the promotion and sale of their products. Competition may also force us to decrease the price of our products and services. We cannot assure you that we will be successful in developing and introducing new technology on a timely basis, new products with enhanced features, or that these products, if introduced, will enable us to establish selling prices and gross margins at profitable levels.
Our growth strategy depends, in part, on our acquiring complementary businesses and assets and expanding our existing operations to include manufacturing capabilities, which we may be unable to do.
Our growth strategy is based, in part, on our ability to acquire businesses and assets that are complementary to our existing operations and expanding our operations to include manufacturing capabilities. We may also seek to acquire other businesses. The success of this acquisition strategy will depend, in part, on our ability to accomplish the following:
·identify suitable businesses or assets to buy;
·complete the purchase of those businesses on terms acceptable to us;
·complete the acquisition in the time frame we expect; and
·improve the results of operations of the businesses that we buy and successfully integrate their operations into our own.
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Although we were able to acquire our Plastic Printing Professionals, Inc. subsidiary in February 2006 and our DPI Secuprint subsidiary in December 2008, and Premier Packaging in February 2010, there can be no assurance that we will be successful in pursuing any or all of these steps on future transactions. Our failure to implement our acquisition strategy could have an adverse effect on other aspects of our business strategy and our business in general. We may not be able to find appropriate acquisition candidates, acquire those candidates that we find or integrate acquired businesses effectively or profitably.
Our acquisition program and strategy may lead us to contemplate acquisitions of companies in bankruptcy, which entail additional risks and uncertainties. Such risks and uncertainties include, without limitation, that, before assets may be acquired, customers may leave in search of more stable providers and vendors may terminate key relationships. Also, assets are generally acquired on an “as is” basis, with no recourse to the seller if the assets are not as valuable as may be represented. Finally, while bankrupt companies may be acquired for comparatively little money, the cost of continuing the operations may significantly exceed expectations.
We have in the past used, and may continue to use, our Common Stock as payment for all or a portion of the purchase price for acquisitions. If we issue significant amounts of our Common Stock for such acquisitions, this could result in substantial dilution of the equity interests of our stockholders.
We may not realize the anticipated benefits of our recent acquisitions.
Our expectations regarding the earnings, operating cash flow, capital expenditures and liabilities resulting from our recent acquisition Premier Packaging Corp in February 2010 are based on information currently available to us and may prove to be incorrect. We may not realize any anticipated benefits of either of this acquisition and may not be successful in integrating the acquired assets into our existing business. In particular, 72% of Premier Packaging’s sales for the year ended December 31, 2009 were with two customers and which comprised 81% of Premier Packaging’s accounts receivable balance as of December 31, 2009. During the nine month period ended September 30, 2010, these two customers accounted for 32% of the Company’s consolidated revenue. As of September 30, 2010 one of the customers, which accounted for 25% of the Company’s consolidated sales for the first nine months of 2010, has a contract with the Company that is currently set to expire in July 2011, and comprised 26% of the Company’s consolidated accounts receivable as of September 30, 2010.
If we fail to retain our key personnel and attract and retain additional qualified personnel, we might not be able to pursue our growth strategy.
Our future success depends upon the continued service of our executive officers and other key sales and research personnel who possess longstanding industry relationships and technical knowledge of our products and operations. The loss of any of our key employees could negatively impact our ability to pursue our growth strategy and conduct operations. Although we believe that our relationship with these individuals is positive, there can be no assurance that the services of these individuals will continue to be available to us in the future. There can be no assurance that these persons will continue to agree to be employed by us after such dates.
If we do not successfully expand our sales force, we may be unable to increase our revenues.
We must expand the size of our marketing activities and sales force to increase revenues. We continue to evaluate various methods of expanding our marketing activities, including the use of outside marketing consultants and representatives and expanding our in-house marketing capabilities. If we are unable to hire or retain qualified sales personnel, if newly hired personnel fail to develop the necessary skills to be productive, or if they reach productivity more slowly than anticipated, our ability to increase our revenues and grow could be compromised. The challenge of attracting, training and retaining qualified candidates may make it difficult to meet our sales growth targets. Further, we may not generate sufficient sales to offset the increased expense resulting from expanding our sales force or we may be unable to manage a larger sales force.
Future growth in our business could make it difficult to manage our resources.
Our anticipated business expansion could place a significant strain on our management, administrative and financial resources. Significant growth in our business may require us to implement additional operating, product development and financial controls, improve coordination among marketing, product development and finance functions, increase capital expenditures and hire additional personnel. There can be no assurance that we will be able to successfully manage any substantial expansion of our business, including attracting and retaining qualified personnel. Any failure to properly manage our future growth could negatively impact our business and operating results.
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We cannot predict our future capital needs and we may not be able to secure additional financing.
We may need to raise additional funds in the future to fund our working capital needs, to fund more aggressive expansion of our business, to complete development, testing and marketing of our products, or to make strategic acquisitions or investments. We may require additional equity or debt financings, collaborative arrangements with corporate partners or funds from other sources for these purposes. No assurance can be given that necessary funds will be available for us to finance our development on acceptable terms, if at all.  Furthermore, such additional financings may involve substantial dilution of our stockholders or may require that we relinquish rights to certain of our technologies or products. In addition, we may experience operational difficulties and delays due to working capital restrictions. If adequate funds are not available from operations or additional sources of financing, we may have to delay or scale back our growth plans.
Risks Related to Our Stock
Provisions of our certificate of incorporation and agreements could delay or prevent a change in control of our company.
Certain provisions of our certificate of incorporation may discourage, delay, or prevent a merger or acquisition that a stockholder may consider favorable. These provisions include:
·the authority of the Board of Directors to issue preferred stock; and
·
a prohibition on cumulative voting in the election of directors.
We have a large number of authorized but unissued shares of common stock, which our management may issue without further stockholder approval, thereby causing dilution of your holdings of our common stock.
As of December 31, 2010, there were approximately 181 million authorized but unissued shares of our common stock. Our management continues to have broad discretion to issue shares of our common stock in a range of transactions, including capital-raising transactions, mergers, acquisitions, for anti-takeover purposes, and in other transactions, without obtaining stockholder approval, unless stockholder approval is required for a particular transaction under the rules of the NYSE Amex, New York law, or other applicable laws.   If our Board of Directors determines to issue additional shares of our common stock from the large pool of authorized but unissued shares for any purpose in the future without obtaining stockholder approval, your ownership position would be diluted without your further ability to vote on such transaction.
The exercise of our outstanding options and warrants and vesting of restricted stock awards may depress our stock price.
As of February 18, 2011, we had outstanding stock options and warrants to purchase an aggregate of 3,523,418 shares of our Common Stock at exercise prices ranging from $1.86 to $12.65 per share.  This amount includes the warrants issued to Fletcher International, Ltd. on December 31, 2010, as amended on February 18, 2011 and 45,000 unvested restricted shares of our common stock that are subject to various vesting terms. To the extent that these securities are converted into common stock, dilution to our stockholders will occur.   Moreover, the terms upon which we will be able to obtain additional equity capital may be adversely affected, since the holders of these securities can be expected to exercise them at a time when we would, in all likelihood, be able to obtain any needed capital on terms more favorable to us than the exercise and conversion terms provided by those securities.
Sales of these shares in the public market, or the perception that future sales of these shares could occur, could have the effect of lowering the market price of our common stock below current levels and make it more difficult for us and our stockholders to sell our equity securities in the future.
Sale or the availability for sale of shares of common stock by stockholders could cause the market price of our common stock to decline and could impair our ability to raise capital through an offering of additional equity securities.
We do not intend to pay cash dividends.
We do not intend to declare or pay cash dividends on our common stock in the foreseeable future. We anticipate that we will retain any earnings and other cash resources for investment in our business. The payment of dividends on our common stock is subject to the discretion of our Board of Directors and will depend on our operations, financial position, financial requirements, general business conditions, restrictions imposed by financing arrangements, if any, legal restrictions on the payment of dividends and other factors that our Board of Directors deems relevant.
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We have material weaknesses in our internal control over financial reporting structure, which, until remedied, may cause errors in our financial statements that could require restatements of our financial statements and investors may lose confidence in our reported financial information, which could lead to a decline in our stock price.
Section 404 of the Sarbanes-Oxley Act of 2002 requires us to evaluate the effectiveness of our internal control over financial reporting as of the end of each year, and to include a management report assessing the effectiveness of our internal control over financial reporting in each Annual Report on Form 10-K.
We have identified two material weaknesses in our internal control over financial reporting in our annual assessment of internal controls over financial reporting that management performed for the year ended December 31, 2010, in which management has concluded that (i) we did not maintain a sufficient complement of qualified accounting personnel and controls associated with segregation of duties; and (ii) we lack sufficient resources within the accounting department to have effective controls associated with identifying and accounting for complex and non-routine transactionsthird-party funders in accordance with U.S. generally accepted accounting principles, and that the foregoing represented material weaknessesterms of those respective funding agreements.

Corporate Information

Our principal executive offices are located at 200 Canal View Boulevard, Suite 300, Rochester, New York 14623. Our telephone number is (585) 325-3610. Our corporate website is www.dsssecure.com. Information contained in or accessible through our internal control over financial reporting. If our internal control over financial reporting or disclosure controls and procedures arewebsite is not effective, there may be errors in our financial statements and in our disclosure that could require restatements. Investors may lose confidence in our reported financial information and in our disclosure, which could lead to a decline in our stock price.

Our management, including our Chief Executive Officer and Chief Financial Officer, does not expect that our internal control over financial reporting will prevent all errors and all fraud. A control system, no matter how well designed and operated, can provide only reasonable, not absolute, assurance that the control system's objectives will be met. Further, the design of a control system must reflect the fact that there are resource constraints, and the benefits of controls must be considered relative to their costs. Controls can be circumvented by the individual acts of some persons, by collusion of two or more people, or by management override of the controls. Over time, controls may become inadequate because changes in conditions or deterioration in the degree of compliance with policies or procedures may occur. Because of the inherent limitations in a cost-effective control system, misstatements due to error or fraud may occur and not be detected.
We are uncertain at this time of the costs to remediate all of the above listed material weaknesses, however, we anticipate the cost to be in the range of $200,000 to $400,000 (including the cost of hiring additional qualified accounting personnel to eliminate segregation of duties issues and using the services of accounting consultants for complex and non-routine transaction if and when they arise). We cannot guarantee that the actual costs to remediate these deficiencies will not exceed this amount.
As a result, we cannot assure you that significant deficiencies or material weaknesses in our internal control over financial reporting will not be identified in the future. Any failure to maintain or implement required new or improved controls, or any difficulties we encounter in their implementation, could result in significant deficiencies or material weaknesses, cause us to fail to timely meet our periodic reporting obligations, or result in material misstatements in our financial statements. Any such failure could also materially adversely affect the results of periodic management evaluations regarding disclosure controls and procedures and the effectiveness of our internal control over financial reporting required under Section 404 of the Sarbanes-Oxley Act of 2002 and the rules promulgated thereunder. In addition, the existence of a material weakness could result in errors in our financial statements that could result in a restatement of financial statements, that may cause investors to lose confidence in our reported financial information, leading to a decline in our stock price
We may not meet the continued listing standards of the NYSE AMEX
In December 2008, we received a letter from the NYSE Amex stating that, based on the NYSE Amex’s review of publicly available information, we were considered to be below the NYSE Amex’s continued listing standards.  After submitting a plan of compliance to the NYSE Amex and additional evaluation by the Exchange, we were informed in March 2010 that we had resolved the continued listing deficiencies.  On January 25, 2011, we received a warning letter from the NYSE Amex in connection with the Company's failure to seek NYSE Amex approval for the additional issuances of our securities as required by Section 301 of the NYSE Amex Company Guide and its continued listing standards.  Our failure to report covered three stock issuances totaling 1,235,153 shares in November and December of 2010.   We thereafter filed our applications for the additional share listings with the NYSE Amex. On March 15, 2011, we received notification from NYSE Amex that our additional share listing applications have been approved, and that the Company has regained full compliance with NYSE Amex listing requirements. We cannot assure you that we will not receive additional deficiency letters in the future, or that we will continue to satisfy the continued listing standards in order to remain listed on the Exchange.

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SPECIAL NOTE REGARDING FORWARD-LOOKING STATEMENTS
The Securities and Exchange Commission encourages companies to disclose forward-looking information so that investors can better understand a company’s future prospects and make informed investment decisions. This prospectus contains such “forward-looking statements” within the meaning of the Private Securities Litigation Reform Act of 1995. These statements may be made directly in this prospectus, and they may also be made a part of this prospectus by reference to other documents filed with the Securities and Exchange Commission, which is known as “incorporation by reference.”
Words such as “may,” “anticipate,” “estimate,” “expects,” “projects,” “intends,” “plans,” “believes” and words and terms of similar substance used in connection with any discussion of future operating or financial performance identify forward-looking statements. All forward-looking statements are management’s present expectations of future events and are subject to a number of risks and uncertainties that could cause actual results to differ materially from those described in the forward-looking statements. Forward-looking statements might include one or more of the following:
·anticipated results of financing activities;
·anticipated licensing or other agreements;
·anticipated litigation results;
·anticipated research and product development results;
·descriptions of plans or objectives of management for future operations, products or services;
·forecasts of future economic performance; and
·descriptions or assumptions underlying or relating to any of the above items.
Please also see the discussion of risks and uncertainties under the heading “Risk Factors” starting on page 6.
In light of these assumptions, risks and uncertainties, the results and events discussed in the forward-looking statements contained in this prospectus or in any document incorporated by reference might not occur. Investors are cautioned not to place undue reliance on the forward-looking statements, which speak only as of the date of this prospectus or the date of the document incorporated by reference in this prospectus. We are not under any obligation, and we expressly disclaim any obligation, to update or alter any forward-looking statements, whether as a result of new information, future events or otherwise. All subsequent forward-looking statements attributable to Document Security Systems or to any person acting on its behalf are expressly qualified in their entirety by the cautionary statements contained or referred to in this section.

USE OF PROCEEDS

We will not receive any

Unless otherwise indicated in a prospectus supplement, we anticipate that the net proceeds from theour sale or disposition of shares of our common stock, or interests therein, by the selling stockholder. The proceeds from the sale or disposition of the shares of our common stock, or interests therein, covered by this prospectus are solely for the accounts of the selling stockholder. We may receive proceeds upon the exercise of warrants as set forth in such warrants.  We intend to use any such proceedssecurities will be used for general corporate purposes, including working capital, to pay off debts,acquisitions, retirement of debt and to increase sales and marketing resources.

The selling stockholder will pay any underwriting discounts and commissions and expenses incurredother business opportunities. In the case of a sale by the selling shareholders, we will not receive any of the proceeds from such sale. We may however receive up to $875,000 from the cash exercise of outstanding warrants by selling shareholders.

DESCRIPTION OF SECURITIES

This prospectus contains a summary of the securities that we or selling shareholders may sell. These summaries are not meant to be a complete description of each security. However, this prospectus and the accompanying prospectus supplement contain the material terms of the securities being offered.

DESCRIPTION OF COMMON STOCK

General

The following description of common stock, together with the additional information we include in any applicable prospectus supplements, summarizes the material terms and provisions of the common stock that we may offer under this prospectus but is not complete. For the complete terms of our common stock, please refer to our certificate of incorporation, as amended, (the “Certificate of Incorporation”) which may be further amended from time to time, and our fourth amended and restated bylaws, as amended from time to time (the “Bylaws”). New York Business Corporation Law (“NYBCL”) may also affect the terms of these securities. While the terms we have summarized below will apply generally to any future common stock that we may offer, we will describe the particular terms of any series of these securities in more detail in the applicable prospectus supplement. If we so indicate in a prospectus supplement, the terms of any common stock we offer under that prospectus supplement may differ from the terms we describe below.

As of April 5, 2019, our authorized capital stock consisted of 200,000,000 shares of common stock, $0.02 par value per share, 18,002,721 of which are issued and outstanding.

Common Stock

Holders of our common stock: (i) have equal rights to dividends from funds legally available therefore, ratably when as and if declared by the Company’s Board of Directors; (ii) are entitled to share ratably in all assets of the Company available for distribution to holders of common stock upon liquidation, dissolution, or winding up of the affairs of the Company; (iii) do not have preemptive, subscription or conversion rights and there are no redemption or sinking fund provisions applicable thereto; (iv) are entitled to one non-cumulative vote per share of common stock, on all matters which stockholders may vote on at all meetings of stockholders; and (v) the holders of common stock have no conversion, preemptive or other subscription rights. There is no cumulative voting for the election of directors. Each holder of our common stock is entitled to one vote for each share of our common stock held on all matters submitted to a vote of stockholders.

Anti-Takeover Effects of Certain Provisions of our Certificate of Incorporation, Bylaws and the BCL

New York Law

Section 912 of the NYBCL generally provides that a New York corporation may not engage in a business combination with an interested stockholder for brokerage, accounting, taxa period of five years following the interested stockholder’s becoming such. Such a business combination would be permitted where it is approved by the board of directors before the interested stockholder’s becoming such. Covered business combinations include certain mergers and consolidations, dispositions of assets or legal servicesstock, plans for liquidation or dissolution, reclassifications of securities, recapitalizations and similar transactions. An interested stockholder is generally a stockholder owning at least 20% of a corporation’s outstanding voting stock. In addition, New York corporations may not engage at any time with any interested stockholder in a business combination other than: (i) a business combination approved by the board of directors before the stock acquisition, or where the acquisition of the stock had been approved by the board of directors before the stock acquisition; (ii) a business combination approved by the affirmative vote of the holders of a majority of the outstanding voting stock not beneficially owned by the interested stockholder at a meeting called for that purpose no earlier than five years after the stock acquisition; or (iii) a business combination in which the interested stockholder pays a formula price designed to ensure that all other stockholders receive at least the highest price per share that is paid by the interested stockholder and that meets certain other requirements.

A corporation may opt out of the interested stockholder provisions described in the preceding paragraph by expressly electing not to be governed by such provisions in its bylaws, which must be approved by the affirmative vote of a majority of votes of the outstanding voting stock of such corporation and is subject to further conditions. However, DSS’s Bylaws do not contain any provisions electing not to be governed by Section 912 NYBCL. Under DSS’s bylaws, any corporate action to be taken by vote of the shareholders, shall be authorized by a majority of votes cast at a meeting of shareholders by the holders of shares entitled to vote thereon.

Transfer Agent and Registrar

The Transfer Agent and Registrar for our common stock is American Stock Transfer and Trust Company, LLC.

DESCRIPTION OF WARRANTS

The following description, together with the additional information we may include in any applicable prospectus supplements, summarizes the material terms and provisions of the warrants that we may offer under this prospectus and the related warrant agreements and warrant certificates. While the terms summarized below will apply generally to any warrants that we may offer, we will describe the particular terms of any series of warrants in more detail in the applicable prospectus supplement. If we indicate in the prospectus supplement, the terms of any warrants offered under that prospectus supplement may differ from the terms described below. If there are differences between that prospectus supplement and this prospectus, the prospectus supplement will control. Thus, the statements we make in this section may not apply to a particular series of warrants. Specific warrant agreements will contain additional important terms and provisions and will be incorporated by reference as an exhibit to the registration statement which includes this prospectus.

General

We may issue warrants for the purchase of common stock. We may issue warrants independently or together with common stock, and the warrants may be attached to or separate from these securities.

We will evidence each series of warrants by warrant certificates that we may issue under a separate agreement. We may enter into the warrant agreement with a warrant agent. Each warrant agent may be a bank that we select which has its principal office in the United States and a combined capital and surplus of at least $50,000,000. We may also choose to act as our own warrant agent. We will indicate the name and address of any such warrant agent in the applicable prospectus supplement relating to a particular series of warrants.

We will describe in the applicable prospectus supplement the terms of the series of warrants, including:

the offering price and aggregate number of warrants offered;
the currency for which the warrants may be purchased;
if applicable, the designation and terms of the securities with which the warrants are issued and the number of warrants issued with each such security or each principal amount of such security;
if applicable, the date on and after which the warrants and the related securities will be separately transferable;
in the case of warrants to purchase common stock, the number of shares of common stock, as the case may be, purchasable upon the exercise of one warrant and the price at which these shares may be purchased upon such exercise;
the warrant agreement under which the warrants will be issued;
the effect of any merger, consolidation, sale or other disposition of our business on the warrant agreement and the warrants;
anti-dilution provisions of the warrants, if any;
the terms of any rights to redeem or call the warrants;
any provisions for changes to or adjustments in the exercise price or number of securities issuable upon exercise of the warrants;
the dates on which the right to exercise the warrants will commence and expire or, if the warrants are not continuously exercisable during that period, the specific date or dates on which the warrants will be exercisable;
the manner in which the warrant agreement and warrants may be modified;
the identities of the warrant agent and any calculation or other agent for the warrants;
federal income tax consequences of holding or exercising the warrants;
the terms of the securities issuable upon exercise of the warrants;
any securities exchange or quotation system on which the warrants or any securities deliverable upon exercise of the warrants may be listed; and
any other specific terms, preferences, rights or limitations of or restrictions on the warrants.

Before exercising their warrants, holders of warrants will not have any of the rights of holders of the securities purchasable upon such exercise, including in the case of warrants to purchase common stock, the right to receive dividends, if any, or, payments upon our liquidation, dissolution or winding up or to exercise voting rights, if any.

Exercise of Warrants

Each warrant will entitle the holder to purchase the securities that we specify in the applicable prospectus supplement at the exercise price that we describe in the applicable prospectus supplement. Unless we otherwise specify in the applicable prospectus supplement, holders of the warrants may exercise the warrants at any time up to 5:00 p.m. Eastern Time on the expiration date that we set forth in the applicable prospectus supplement. After the close of business on the expiration date, unexercised warrants will become void.

Holders of the warrants may exercise the warrants by delivering the warrant certificate representing the warrants to be exercised together with specified information, and paying the required amount to the warrant agent in immediately available funds, as provided in the applicable prospectus supplement. We will set forth on the reverse side of the warrant certificate, and in the applicable prospectus supplement, the information that the holder of the warrant will be required to deliver to the warrant agent.

Until the warrant is properly exercised, no holder of any warrant will be entitled to any rights of a holder of the securities purchasable upon exercise of the warrant.

Upon receipt of the required payment and the warrant certificate properly completed and duly executed at the corporate trust office of the warrant agent or any other expenses incurredoffice indicated in the applicable prospectus supplement, we will issue and deliver the securities purchasable upon such exercise. If fewer than all of the warrants represented by the warrant certificate are exercised, then we will issue a new warrant certificate for the remaining amount of warrants. If we so indicate in the applicable prospectus supplement, holders of the warrants may surrender securities as all or part of the exercise price for warrants.

Enforceability of Rights By Holders of Warrants

Any warrant agent will act solely as our agent under the applicable warrant agreement and will not assume any obligation or relationship of agency or trust with any holder of any warrant. A single bank or trust company may act as warrant agent for more than one issue of warrants. A warrant agent will have no duty or responsibility in case of any default by us under the applicable warrant agreement or warrant, including any duty or responsibility to initiate any proceedings at law or otherwise, or to make any demand upon us. Any holder of a warrant may, without the consent of the related warrant agent or the holder of any other warrant, enforce by appropriate legal action its right to exercise, and receive the securities purchasable upon exercise of, its warrants in accordance with their terms.

Warrant Agreement Will Not Be Qualified Under Trust Indenture Act

No warrant agreement will be qualified as an indenture, and no warrant agent will be required to qualify as a trustee, under the Trust Indenture Act. Therefore, holders of warrants issued under a warrant agreement will not have the protection of the Trust Indenture Act with respect to their warrants.

Governing Law

Each warrant agreement and any warrants issued under the warrant agreements will be governed by New York law.

Calculation Agent

Calculations relating to warrants may be made by a calculation agent, an institution that we appoint as our agent for this purpose. The prospectus supplement for a particular warrant will name the institution that we have appointed to act as the calculation agent for that warrant as of the original issue date for that warrant. We may appoint a different institution to serve as calculation agent from time to time after the original issue date without the consent or notification of the holders.

The calculation agent’s determination of any amount of money payable or securities deliverable with respect to a warrant will be final and binding in the absence of manifest error.

DESCRIPTION OF UNITS

As specified in the applicable prospectus supplement, we may issue units consisting of shares of common stock or warrants or any combination of such securities.

The applicable prospectus supplement will specify the following terms of any units in respect of which this prospectus is being delivered:

the terms of the units and of any of the common stock and warrants comprising the units, including whether and under what circumstances the securities comprising the units may be traded separately;
a description of the terms of any unit agreement governing the units; and
a description of the provisions for the payment, settlement, transfer or exchange of the units.

DESCRIPTION OF RIGHTS

We may offer to our shareholders rights to purchase common stock or other securities. Rights may be issued independently or together with any other offered security and may or may not be transferable by the person purchasing or receiving the rights. In connection with any rights offering to our shareholders, we may enter into a standby underwriting or other arrangement with one or more underwriters or other persons pursuant to which such underwriters or other person would purchase any offered securities remaining unsubscribed for after such rights offering. Each series of rights will be issued under a separate rights agent agreement to be entered into between us and a bank or trust company, as rights agent, that we will name in the applicable prospectus supplement. The rights agent will act solely as our agent in connection with the certificates relating to the rights that we may issue and will not assume any obligation or relationship of agency or trust for or with any holders of rights certificates or beneficial owners of rights.

The prospectus supplement relating to any rights we offer will include specific terms relating to the offering, including, among others, the date of determining the shareholders entitled to the rights distribution, the aggregated number of rights issued and the aggregate number of shares of common stock or other securities purchasable upon exercise of the rights, the exercise price, the conditions to completion of the offering, the date on which the right to exercise the rights will commence and the date on which the right will expire and any applicable U.S. federal income tax considerations. To the extent that any particular terms of the rights, rights agent agreements or rights certificates described in a prospectus supplement differ from any of the terms described herein, then the terms described herein will be deemed to have been superseded by that prospectus supplement.

Each right would entitle the holder of the rights to purchase for cash the principal amount of shares of common stock or other securities at the exercise price set forth in the applicable prospectus supplement. Rights may be exercised at any time up to the close of business on the expiration date for the rights provided in the applicable prospectus supplement. After the close of business on the expiration date, all unexercised rights would become void and have no further force or effect.

Holders may exercise rights as described in the applicable prospectus supplement. Upon receipt of payment and the rights certificate properly completed and duly executed at the corporate trust office of the rights agent or any other office indicated in the prospectus supplement, we will, as soon as practicable, forward the shares of common stock purchasable upon exercise of the rights. If less than all of the rights issued in any rights offering are exercised, we may offer any unsubscribed securities directly to persons other than shareholders, to or through agents, underwriters or dealers or through a combination of such methods, including pursuant to standby arrangements, as described in the applicable prospectus supplement.

The description in the applicable prospectus supplement and other offering material of any rights we offer will not necessarily be complete and will be qualified in its entirety by reference to the applicable rights agent agreement which will be filed with the SEC if we offer rights. For more information on how you can obtain copies of the applicable rights agent agreement if we offer rights, see the sections above entitled “Where You can Find More Information” and “Incorporation of Certain Information by Reference”. We urge you to read the applicable rights agent agreement and the applicable prospectus supplement and any other offering material in their entirety.

FORMS OF SECURITIES

Each warrant, unit and right will be represented either by a certificate issued in definitive form to a particular investor or by one or more global securities representing the entire issuance of securities. Certificated securities in definitive form and global securities will be issued in registered form. Definitive securities name you or your nominee as the owner of the security, and in order to transfer or exchange these securities or to receive payments other than interest or other interim payments, you or your nominee must physically deliver the securities to the trustee, registrar, paying agent or other agent, as applicable. Global securities name a depositary or its nominee as the owner of warrants, units or rights represented by these global securities. The depositary maintains a computerized system that will reflect each investor’s beneficial ownership of the securities through an account maintained by the investor with its broker/dealer, bank, trust company or other representative, as we explain more fully below.

Registered Global Securities

We may issue the registered warrants, units and rights in the form of one or more fully registered global securities that will be deposited with a depositary or its nominee identified in the applicable prospectus supplement and registered in the name of that depositary or nominee. In those cases, one or more registered global securities will be issued in a denomination or aggregate denominations equal to the portion of the aggregate principal or face amount of the securities to be represented by registered global securities. Unless and until it is exchanged in whole for securities in definitive registered form, a registered global security may not be transferred except as a whole by and among the depositary for the registered global security, the nominees of the depositary or any successors of the depositary or those nominees.

If not described below, any specific terms of the depositary arrangement with respect to any securities to be represented by a registered global security will be described in the prospectus supplement relating to those securities. We anticipate that the following provisions will apply to all depositary arrangements.

Ownership of beneficial interests in a registered global security will be limited to persons, called participants, that have accounts with the depositary or persons that may hold interests through participants. Upon the issuance of a registered global security, the depositary will credit, on its book-entry registration and transfer system, the participants’ accounts with the respective principal or face amounts of the securities beneficially owned by the participants. Any dealers, underwriters or agents participating in the distribution of the securities will designate the accounts to be credited. Ownership of beneficial interests in a registered global security will be shown on, and the transfer of ownership interests will be effected only through, records maintained by the depositary, with respect to interests of participants, and on the records of participants, with respect to interests of persons holding through participants. The laws of some states may require that some purchasers of securities take physical delivery of these securities in definitive form. These laws may impair your ability to own, transfer or pledge beneficial interests in registered global securities.

So long as the depositary, or its nominee, is the registered owner of a registered global security, that depositary or its nominee, as the case may be, will be considered the sole owner or holder of the securities represented by the registered global security for all purposes under the applicable indenture, warrant agreement or unit agreement. Except as described below, owners of beneficial interests in a registered global security will not be entitled to have the securities represented by the registered global security registered in their names, will not receive or be entitled to receive physical delivery of the securities in definitive form and will not be considered the owners or holders of the securities under the applicable indenture, warrant agreement or unit agreement. Accordingly, each person owning a beneficial interest in a registered global security must rely on the procedures of the depositary for that registered global security and, if that person is not a participant, on the procedures of the participant through which the person owns its interest, to exercise any rights of a holder under the applicable indenture, warrant agreement or unit agreement. We understand that under existing industry practices, if we request any action of holders or if an owner of a beneficial interest in a registered global security desires to give or take any action that a holder is entitled to give or take under the applicable indenture, warrant agreement or unit agreement, the depositary for the registered global security would authorize the participants holding the relevant beneficial interests to give or take that action, and the participants would authorize beneficial owners owning through them to give or take that action or would otherwise act upon the instructions of beneficial owners holding through them.

Any payments to holders with respect to warrants, units or rights, represented by a registered global security registered in the name of a depositary or its nominee will be made to the depositary or its nominee, as the case may be, as the registered owner of the registered global security. None of DSS, the trustees, the warrant agents, the unit agents or any other agent of DSS, agent of the trustees or agent of the warrant agents or unit agents will have any responsibility or liability for any aspect of the records relating to payments made on account of beneficial ownership interests in the registered global security or for maintaining, supervising or reviewing any records relating to those beneficial ownership interests.

We expect that the depositary for any of the securities represented by a registered global security, upon receipt of any payment of principal, premium, interest or other distribution of underlying securities or other property to holders on that registered global security, will immediately credit participants’ accounts in amounts proportionate to their respective beneficial interests in that registered global security as shown on the records of the depositary. We also expect that payments by participants to owners of beneficial interests in a registered global security held through participants will be governed by standing customer instructions and customary practices, as is now the case with the securities held for the accounts of customers in bearer form or registered in “street name” and will be the responsibility of those participants.

If the depositary for any of these securities represented by a registered global security is at any time unwilling or unable to continue as depositary or ceases to be a clearing agency registered under the Securities and Exchange Act of 1934, as amended (the “Exchange Act”) and a successor depositary registered as a clearing agency under the Exchange Act is not appointed by us within 90 days, we will issue securities in definitive form in exchange for the registered global security that had been held by the depositary. Any securities issued in definitive form in exchange for a registered global security will be registered in the name or names that the depositary gives to the relevant trustee, warrant agent, unit agent or other relevant agent of ours or theirs. It is expected that the depositary’s instructions will be based upon directions received by the depositary from participants with respect to ownership of beneficial interests in the registered global security that had been held by the depositary.

SECURITIES HELD BY SELLING SECURITY HOLDERS

On November 14, 2016, the Company issued a warrant to Brickell Key Investments LP (“BKI”). BKI’s warrant is a five year warrant, allowing them to purchase up to 750,000 shares of common stock at an exercise price of $1.00 per share.

On November 1, 2017, the Company issued a warrant to Nix Patterson & Roach LLP (“NPR”). NPR’s warrant is a three year warrant, allowing them to purchase up to 125,000 shares of common stock at an exercise price of $1.00 per share.

SELLING SHAREHOLDERS

An aggregate of 875,000 shares of common stock may be offered for sale and sold from time to time pursuant to this prospectus by the selling stockholdershareholders and their respective transferees, distributees, pledgees, donees, assignees or other successors. We are paying all of the expenses in disposingconnection with such registration and the sale of the shares, or interests therein. We will bear all other costs, feesthan selling commissions and expenses incurred in effecting the registration of the shares covered by this prospectus, including, without limitation, all registration and filing fees and fees and expenses of our counsel and our accountants.

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SELLING SEUCRITY HOLDER
On December 31, 2010, we entered into an agreement (the “Agreement”) with Fletcher International, Ltd. (the “Selling Security Holder”), under whichother advisors to the Selling Security Holder purchased 756,287 shares of our common stockselling shareholders. Information concerning the selling shareholders may change from time to time, and received accompanying warrantsany changed information will be set forth if and additional investment rights.  On February 18, 2011, we entered into an amended and restated agreement (the “Amended Agreement”) withwhen required in prospectus supplements or other appropriate forms permitted to be used by the Selling Security HolderSEC.

The following table sets forth, for the purpose of modifying the terms of the December 31, 2010 Agreement. Under the Amended Agreement, we received an additional $68,825 for the 756,287 shares of common stock previously purchased by the Selling Security Holder on December 31, 2010, increasing the aggregate purchase price for those shares from $4,000,000 to $4,068,825. The Amended Agreement permits the Selling Security Holder to purchase up to an additional 756,287 shares of the Company’s commons stock at price of $5.38 per share, provided notice of Selling Security Holder’s intention to purchase such additional shares is givenselling shareholders to the Companyextent known by July 2, 2011. The Selling Security Holder also received amended accompanying warrants underus, the Amended Agreement, subject to the terms and conditions set forth therein, to purchase additional shares of the Company’s common stock.

On March 14, 2011, the Selling Security Holder and the Company executed further amendments to the Amended Agreement and accompanying warrants addressing stockholder approval requirements and pricing provisions relating to Change of Control (as defined therein). The March 14, 2011 amendments were executed by the Company and the Selling Security Holder in response to an NYSE Amex inquiry, and were required to solidify NYSE Amex approval of the Company's additional listing applications, which approval was received from NYSE Amex on March 15, 2011.
We have filed a registration statement with the SEC, of which this prospectus forms a part, with respect to the resalenumber of shares of our common stock covered bybeneficially owned, the number of shares of our common stock offered hereby and the number of shares and percentage of outstanding common stock to be owned after completion of this prospectus from time to time under Rule 415offering, assuming all shares offered hereby are sold. None of the Securities Act. Theselling shareholders has had any material relationship within the past three years with us or, to our knowledge, our affiliates. To our knowledge, none of the selling shareholders is a broker-dealer and/or affiliated with a broker-dealer.

All of the information contained in the table below is based solely upon information provided to us by the selling shareholders or otherwise known by us. In addition to the shares offered for resale under this prospectus are being registered for resalehereby, the selling shareholders may otherwise beneficially own our shares of common stock as a result of, among others, open market purchases, which information is not obtainable by our Selling Security Holder who presently holds such sharesus without undue effort and expense. The selling shareholders may have sold, transferred or may acquire such shares in the future upon the exerciseotherwise disposed of, warrants, or the transferees of such Selling Security Holder.  Such persons may resell from time to time all, a portion, or none of such shares.  In addition, the Selling Security Holder may sell, transfer or otherwise dispose of, at any time or from time to time since the date on which the information regarding the shares beneficially owned was last known by us, all or a portion of our common stock being offered under this prospectusthe shares beneficially owned in transactions exempt from the registration requirements of the Securities Act. See “Plan

The number of Distribution.”

The chart below provides:
·the name of the Selling Security Holder;
·the amount of shares of common stock beneficially owned by the Selling Security Holder before this offering to the best of our knowledge;
·the number of outstanding shares of common stock being offered for the Selling Security Holder’s account;
·the number of outstanding shares of common stock underlying warrants and convertible securities being offered by the Selling Security Holder; and
Beneficialshares outstanding and the percentages of beneficial ownership are based on 18,002,721 shares of our common stock issued and outstanding as of April 3, 2019.

For the purposes of the following table, the number of shares of our common stock beneficially owned has been determined in accordance with Rule 13d-3 under the Exchange Act, and such information is not necessarily indicative of beneficial ownership for any other purpose. Under Rule 13d-3, beneficial ownership includes any shares ownedas to which a selling shareholder has sole or shared voting power or investment power and also any shares that the Selling Security Holderthat selling shareholder has the right to acquire within 60 days.  Except as may be noted in a footnote below, alldays of the shares listed as underlying warrants are immediately acquirable and thus are beneficially owned bydate of this prospectus through the Selling Security Holder holding the respective warrants. However, we have no control over when, if ever, the Selling Security Holder may exercise the option to exercise warrants held by such Selling Security Holder.

    
Shares of Common Stock Beneficially Owned Prior To Offering
  
Shares Currently Outstanding and Being Registered in Offering
  
Shares of Common Stock Beneficially Owned After Offering
 
  Number  Percentage     Number  Percentage 
Name of Selling Security Holder               
Fletcher International, LTD (4)  2,059,374 (1)   9.9% (2)   1,555,543 (3)   503,831 (1)   2.4% (2) 

of any stock option.

Name of Selling Shareholder Number of Shares Owned Before Offering  Number of Shares Being Offered  Number of Shares Owned After Offering  Percent of Shares Owned After Offering 
Brickell Key Investments LP (1)  750,000   750,000(3)  -   - 
Nix Patterson & Roach LLP (2)  125,000   125,000(3)  -   - 
TOTAL  875,000   875,000(3)  -   - 

(1)
Figures includeJulian Carey holds voting and dispositive power over securities held by the 756,287selling shareholder. The address of the selling shareholder is 11 New Street, St. Peter Port, Guernsey GY1 2PF.
(2)Steven F. Johnston holds voting and dispositive power over securities held by the selling shareholder. The address of the selling shareholder is 3600 N. Capital of TX Hwy, Suite B-350, Austin, TX 78746
(3)Represents shares of common stock and 799,256 common shares underlyingissuable upon exercise of outstanding warrants that are being registered in the registration statementat an exercise price of which this prospectus forms a part and up to 503,831 common shares underlying the accompanying investment rights and warrants held by the Selling Security Holder exercisable within 60 days. The 503,831 shares are not being registered as part of this offering.$1.00 per share.

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PLAN OF DISTRIBUTION

We or the selling shareholders may sell or dispose of the securities in one or more of the following ways (or in any combination) from time to time:

(2)
Percentages are based on 19,498,884
through underwriters or dealers;
directly to a limited number of purchasers or to a single purchaser (including block transactions);
through agents; or
an offering of shares by way of common stock outstanding asa distribution to shareholders, partners or members.

The prospectus supplement will state the terms of the offering of the securities, including:

the name or names of March 24, 2011 plus any underwriters, dealers or agents;
the shares deemedpurchase price of such securities and the proceeds to be beneficially ownedreceived by Fletcher International, LTD,us, if any;
any underwriting discounts or agency fees and other items constituting underwriters’ or agents’ compensation;
any initial public offering price;
any discounts or concessions allowed or reallowed or paid to dealers; and
any securities exchanges on which includes 799,256 common shares underlying warrants and 503,831 common shares underlying investment rights and warrants. Pursuant to the Agreement, Fletcher International, Ltd. may not own more than 2,059,374 shares until either the number of shares of common stock outstanding increases or it has given us a notice and 65 days have elapsed. No director, executive officer or any associate of any director or executive office has any interest, direct or indirect, by the security holdings or otherwise, in the Selling Security Holder.
(3)The number of shares thatsecurities may be resold by the Selling Security Holder assumes the sale of all shares of common stock and shares underlying warrants. The registration statement of which this Prospectus formslisted.

Any initial public offering price and any discounts or concessions allowed or reallowed or paid to dealers may be changed from time to time.

If we or the selling shareholders use underwriters in the sale, the securities will be acquired by the underwriters for their own account(s) and may be resold from time to time in one or more transactions, including:

negotiated transactions;
at a part includes additional shares pursuant to Rule 416fixed public offering price or prices, which may be requiredchanged;
at market prices prevailing at the time of sale;
at prices related to be issued pursuant to the anti-dilution provisions of the warrants for stock splits, stock dividends and similar corporate transactions.prevailing market prices; or
at negotiated prices.
(4)The shares of common stock reported to be beneficially owned consist of shares of common stock, common stock issuable under the agreement and common stock underlying the warrants held in one or more accounts (the "Accounts") managed by Fletcher Asset Management, Inc. (“FAM”), for Fletcher International, Ltd. FAM has sole power to vote and sole power to dispose of all such securities. By virtue of Alphonse Fletcher, Jr.'s position as Chairman and Chief Executive Officer of FAM, Mr. Fletcher may be deemed to have the shared power to vote or direct the vote of, and the shared power to dispose or direct the disposition of, such shares, and, therefore, Mr. Fletcher may be deemed to be the beneficial owner of such securities. Mr. Fletcher disclaims beneficial ownership of such securities.
PLAN OF DISTRIBUTION
We are registering

Without limiting the generality of the foregoing, we may enter into a continuous offering program equity distribution agreement with a broker-dealer, under which we may offer and sell shares of our common stock issuedfrom time to the selling stockholder to permit the resale of these shares of common stock by the selling stockholder, or by its transferees, pledges, donees and successors,time through a broker-dealer as our sales agent. If we enter into such a program, sales of the shares of common stock, from time to time afterif any, will be made by means of ordinary brokers’ transactions on the dateNYSE American LLC at market prices, block transactions and such other transactions as agreed upon by us and the broker-dealer. Under the terms of this prospectus. We will not receive any of the proceeds from the sale of these shares of common stock. We will bear all fees and expenses incident to our obligation to register the shares of common stock.

The Selling Security Holdersuch a program, we also may sell all or a portion of the shares of common stock beneficially owned by it and offered hereby fromto the broker-dealer, as principal for its own account at a price agreed upon at the time to time directly or through one or more underwriters, broker-dealers or agents.of sale. If thewe sell shares of common stock are sold through underwriters or broker-dealers, the Selling Security Holder will be responsible for underwriting discounts or commissions or agent’s commissions. The shares of common stock may be sold on any national securities exchange or quotation service on which the securities may be listed or quoted at the time of sale, in the over-the-counter market or in transactions otherwise than on these exchanges or systems or in the over-the-counter market and in one or more transactions at fixed prices, at prevailing market prices at the time of the sale, at varying prices determined at the time of sale, or at negotiated prices. These sales may be effected in transactions, which may involve crosses or block transactions. The Selling Security Holder may use any one or more of the following methods when selling shares:
ordinary brokerage transactions and transactions in which the broker-dealer solicits purchasers;
block trades in which the broker-dealer will attempt to sell the shares as agent but may position and resell a portion of the block as principal to facilitate the transaction;
purchases by asuch broker-dealer as principal, we will enter into a separate terms agreement with such broker-dealer, and resale by the broker-dealer for its account;
an exchange distributionwe will describe this agreement in accordance with the rules of the applicable exchange;
privately negotiated transactions;
settlement of short sales entered into after the effective date of the registration statement of which thisa separate prospectus is a part;
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broker-dealers may agree with the Selling Security Holder to sell a specified number of such shares at a stipulated price per share;
through the writingsupplement or settlement of options or other hedging transactions, whether such options are listed on an options exchange or otherwise;
the distribution of the shares by any selling stockholder to its partners, members or stockholders;
Put or call transactions;
“at the market” to or through market makers or established trading markets, including direct sales to purchaser or sales effected though agents;
a combination of any such methods of sale; and
any other method permitted pursuant to applicable law.
The Selling Security Holder also may resell all or a portion of the shares in open market transactions in reliance upon Rule 144 under the Securities Act, as permitted by that rule, or Section 4(1) under the Securities Act, if available, rather than under this prospectus, provided that they meet the criteria and conform to the requirements of those provisions.
pricing supplement.

Broker-dealers engaged by us or the Selling Security Holderselling shareholders may arrange for other broker-dealers to participate in sales. IfBroker-dealers may receive commissions or discounts from the Selling Security Holder effects such transactions by selling shareholders (or, if any broker-dealer acts as agent for the purchaser of shares of common stock, to or through underwriters, broker-dealers or agents, such underwriters, broker-dealers or agents may receive commissions in the form of discounts, concessions or commissions from the Selling Security Holder or commissions from purchasers of the shares of common stock for whom they may act as agent or to whom they may sell as principal. Such commissions will bepurchaser) in amounts to be negotiated, but, except as set forth in a supplement to this prospectus, in the case of an agency transaction, will not be in excess of a customary brokerage commission in compliance with NASDFINRA Rule 2440; and in the case of a principal transaction a markup or markdown in compliance with NASDFINRA IM-2440.

In connection with sales

Unless otherwise stated in a prospectus supplement, the obligations of the sharesunderwriters to purchase any securities will be conditioned on customary closing conditions and the underwriters will be obligated to purchase all of common stock such series of securities, if any are purchased.

We and/or otherwise, the Selling Security Holderselling shareholders may sell the securities through agents from time to time. The prospectus supplement will name any agent involved in the offer or sale of the securities and any commissions we pay to them. Generally, any agent will be acting on a best-efforts basis for the period of its appointment.

We and/or the selling shareholders may authorize underwriters, dealers or agents to solicit offers by certain purchasers to purchase the securities from us at the public offering price set forth in the prospectus supplement pursuant to delayed delivery contracts providing for payment and delivery on a specified date in the future. The contracts will be subject only to those conditions set forth in the prospectus supplement, and the prospectus supplement will set forth any commissions we pay for solicitation of these contracts.

The selling shareholders may enter into hedging transactions with broker-dealers or other financial institutions. In connection with such transactions, broker-dealers or other financial institutions which may in turn engage in short sales of the shares ofour common stock in the course of hedging inthe positions they assume.assume with the selling shareholders. The Selling Security Holder may also sell shares of common stock short and if such short sale shall take place after the date that this Registration Statement is declared effective by the SEC, the Selling Security Holder may deliver shares of common stock covered by this prospectus to close out short positions and to return borrowed shares in connection with such short sales. The Selling Security Holder may also loan or pledge shares of common stock to broker- dealers that in turn may sell such shares, to the extent permitted by applicable law. The Selling Security Holderselling shareholders may also enter into optionoptions or other transactions with broker-dealers or other financial institutions or the creation of one or more derivative securities which require the delivery to such broker-dealer or other financial institution of shares offered by this prospectus,hereby, which shares such broker-dealer or other financial institution may resell pursuant to this prospectus (as supplemented or amended to reflect such transaction). Notwithstanding the foregoing, the Selling Security Holder has been advised that they may not use shares registered on this registration statement to cover short sales of our common stock made prior to the date the registration statement, of which this prospectus forms a part, has been declared effective by the SEC.

The Selling Security Holder may, from time to time, pledge or grant a security interest in some or all of the shares of common stock owned by them and, if they default in the performance of their secured obligations, the pledgees or secured parties may offer and sell the shares of common stock from time to time pursuant to this prospectus or any amendment to this prospectus under Rule 424(b)(3) or other applicable provision of the Securities Act, amending, if necessary, the list of selling stockholders to include the pledgee, transferee or other successors in interest as selling stockholders under this prospectus. The Selling Security Holder also may transfer and donate the shares of common stock in other circumstances in which case the transferees, donees, pledgees or other successors in interest will be the selling beneficial owners for purposes of this prospectus.

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The Selling Security Holdershareholders and any broker-dealerbroker-dealers or agents participatingthat are involved in the distribution ofselling the shares of common stock may be deemed to be “underwriters” within the meaning of Section 2(11) of the Securities Act in connection with such sales. In such event, any commissions paid,received by such broker-dealers or any discounts or concessions allowed to, any such broker-dealer or agentagents and any profit on the resale of the shares of common stock purchased by them may be deemed to be underwriting commissions or discounts under the Securities Act. Because the Selling Security Holder may be deemed to be an “underwriters” within the meaning of Section 2(11) of the Securities Act, it will be subject to the applicable prospectus delivery requirements of the Securities Act, including Rule 172 thereunder, and may be subject to certain statutory liabilities of, including but not limited to, Sections 11, 12 and 17 of the Securities Act and Rule 10b-5 under the Exchange Act.
The Selling Security HolderEach selling shareholder has informed us that it is not a registered broker-dealer and does not have any written or oral agreement or understanding, directly or indirectly, with any person to distribute the shares of common stock. Upon our being notifiedIn no event shall any broker-dealer receive fees, commissions and markups, which, in writing by Selling Security Holder thatthe aggregate, would exceed eight percent (8%).

Because selling shareholders may be deemed to be “underwriters” within the meaning of the Securities Act, they will be subject to the prospectus delivery requirements of the Securities Act, including Rule 172 thereunder. In addition, any material arrangement has been entered into with a broker-dealer for the saleshares of common stock through a block trade, special offering, exchange distribution or secondary distribution or a purchasecovered by a broker or dealer, a supplement to this prospectus will be filed, if required,which qualify for sale pursuant to Rule 424(b)144 under the Securities Act disclosing (i)may be sold under Rule 144 rather than under this prospectus. The selling shareholders have advised us that there is no underwriter or coordinating broker acting in connection with the name of each such selling stockholder and of the participating broker-dealer(s), (ii) the number of shares involved, (iii) the price at which such shares of common stock were sold, (iv) the commissions paid or discounts or concessions allowed to such broker-dealer(s), where applicable, (v) that such broker-dealer(s) did not conduct any investigation to verify the information set out or incorporated by reference in this prospectus, and (vi) other facts material to the transaction. The Selling Security Holder may indemnify any broker-dealer that participates in transactions involving theproposed sale of the shares of common stock by the selling shareholders.

As used herein, “selling shareholders” includes donees, pledgees, distributees, transferees or other successors-in-interest selling shares received after the date of this prospectus from a named selling shareholder as a gift, pledge, partnership distribution or other non-sale related transfer.

Underwriters and agents may be entitled under agreements entered into with us and/or the selling shareholders, if applicable, to indemnification by us and/or the selling shareholders, if applicable, against certain civil liabilities, including liabilities arising under the Securities Act.

UnderAct, or to contribution with respect to payments which the underwriters or agents may be required to make. Underwriters and agents may be customers of, engage in transactions with or perform services for us and our affiliates in the ordinary course of business.

Each series of securities lawswill be a new issue of some states,securities and will have no established trading market other than the shares ofcommon stock, which is listed on the NYSE American LLC. The securities, other than the common stock, may or may not be soldlisted on a national securities exchange.

Under applicable rules and regulations under the Exchange Act, any person engaged in such states only through registered or licensed brokers or dealers. In addition, in some statesthe distribution of the shares of common stock may not be sold unless such shares have been registered or qualifiedsimultaneously engage in market making activities with respect to the common stock for salethe applicable restricted period, as defined in such state or an exemption from registration or qualification is available and is complied with.

There can be no assurance that any selling stockholder will sell any or allRegulation M, prior to the commencement of the shares of common stock registered pursuant todistribution. In addition, the shelf registration statement, of which this prospectus forms a part.
The Selling Security Holder and any other person participating in such distributionselling shareholders will be subject to applicable provisions of the Exchange Act of 1934 and the rules and regulations thereunder.
thereunder, including Regulation M, which may limit the timing of purchases and sales of our securities by the selling shareholders or any other person. We will pay all expensesmake copies of this prospectus available to the selling shareholders and have informed them of the registrationneed to deliver a copy of this prospectus to each purchaser at or prior to the time of the sale (including by compliance with Rule 172 under the Securities Act).

LEGAL MATTERS

The validity of the rights and the shares of common stock pursuant to the registration rights agreement, including, without limitation, the SEC’s filing fees and expenses of compliance with state securities or “blue sky” laws; provided, however, that the Selling Security Holder will pay all underwriting discounts and selling commissions, if any and any related legal expenses incurredoffered by it. We will indemnify the Selling Security Holder against certain liabilities, including some liabilities under the Securities Act, in accordance with the registration rights agreements, or the Selling Security Holder will be entitled to contribution. We may be indemnified by the Selling Security Holder against civil liabilities, including liabilities under the Securities Act that may arise from any written information furnished tothis prospectus have been passed upon for us by Sichenzia Ross Ference LLP, New York, New York.

EXPERTS

The consolidated financial statements of Document Security Systems, Inc. and Subsidiaries as of and for the Selling Security Holder specifically for useyears ended December 31, 2018 and 2017 incorporated in this prospectus in accordance with the related registration rights agreements, or we may be entitled to contribution.

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WHERE YOU CAN FIND MORE INFORMATION
We file annual, quarterly and current reports, proxy statements, and other information with the SEC. You may read and copy any reports, statements, or other information on file at the SEC’s publicby reference room in Washington, D.C. You can request copies of those documents, upon payment of a duplicating fee, by writing to the SEC.
We have filed a Registration StatementAnnual Report on Form S-3 with10-K for the SEC. This prospectus, which forms a partyear ended December 31, 2018 have been audited by FREED MAXICK CPAs, P.C., an independent registered public accounting firm, as stated in its report incorporated by reference herein, and have been so incorporated in reliance upon such report and upon the authority of the Registration Statement, does not contain all of the information includedsuch firm as experts in the Registration Statement. Certain information is omitted,accounting and you should refer to the Registration Statement and its exhibits. With respect to references made in this prospectus to any contract or other document of ours, such references are not necessarily complete, and you should refer to the exhibits attached to the Registration Statement for copies of the actual contract or document. You may review a copy of the Registration Statement at the SEC’s public reference room located at 100 F Street, NE, Washington, D.C. 20549. Please call the Securities and Exchange Commission at 1-800-SEC-0330 for further information on the operation of the public reference room. Our Securities and Exchange Commission filings and the Registration Statement can also be reviewed by accessing the SEC’s Web site at www.sec.gov.
auditing.

DOCUMENTS INCORPORATEDINCORPORATION OF INFORMATION BY REFERENCE

The SEC allows us to “incorporate by reference” into this prospectus the information that we file with it, whichthe SEC. This means that we can disclose important information to you by referring you to those documents. The information incorporated by reference is an importantconsidered to be part of this prospectus. Information in this prospectus supersedes information incorporated

We are incorporating by reference the following documents that we have filed with the SEC prior to the date of this prospectus, while information(other than any filing or portion thereof that we file later with theis furnished, rather than filed, under applicable SEC will automatically update and supersede this information. We incorporate by reference into this Registration Statement and prospectus the documents listed below and any future filings we will make with the SEC under Sections 13(a), 13(c), 14 or 15(d) of the Exchange Act after the date of this prospectus but prior to the termination of the offering of the shares covered by this prospectus. The following documents filed with the SEC are incorporated by reference in this prospectus:

rules):

 1.our Annual Report on Form 10-K for the year ended December 31, 2018, filed with the SEC on March 15, 2019;
our Current Reports on Form 8-K filed with the SEC on February 15, 2019, February 22, 2019, March 27, 2019 and March 28, 2019; and
The description of our common stock set forth in our registration statement on Form 8-A, filed withCommon Stock, which is registered under Section 12 of the SEC on May 12, 1986;
2.The description of our common stock set forthExchange Act, in our registration statement on Form 8-A, filed with the SEC on April 19, 2004;
3.Our Annual Report on Form 10-K2004, including any amendments or reports filed for the year ended December 31, 2009, filed with the SEC on March 25, 2010.purpose of updating such description.
4.Our Quarterly Report on Form 10-Q for the quarter ended March 31, 2010 filed on May 17, 2010.
5.Our Quarterly Report on Form 10-Q for the quarter ended June 30, 2010 filed on August 12, 2010.
6.Our Quarterly Report on Form 10-Q for the quarter ended September 30, 2010 filed on November 15, 2010.
7.Our Current Reports on Form 8-K filed on January 4, 2010, February 18, 2010, March 25, 2010, July 8, 2010, July 27, 2010, October 14, 2010, December 1, 2010, December 27, 2010, January 5, 2011, January 28, 2011, February 24, 2011 and March 17, 2011, and Form 8-K(a) filed on April 28, 2010 and July 30, 2010.
8.All filings made by the Company pursuant to the Exchange Act after the date of the initial registration statement and prior to effectiveness of the registration statement.

We will furnish without charge to you, on writtenalso incorporate by reference all additional documents that we file with the Securities and Exchange Commission under the terms of Sections 13(a), 13(c), 14 or oral request, a copy of any or all15(d) of the documents incorporated by reference, including exhibits to these documents. You should direct any requests for documents to Document Security Systems, Incorporated, 28 Main Street East, Suite 1525, Rochester, New York 14614, attention: Chief Executive Officer andExchange Act that are made after the telephone number is (585) 325-3610.

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To the extent that any statement in this prospectus is inconsistent with any statement that is incorporated by reference and that was made on or before theinitial filing date of this prospectus, the statement in this prospectus shall control. The incorporated statement shall not be deemed, except as modified or superseded, to constitute a part of this prospectus or the registration statement of which this prospectus is a part. Statements containedpart until the offering of the particular securities covered by a prospectus supplement or term sheet has been completed. We are not, however, incorporating, in each case, any documents or information that we are deemed to furnish and not file in accordance with Securities and Exchange Commission rules.

You may request a copy of these filings at no cost, by writing or telephoning us at the following address or telephone number:

Philip Jones

Document Security Systems, Inc.

200 Canal View Boulevard

Suite 300

Rochester, NY 14623

Tel: (585) 325-3610

Except as expressly provided above, no other information, including none of the information on our website, is incorporated by reference into this prospectus.

WHERE YOU CAN FIND MORE INFORMATION

We file periodic reports, proxy statements and other information with the SEC. Our filings are available to the public over the Internet at the SEC’s web site at http://www.sec.gov. You may also read and copy any document we file with the SEC at the SEC’s Public Reference Room, located at 100 F Street, N.E., Washington, D.C. 20549. You can also obtain copies of the documents at prescribed rates by writing to the Public Reference Section of the SEC at 100 F Street, N.E., Washington, D.C. 20549. Please call the SEC at 1-800-SEC-0330 for further information on the operation of its Public Reference Room. We will also provide you with a copy of any or all of the reports or documents that have been incorporated by reference into this prospectus as to the contents of any contract or other document are not necessarily complete and, in each instance, we refer you to the copy of each contract or document filed as an exhibit to the registration statement of which this prospectusit is a part.

You should rely only onpart upon written or oral request, and at no cost to you. If you would like to request any reports or documents from the information provided orcompany, please contact Philip Jones at pjones@dsssecure.com.

Our Internet address is www.dsssecure.com. We have not incorporated by reference into this prospectus the information on our website, and you should not consider it to be a part of this document. Our web address is included in this prospectus. Wedocument as an inactive textual reference only.

DISCLOSURE OF COMMISSION POSITION ON INDEMNIFICATION
FOR SECURITIES ACT LIABILITIES

Insofar as indemnification for liabilities arising under the Securities Act may be permitted to our directors, officers or persons controlling us pursuant to the foregoing provisions, we have not authorized anyone to provide you with any different information. This prospectus does not constitute an offer to sell, or a solicitation of an offer to buy, these securitiesbeen informed that in any state where the offer or sale is prohibited. You should not assume that the information in this prospectus or any prospectus supplement is accurate as of any date other than the date on the frontopinion of the document.

LEGAL MATTERS
The legality ofSEC such indemnification is against public policy as expressed in the issuance of shares offered hereby willSecurities Act and is therefore unenforceable. In addition, indemnification may be passed uponlimited by the Law Offices of Gary A. Agron, Esq. located in Englewood, Colorado.
EXPERTS
The financial statements of Document Security Systems, Inc. appearing in Annual Report (Form 10-K) for the year ended December 31, 2009, have been audited by Freed Maxick & Battaglia CPAs PC, registered independent accountants, as set forth in their report thereon included therein and incorporated herein by reference. Such consolidated financial statements are incorporated herein by reference in reliance upon such report given on the authority of such firm as experts in accounting and auditing.
TRANSFER AGENT AND WARRANT AGENT
Our stock transfer agent is American Stock Transfer located at 6201 15th Avenue Brooklyn, New York 11219. We act as our own warrant agent for our outstanding warrants.
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state securities laws.

PART II

INFORMATION NOT REQUIRED IN PROSPECTUS

ITEMItem 14.Other Expenses of Issuance and DistributionDistribution.

The following table sets forth the various costs and expenses payable by the Registrantus in connection with the issuance and distributionthis offering of the common stock being registered, other than underwriting discounts and commissions.securities described in this registration statement. All amounts shown are estimatedestimates, except for the SEC registration fee.

Securities and Exchange Commission Registration Fee $825 
Legal Fees and Expenses * $5,000 
Accounting Fees and Expenses * $2,500 
Printing Fees * $1,000 
Miscellaneous * $1,000 
Total $10,325 
The Registrant will bear all expenses shown below.

SEC registration fee $6,195.75 
FINRA filing fee $*
Transfer agent’s fees and expenses $*
Legal fees and expenses $*
Printing fees and expenses $*
Accounting fees and expenses $*
Miscellaneous fees and expenses $*
    
Total $*

* Indicates estimate for the purpose of this filing.

Not presently known.

ITEMItem 15.Indemnification of Directors and OfficersOfficers.
The New York

Under the provisions of the certificate of incorporation and by-laws of the registrant, as amended, as of the date of this Registration Statement, each person who is or was a director, officer or employee of registrant shall be indemnified by the registrant to the full extent permitted or authorized by the Business Corporation Law contains provisions permitting and, in some situations, requiringof the State of New York, corporationsprovided that no such indemnification shall be made if a judgment or other final adjudication adverse to providesuch person establishes that his or her acts were committed in bad faith or were the result of active and deliberate dishonesty and were material to the cause of action so adjudicated, or that he or she personally gained in fact a financial profit or other advantage to which he or she was not legally entitled, and provided further that no such indemnification shall be required with respect to their officers and directors for losses and litigation expenseany settlement or other non-adjudicated disposition of any threatened or pending action or proceeding unless the Company has given its prior consent to such settlement or other disposition.

Under such law, to the extent that such person is successful on the merits of defense of a suit or proceeding brought against such person by reason of the fact that such person is a director or officer of the registrant, such person shall be indemnified against expenses (including attorneys’ fees) reasonably incurred in connection with their servicesuch action. If unsuccessful in defense of a third-party civil suit or a criminal suit is settled, such a person shall be indemnified under such law against both (a) expenses (including attorneys’ fees) and (b) judgments, fines and amounts paid in settlement if such person acted in good faith and in a manner such person reasonably believed to be in, or not opposed to, the corporation. Our bylaws contain provisions requiring our indemnificationbest interests of our directorsthe registrant, and officers and other persons actingwith respect to any criminal action, had no reasonable cause to believe such person’s conduct was unlawful. If unsuccessful in their corporate capacities.

In addition, we may enter into agreements with our directors providing contractually for indemnification consistent with the articles and bylaws. Currently, we have no such agreements. The New York Business Corporation Law also authorizes us to purchase insurance for our directors and officers insuring them against risks as to which we may be unable lawfully to indemnify them. We have obtained limited insurance coverage for our officers and directors as well as insurance coverage to reimburse us for potential costsdefense of our corporate indemnification of officers and directors.
As far as exculpationa suit brought by or indemnification for liabilities arising under the Securities Act of 1933 may be permitted for directors and officers and controlling persons, we have been advised that in the opinionright of the Securities and Exchange Commissionregistrant, or if such exculpation or indemnificationsuit is settled, such a person shall be indemnified under such law only against public policy as expressedexpenses (including attorney’s fees) incurred in the Actdefense or settlement of such suit if such person acted in good faith and is, therefore, unenforceable.
The Registrant maintains policies of insurance under which its directors and officers are insured, within the limits and subjectin a manner such person reasonably believed to be in, or not opposed to, the limitationsbest interests of the policies, against certain expenses in connection with the defense of, and certain liabilities which might be imposed as a result of, actions, suits or proceedings to which they are parties by reason of being or having been such directors or officers.
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registrant.

Item 16. Exhibits.

a) Exhibits.

ITEM  16.Exhibits
(a)Exhibits.
Exhibit
Number
 Description of Document
1.1*Form of Underwriting Agreement.
   
5.13.1 OpinionCertificate of Law OfficesIncorporation of Gary A. Agron, Esq.Document Security Systems, Inc. , as amended regarding legality of securities being registered.(incorporated by reference to Exhibit 3.1 to the Company’s Form 8-K dated August 25, 2016)
   
23.13.3 ConsentFourth Amended and Restated Bylaws of Freed Maxick & Battaglia, CPAs, PC.Document Security Systems, Inc. (incorporated by reference to Exhibit 3.1 to the Company’s current report on Form 8-K dated June 22, 2018)
   
23.24.1** ConsentSpecimen Common Stock Certificate of Law Offices of Gary A. Agron, Esq. (reference is made to Exhibit 5.1).the Registrant
   
24.14.2* Form of Warrant Agreement
4.3*Form of Warrant Certificate
4.5*Form of Stock Purchase Agreement
4.6*Form of Unit Agreement
5.1**Opinion of Sichenzia Ross Ference LLP.
23.1**Consent of Sichenzia Ross Ference LLP (included in Exhibit 5.1).
23.2**Consent of FREED MAXICK CPAs, P.C., Independent Registered Public Accounting Firm.
24.1**Power of Attorney (contained(included on the signature page of thispages to the registration statement).

ITEM  17.*UndertakingsTo the extent applicable, to be filed by an amendment or as an exhibit to a document filed under the Securities Exchange Act of 1934, as amended, and incorporated by reference herein.
**Filed herewith
Item 17.Undertakings

(a) The undersigned Registrantregistrant hereby undertakes:

(1) To file, during any period in which offers or sales are being made, a post-effective amendment to this registration statement:

(a)

(i) To include any prospectus required by Sectionsection 10(a)(3) of the Securities Act of 1933;

(b)Act;

(ii) To reflect in the prospectus any facts or events arising after the effective date of the registration statement (or the most recent post-effective amendment thereof) which, individually or in the aggregate, represent a fundamental change in the information set forth in the registration statement. Notwithstanding the foregoing, any increase or decrease in volume of securities offered (if the total dollar value of securities offered would not exceed that which was registered) and any deviation from the low or high end of the estimated maximum offering range may be reflected in the form of prospectus filed with the Commission pursuant to Rule 424(b) if, in the aggregate, the changes in volume and price represent no more than 20 percent20% change in the maximum aggregate offering price set forth in the “Calculation of Registration Fee” table in the effective registration statement; and

(c)statement.

(iii) To include any material information with respect to the plan of distribution not previously disclosed in the registration statement or any material change to such information in the registration statement;

provided, however that paragraphs (1)(a), 1(b)Paragraphs (a)(1)(i), (a)(1)(ii) and 1(c)(a)(1)(iii) of this Itemsection do not apply to aif the registration statement is on Form S-3 or Form F-3 and the information required to be included in a post-effective amendment by those paragraphs is contained in reports filed with or furnished to the SECCommission by the Registrantregistrant pursuant to Sectionsection 13 or section 15(d) of the Securities Exchange Act of 1934 that are incorporated by reference in thisthe registration statement, or is contained in a form of prospectus filed pursuant to Rule 424(b) that is part of the registration statement.

(2) That, for the purpose of determining any liability under the Securities Act, each such post-effective amendment shall be deemed to be a new registration statement relating to the securities offered therein, and the offering of such securities at that time shall be deemed to be the initial bona fide offering thereof.

(3) To remove from registration by means of a post-effective amendment any of the securities being registered which remain unsold at the termination of the offering.

(4)

(5) That, for the purpose of determining liability under the Securities Act of 1933 to any purchaser, ifpurchaser:

(A) Each prospectus filed by the registrant is subjectpursuant to Rule 430C, each424(b)(3)shall be deemed to be part of the registration statement as of the date the filed prospectus was deemed part of and included in the registration statement; and

(B) Each prospectus required to be filed pursuant to Rule 424(b)(2), (b)(5), or (b)(7) as part of a registration statement in reliance on Rule 430B relating to an offering other than registration statements relying onmade pursuant to Rule 430B415(a)(1)(i), (vii), or other than prospectuses filed in reliance on Rule 430A,(x) for the purpose of providing the information required by section 10(a) of the Securities Act shall be deemed to be part of and included in the registration statement as of the earlier of the date itsuch form of prospectus is first used after effectiveness.effectiveness or the date of the first contract of sale of securities in the offering described in the prospectus. As provided in Rule 430B, for liability purposes of the issuer and any person that is at that date an underwriter, such date shall be deemed to be a new effective date of the registration statement relating to the securities in the registration statement to which that prospectus relates, and the offering of such securities at that time shall be deemed to be the initial bona fide offering thereof. Provided, however, that no statement made in a registration statement or prospectus that is part of the registration statement or made in a document incorporated or deemed incorporated by reference into the registration statement or prospectus that is part of the registration statement will, as to a purchaser with a time of contract of sale prior to such first use,effective date, supersede or modify any statement that was made in the registration statement or prospectus that was part of the registration statement or made in any such document immediately prior to such dateeffective date;

(6) That, for the purpose of first use.

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determining liability of the registrant under the Securities Act to any purchaser in the initial distribution of the securities, the undersigned registrant undertakes that in a primary offering of securities of the undersigned registrant pursuant to this registration statement, regardless of the underwriting method used to sell the securities to the purchaser, if the securities are offered or sold to such purchaser by means of any of the following communications, the undersigned registrant will be a seller to the purchaser and will be considered to offer or sell such securities to such purchaser:

(i) Any preliminary prospectus or prospectus of the undersigned registrant relating to the offering required to be filed pursuant to Rule 424;

(ii) Any free writing prospectus relating to the offering prepared by or on behalf of the undersigned registrant or used or referred to by the undersigned registrant;

(iii) The portion of any other free writing prospectus relating to the offering containing material information about the undersigned Registrantregistrant or its securities provided by or on behalf of the undersigned registrant; and

(iv) Any other communication that is an offer in the offering made by the undersigned registrant to the purchaser.

(b) The registrant hereby undertakes that for purposes of determining any liability under the Securities Act, each filing of the Registrant’sregistrant’s annual report pursuant to section 13(a) or section 15(d) of the Securities Exchange Act of 1934 (and, where applicable, each filing of an employee benefit plan’s annual report pursuant to section 15(d) of the Securities Exchange Act)Act of 1934) that is incorporated by reference in the registration statement shall be deemed to be a new registration statement relationrelating to the securities offered therein, and the offering of such securities at that time shall be deemed to be the initial bona fide offering thereof.

(h) Insofar as indemnification for liabilities arising under the Securities Act may be permitted to directors, officers and controlling persons controllingof the Registrant underregistrant pursuant to the foregoing provisions, or otherwise, the Registrantregistrant has been advised that in the opinion of the Securities and Exchange Commission such indemnification is against public policy as expressed in the Securities Act and is, therefore, unenforceable. In the event that a claim for indemnification against such liabilities (other than the payment by the Registrantregistrant of expenses incurred or paid by a director, officer or controlling personsperson of the Registrantregistrant in the successful defense of any action, suit or proceeding) is asserted by such director, officer or controlling person in connection with the securities being registered, the Registrantregistrant will, unless in the opinion of its counsel the matter has been settled by controlling precedent, submit to a court of appropriate jurisdiction the question whether thesuch indemnification by it is against public policy as expressed in the Securities Act and will be governed by the final adjudication of such issue.

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SIGNATURES

(i) The registrant hereby undertakes that:

(1) For purposes of determining any liability under the Securities Act, the information omitted from the form of prospectus filed as part of this registration statement in reliance upon Rule 430A and contained in a form of prospectus filed by the registrant pursuant to Rule 424(b)(1) or (4) or 497(h) under the Securities Act shall be deemed to be part of this registration statement as of the time it was declared effective.

(2) For the purpose of determining any liability under the Securities Act, each post-effective amendment that contains a form of prospectus shall be deemed to be a new registration statement relating to the securities offered therein, and the offering of such securities at that time shall be deemed to be the initial bona fide offering thereof.

Pursuant to the requirements of the Securities Act of 1933, as amended, the Registrant certifies that it has reasonable grounds to believe that it meets all of the requirements for filing on Form S-3 and has duly caused this Amendment No. 2 to Form S-3 Registration Statement to be signed on its behalf by the undersigned, thereunto duly authorized, in the City of Rochester, State of New York, on March 24, 2011.

the 5th day of April, 2019.

 Document Security Systems, Inc.
   
 By:
/s/ Philip JonesPatrick White
  Patrick WhitePhilip Jones
  ChiefInterim Principal Executive Officer and PresidentChief Financial Officer

POWER OF ATTORNEY

The registrant and

KNOW ALL MEN BY THESE PRESENTS, that each person whose signature appears below constitutes and appoints Patrick WhitePhilip Jones, his her or its true and lawful attorney-in-fact and agent with full power of substitution and resubstitution,re-substitution, for him, him/her or it and in his her or its name, place and stead, in any and all capacities to sign and file any andor all amendments (including, without limitation, post-effective amendments) to this Registration Statement, any related Registration Statement filed pursuant to Rule 462(b) under the Securities Act of 1933, as amended, and any or all pre- or post-effective amendments thereto, and to file the same, with all exhibits thereto, and all other documents in connection therewith, with the Securities and Exchange Commission, granting unto said attorney-in-fact and agent, full power and authority to do and perform each and every act and thing requisite orand necessary to be done in and about the premises, as fully tofor all intents and purposes as he she, or itshe might or could do in person, hereby ratifying and confirming all that said attorney-in-fact and agent, or hisany substitute or substitutes for him, may lawfully do or cause to be done by virtue hereof.

Pursuant to the requirements of the Securities Act of 1933, as amended, this Amendment No. 2 to Form S-3 Registration Statement has been signed by the following persons in the capacities and on the dates indicated as of March 24, 2011.
have signed this Registration Statement below.

Signature TitlesTitleDate
   
/s/ Philip Jones   robert b. fagenson
 Chairman of the BoardInterim Principal Executive Officer, Chief Financial Officer,April 5, 2019
robert b. fagensonPhilip JonesPrincipal FinancialOfficer and Principal Accounting Officer
/s/ Heng Fai Ambrose ChanDirector and CEO of DSS International Inc.April 5, 2019
Heng Fai Ambrose Chan  
   
/s/ Joseph Sanders   patrick white
 Chief Executive Officer and DirectorApril 5, 2019
patrick whiteJoseph Sanders  
   
/s/ Pamela Avallone   David  wicker
 Vice President and DirectorApril 5, 2019
david wickerPamela Avallone  
   
/s/ Clark Marcus   ROBERT BZDICK
 Chief Operating Officer and DirectorApril 5, 2019
ROBERT BZIDICKClark Marcus  
   
/s/ Frank Heuszel   alan e. harrison
 DirectorApril 5, 2019
alan e. harrisonFrank Heuszel  
   
/s/   timothy ashman
Director
timothy ashman  
/s/ Daniel DelGiornoDirectorApril 5, 2019
Daniel DelGiorno   
/s/   Ira A. Greenstein
Director
Ira A. Greenstein
/s/   Philip jones
Chief Financial Officer (Principal Accounting
philip jonesOfficer)
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EXHIBIT INDEX
Exhibit
Number
Description of Document
5.1Opinion of Law Offices of Gary A. Agron, Esq, as amended, regarding legality of securities being registered.
23.1Consent of Freed Maxick & Battaglia, CPAs, PC.
23.2Consent of Law Offices of Gary A. Agron, Esq (reference is made to Exhibit 5.1).
24.1Power of Attorney (contained on the signature page of this registration statement).
23