As filed with the Securities and Exchange Commission on September 30, 2002
                                                      Registration No. 333-90852
- --------------------------------------------------------------------------------

                       SECURITIES AND EXCHANGE COMMISSION
                             WASHINGTON, D.C. 20549
                                 --------------
                                    FORM S-3

                             REGISTRATION STATEMENT
                                      UNDER
                           THE SECURITIES ACT OF 1933

                                 --------------
                             SMARTSERV ONLINE, INC.
             ------------------------------------------------------
             (Exact Name of Registrant as Specified in its Charter)

           DELAWARE                                             13-3750708
- ------------------------------                            ----------------------
(State or other Jurisdiction of                              (I.R.S. Employer
Incorporation or Organization)                               Identification No.)

                                ONE STATION PLACE
                               STAMFORD, CT 06902
                                 (203) 353-5950
        -----------------------------------------------------------------
               (Address, Including Zip Code, and Telephone Number,
        Including Area Code, of Registrant's Principal Executive Offices)


                           RICHARD D. KERSCHNER, ESQ.
                    SENIOR VICE PRESIDENT AND GENERAL COUNSEL
                             SMARTSERV ONLINE, INC.
                                ONE STATION PLACE
                               STAMFORD, CT 06902
                                 (203) 353-5950
        -----------------------------------------------------------------
            (Name, Address, Including Zip Code, and Telephone Number,
                   Including Area Code, of Agent For Service)

                                    Copy to:

                              MICHAEL J. SHEF, ESQ.
                      JENKENS & GILCHRIST PARKER CHAPIN LLP
                              THE CHRYSLER BUILDING
                              405 LEXINGTON AVENUE
                            NEW YORK, NEW YORK 10174
                          Telephone No.: (212) 704-6000
                          Facsimile No.: (212) 704-6288

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

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

          If any of the  securities  being  registered  on this  Form  are to be
offered  on a  delayed  or  continuous  basis  pursuant  to Rule 415  under  the
Securities Act of 1933,  other than  securities  offered only in connection with
dividend or interest reinvestment plans, check the following box. |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 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 delivery of the  prospectus is expected to be made pursuant to Rule
434, please check the following box. |_|






                                             CALCULATION OF REGISTRATION FEE
=====================================================================================================================

                                           Amount              Proposed            Proposed
        Title of Each Class                  to                Maximum             Maximum
        of Securities to be             be Registered        Offering Price        Aggregate             Amount of
            Registered                      (1)                per Share         Offering Price      Registration Fee
- ---------------------------------------------------------------------------------------------------------------------
                                                                                          
Common Stock, $.01 par
value per share, issuable upon
exercise of warrants                       50,000              $1.166             $   58,300          $  5.36
- ----------------------------------------------------------------------------------------------------------------------
Common Stock, $.01 par
value per share, issuable upon
exercise of warrants                    2,325,361              $ .85              $1,976,557          $181.84
- ----------------------------------------------------------------------------------------------------------------------
Common Stock, $.01 par
value per share, issuable upon
exercise of warrants                      250,000              $1.42              $  355,000          $ 32.66
- ----------------------------------------------------------------------------------------------------------------------
Common Stock, $.01 par
value per share, issuable upon
exercise of warrants                    3,884,209              $1.42(2)           $5,515,577          $507.43
======================================================================================================================



(1)  Pursuant  to  Rule  416(b),  there  shall  be  deemed  covered  hereby  all
     additional securities resulting from antidilution adjustments
(2)  Estimated  solely  for the  purpose of  calculating  the  registration  fee
     pursuant to Rule 457(c) of the Securities Act of 1933; based on the average
     of the bid and  asked  price  reported  on the  Nasdaq  National  Market on
     September 26, 2002.

          THE REGISTRANT HEREBY AMENDS THIS REGISTRATION STATEMENT ON SUCH DATE
OR DATES AS MAY BE NECESSARY TO DELAY ITS EFFECTIVE DATE UNTIL THE REGISTRANT
SHALL FILE A FURTHER AMENDMENT WHICH SPECIFICALLY STATES THAT THIS REGISTRATION
STATEMENT SHALL THEREAFTER BECOME EFFECTIVE IN ACCORDANCE WITH SECTION 8(A) OF
THE SECURITIES ACT OF 1933 OR UNTIL THIS REGISTRATION STATEMENT SHALL BECOME
EFFECTIVE ON SUCH DATE AS THE COMMISSION, ACTING PURSUANT TO SECTION 8(A), MAY
DETERMINE.




                 SUBJECT TO COMPLETION, DATED SEPTEMBER 30, 2002

The information in this  prospectus is not complete and may be changed.  We have
filed a registration  statement relating to these securities with the Securities
and Exchange Commission.  The selling stockholders may not sell these securities
nor may  they  accept  offers  to buy  these  securities  prior  to the time the
registration  statement  becomes  effective.  This prospectus is not an offer to
sell these  securities and is not soliciting an offer to buy these securities in
any state in which the offer or sale is not permitted.


PROSPECTUS

                             SMARTSERV ONLINE, INC.

                        6,509,570 SHARES OF COMMON STOCK

     o    The selling  stockholders  are  offering to sell  6,509,570  shares of
          common stock of which  2,625,361  shares are issuable upon exercise of
          warrants.

     o    We will not receive any proceeds from the offering of common stock.

     o    Our common  stock is traded and quoted on the Nasdaq  SmallCap  Market
          under the symbol "SSOLC." On September 26, 2002, the last reported bid
          price of our common stock was $1.40 and the last reported  asked price
          was $1.43.


The address and telephone number of SmartServ's principal executive offices are:

                                One Station Place
                               Stamford, CT 06902
                                 (203) 353-5950


THE  SECURITIES  OFFERED  HEREBY  INVOLVE  A HIGH  DEGREE  OF RISK.  YOU  SHOULD
CAREFULLY  CONSIDER  THE  FACTORS  DESCRIBED  UNDER THE CAPTION  "RISK  FACTORS"
BEGINNING ON PAGE 3 OF THIS PROSPECTUS.

NEITHER  THE  SECURITIES  AND  EXCHANGE  COMMISSION  NOR  ANY  STATE  SECURITIES
COMMISSION  HAS APPROVED OR DISAPPROVED  THESE  SECURITIES OR DETERMINED IF THIS
PROSPECTUS  IS TRUTHFUL OR  COMPLETE.  ANY  REPRESENTATION  TO THE CONTRARY IS A
CRIMINAL OFFENSE.

                         ------------------------------

               The date of this Prospectus is September ___, 2002




                                TABLE OF CONTENTS

                                                                            Page
                                                                            ----

Risk Factors..................................................................3
Special Information About Forward Looking Statements..........................6
The Company...................................................................7
Use of Proceeds...............................................................7
Selling Stockholders..........................................................8
Plan of Distribution.........................................................10
Indemnification for Securities Act Liabilities...............................11
Where You Can Find More Information About Us.................................12
Legal Matters................................................................13
Experts......................................................................13



                                      -2-



You  should  read  the  entire  prospectus  and any  documents  incorporated  by
reference   carefully  before   purchasing   SmartServ  common  stock.  In  this
prospectus,  "SmartServ,"  "we," "us" and "our"  refer to the  business  that is
owned and conducted by SmartServ  Online,  Inc. and its  subsidiaries and not to
the selling stockholders.


                                  RISK FACTORS

BEFORE YOU BUY SHARES OF OUR  COMMON  STOCK,  YOU SHOULD BE AWARE THAT THERE ARE
VARIOUS  RISKS  ASSOCIATED  WITH THE  PURCHASE OF OUR COMMON  STOCK.  YOU SHOULD
CONSIDER  CAREFULLY  THESE  RISK  FACTORS,   TOGETHER  WITH  ALL  OF  THE  OTHER
INFORMATION  IN THIS  PROSPECTUS  AND ALL DOCUMENTS  INCORPORATED  BY REFERENCE,
BEFORE YOU DECIDE TO PURCHASE  SHARES OF OUR COMMON STOCK.  THE TRADING PRICE OF
OUR COMMON STOCK COULD  DECLINE DUE TO ANY OF THESE RISKS,  AND YOU MAY LOSE ALL
OR PART OF YOUR  INVESTMENT.  YOU  SHOULD  ALSO  REFER TO THE OTHER  INFORMATION
CONTAINED  IN  THIS  PROSPECTUS,  INCLUDING  THE  DOCUMENTS  WE  INCORPORATE  BY
REFERENCE UNDER "WHERE YOU CAN FIND MORE INFORMATION ABOUT US".


         WE HAVE A HISTORY OF LOSSES AND IF WE DO NOT ACHIEVE  PROFITABILITY  WE
MAY NOT BE ABLE TO CONTINUE OUR BUSINESS

         Although we had net income of $2,937,591  for the six month  transition
period ended December 31, 2000, we incurred net losses of $7,571,360 for the six
months ended June 30, 2002,  $14,819,860  for the year ended  December 31, 2001,
$30,993,559 for the year ended June 30, 2000, $7,124,126 for the year ended June
30, 1999,  $5,040,009 for the year ended June 30, 1998,  $4,434,482 for the year
ended June 30, 1997 and $2,966,287 for the year ended June 30, 1996. Included in
the June 30, 2000 amount was a non-cash charge for  stock-based  compensation of
$30,271,024.  On June 30, 2002, we had an  accumulated  deficit of  $72,393,193.
Losses  have  resulted  principally  from  costs  incurred  in  connection  with
activities  aimed at developing  our  software,  information  and  transactional
services  and from  costs  associated  with  our  marketing  and  administrative
activities.  We have incurred  substantial expenses and commitments and continue
to have  negative  cash flows from  operations.  These losses raise  substantial
doubt as to our  ability  to  continue  as a going  concern.  The  funds  raised
pursuant to the transaction described in the Selling Stockholder section on page
8 may not support our operations for an extended  period of time. We can give no
assurance  that  we  will  be able to  generate  sufficient  revenues  or  raise
additional capital on satisfactory terms to support our operations.

         WE MAY BE  DELISTED  FROM  THE  NASDAQ  SMALLCAP  MARKET,  WHICH  COULD
ADVERSELY AFFECT THE LIQUIDITY AND VOLATILITY OF OUR COMMON STOCK

         We were recently  moved from the Nasdaq  National  Market to the Nasdaq
SmallCap  Market.  Our  listing on the Nasdaq  SmallCap  Market is  conditional,
however, on our meeting certain financial qualification  requirements.  While we
currently believe that we satisfy those  requirements,  we cannot guarantee that
we will be  successful  in  remaining  listed  on the  Nasdaq  SmallCap  Market.
Delisting  from the Nasdaq  SmallCap  Market would require us to move our common
stock to the OTC  Bulletin  Board.  The  move to the OTC  Bulletin  Board  could
decrease the  liquidity  and volume of our common stock and reduce the number of
market  makers  willing  to trade in our  stock,  making  it likely  that  wider
fluctuations  in the quoted price of our common stock would occur.  As a result,
there is a risk  that  stockholders  will not be able to obtain  accurate  price
quotes or be able to correctly  assess the market price of our stock.  Increases
in the  volatility  could also make it more difficult to pledge the common stock
as collateral,  if stockholders  sought to do so, because a lender might also be
unable to accurately value the common stock.



                                      -3-


         WE  DEPEND  ON A SMALL  NUMBER  OF  CUSTOMERS,  AND THE LOSS OF ANY ONE
CUSTOMER COULD ADVERSELY AFFECT OUR OPERATING RESULTS

         Currently,  substantially all of our revenues are generated through our
licensing  arrangements  with a small  number of  customers.  Our  results  from
operations  will depend upon numerous  factors  including the  introduction  and
market  acceptance  of  new  services,  establishing  alliances  with  strategic
marketing partners,  competition and the regulatory  environment.  We anticipate
that our results  from  operations  for the  immediate  future will  continue to
depend to a  significant  extent upon revenues from a small number of customers.
In order to increase our revenues, we will need to attract and retain additional
customers.  Our failure to obtain a sufficient  number of  additional  customers
would adversely affect our results of operations.

         OUR BUSINESS DEPENDS UPON REVENUE-SHARE  ARRANGEMENTS WITH CARRIERS AND
ENTERPRISE CUSTOMERS AND SUCH REVENUES MAY NOT MATERIALIZE

         We intend to sell our products and services  primarily by entering into
non-exclusive  agreements with carriers and enterprise customers who would brand
our products and services  with their own private label and then promote them to
their subscribers, employees and clients. Our success will depend on:

     o    our  ability  to  enter  into  these   agreements  with  carriers  and
          enterprise  customers;
     o    the ultimate success of these carriers and enterprise customers; and
     o    their ability to successfully  market, sell and generate revenues from
          our products and services.

         Our failure to successfully maintain these relationships or the failure
of our  customers  to develop and sustain a market for our products and services
would have a material adverse affect on our overall performance.

         THE MARKET FOR OUR  BUSINESS  IS IN THE  DEVELOPMENT  STAGE AND MAY NOT
ACHIEVE THE GROWTH WE EXPECT

         Online  information  and  transactional   services,   as  well  as  the
convergence of wireless and Internet  technologies,  are developing markets. Our
future growth and profitability  will depend, in part, upon consumer  acceptance
of online  information and  transactional  services in general and a significant
expansion in the consumer  market for the delivery of such services via wireless
telephones,  personal digital assistants and personal  computers.  Even if these
markets  experience  substantial  growth,  there  can be no  assurance  that our
products and services will be commercially  successful or will benefit from such
growth.  Further,  even if initially  successful,  any continued development and
expansion of the market for our  products and services  will depend in part upon
our  ability to create  and  develop  additional  products  and adjust  existing
products in accordance with changing  consumer  preferences,  all at competitive
prices.  Our failure to develop new products and generate  revenues could have a
material adverse effect on our financial condition and operating results.

         WE COMPETE AGAINST LARGER, WELL KNOWN COMPANIES WITH GREATER RESOURCES

         The market for Web and wireless  based  information  and  transactional
services is highly  competitive and involves rapid innovation and  technological
change,  shifting  consumer  preferences  and  frequent  new product and service
introductions.   Most  of  our  competitors  and  potential   competitors   have
substantially greater financial, marketing and technical resources than we have.
Increased  competition  in the market for our products and services  could limit
our ability to expand and  materially  and  adversely  affect our  results  from
operations.

         The  principal  competitive  factors  in both  the  Internet-based  and
wireless services industries include content, product features and quality, ease
of use,  access to distribution  channels,  brand  recognition,  reliability and
price. We believe that potential new competitors, including large multimedia and
information  system  companies,


                                      -4-


are increasing their focus on transaction  processing.  We face competition from
numerous services delivered through the Internet to personal computers. Although
in its infancy,  the wireless  arena also has its  competitors,  such as Semotus
Solutions,  Inc., I3 Mobile, Inc., Aether Systems, Inc., 724 Solutions, Inc. and
Everypath.  We expect competition to increase from existing competitors and from
new competitors, including telecommunications companies.

         The information content provided through our software and communication
architecture  is  generally   purchased   through   non-exclusive   distribution
agreements.  While we are not dependent on any single content provider, existing
and potential  competitors  may enter into  agreements with these and other such
providers  and thereby  acquire the ability to deliver  online  information  and
transactional services substantially similar to those provided by us.

         WE ARE HIGHLY DEPENDENT ON OUR EXECUTIVE OFFICERS AND SEVERAL TECHNICAL
EMPLOYEES,  THE LOSS OF ANY OF WHOM COULD  HAVE AN ADVERSE  IMPACT ON OUR FUTURE
OPERATIONS

         We  believe  that,  due to the  rapid  pace of  innovation  within  our
industry, factors such as the technological and creative skills of our personnel
are more important in establishing and maintaining a leadership  position within
the industry than legal  protections of our technology.  We are dependent on our
ability to  recruit,  retain  and  motivate  high  quality  personnel.  However,
competition  for such  personnel  is intense  and the  inability  to attract and
retain additional qualified employees or the loss of current key employees could
materially and adversely  affect our business,  operating  results and financial
condition.  We  maintain  and are the  sole  beneficiary  of a  key-person  life
insurance  policy  on the  life of (1) Mr.  Sebastian  E.  Cassetta,  our  Chief
Executive  Officer,  in the amount of $1,000,000 and (2) Mr. Mario F. Rossi, our
Executive Vice President of Technology,  in the amount of $500,000.  The loss of
the services of either Mr.  Cassetta or Mr. Rossi would have a material  adverse
effect upon our business, financial condition and results of operations.

         PROVISIONS  IN OUR CHARTER MAY MAKE IT MORE  DIFFICULT  FOR A PERSON TO
ACQUIRE US AT A PREMIUM TO OUR CURRENT MARKET VALUE

         Our  charter  restricts  the  ability  of our  stockholders  to  call a
stockholders'  meeting and provides that our stockholders may not act by written
consent. Additionally, our Board of Directors is divided into three classes with
each class being elected by our  stockholders  in different  years.  Our charter
restricts the ability of our  stockholders to change the number of directors and
classes  of our board of  directors.  These  provisions  may have the  effect of
deterring  or delaying  certain  transactions  involving  an actual or potential
change in control of SmartServ, including transactions in which our stockholders
might  otherwise  receive a premium for their  shares over then  current  market
prices,  and may limit the ability of our  stockholders to approve  transactions
that they may deem to be in their best interests.

         YOUR  OWNERSHIP  INTEREST,  VOTING  POWER AND THE  MARKET  PRICE OF OUR
COMMON STOCK MAY DECREASE  BECAUSE WE HAVE ISSUED,  AND MAY CONTINUE TO ISSUE, A
SUBSTANTIAL  NUMBER OF SECURITIES  CONVERTIBLE  OR  EXERCISABLE  INTO OUR COMMON
STOCK

         We have issued common stock, options, warrants and convertible notes to
purchase our common stock, and in the future we may issue  additional  shares of
common stock, options, warrants, preferred stock or other securities exercisable
for or  convertible  into our common stock.  At September  18, 2002,  there were
$392,000 of our prepaid  warrants  outstanding  that were then  convertible into
483,592  shares of our common stock.  Additionally,  we have issued  warrants to
investors and  consultants  and granted options to employees for the purchase of
6,748,252  shares of our common stock.  Except for 1,302,000  shares  subject to
employee stock options,  substantially  all of such shares have been  registered
for resale under the Securities  Act.  Additional  shares are available for sale
under Rule 144 of the  Securities  Act.  Sales of these  shares or the  market's
perception that these


                                      -5-


sales could occur may cause the market price of our common stock to fall and may
make it more difficult for us to sell equity  securities in the future at a time
and price that we deem appropriate or to use equity  securities as consideration
for future acquisitions.  The funds raised pursuant to the transaction described
in the Selling Stockholders section on page 8 may not support our operations for
an extended  period of time.  We can give no  assurance  that we will be able to
generate  sufficient  revenues or raise additional capital on satisfactory terms
to  support  our  operations.  We  continue  to seek  additional  investors.  If
additional sales of equity are effected,  as to which there can be no assurance,
your ownership interest and voting power in SmartServ will be further diluted.

         WE MAY NOT BE ABLE TO ADEQUATELY PROTECT OUR PROPRIETARY RIGHTS

         We have designed and developed  our own "device  agnostic"  information
and transaction  platform,  made up of our patent-pending "W2W MiddlewareTM" and
our content and  processing  engines.  This  platform is  comprised  of the "W2W
MiddlewareTM",  based on Windows  NT  operating  system  and the  authorization,
quote, news and transaction  engines,  based on  Hewlett-Packard  Company's Unix
operating  system and  Oracle's  Corp.'s  version 8i parallel  server  database.
Although we intend to protect our rights  vigorously,  there can be no assurance
that any of the measures to protect our  proprietary  rights will be successful.
In an effort to protect our  proprietary  rights,  we rely upon a combination of
contract provisions,  patents,  trademarks, and copyright and trade secret laws.
We license the use of our products and  services to our  customers  and partners
under agreements that contain terms and conditions  prohibiting the unauthorized
reproduction of our products and services. We seek to protect the source code of
our application  software and communications  architecture as a trade secret and
as an unpublished copyrighted work.

         We believe that our registered marks "SmartServ Online" and "SmartServ"
have significant value and are important to the marketing of our services. There
can be no absolute assurance, however, that our marks do not or will not violate
the proprietary  rights of others,  that our marks would be upheld if challenged
or that we would not be prevented from using our marks,  any of which could have
an adverse  effect on us. In addition,  there can be no  assurance  that we will
have the  financial  resources  necessary  to enforce  or defend  our marks.  We
believe  that  our  software,   products,  services,  service  marks  and  other
proprietary  rights do not infringe on the proprietary  rights of third parties.
However,  there  can  be  no  assurance  that  third  parties  will  not  assert
infringement  claims  against us with  respect to current  features,  content or
services or that any such  assertion  may not  require us to enter into  royalty
arrangements or result in litigation.

         WE ARE INVOLVED IN SEVERAL PENDING LEGAL PROCEEDINGS WHICH, IF RESOLVED
AGAINST  US,  COULD  CAUSE  DILUTION  TO OUR  STOCKHOLDERS  AND HAVE A  MATERIAL
NEGATIVE IMPACT ON OUR OPERATIONS

         From time to time we have been,  and expect to  continue to be, a party
to legal  proceedings  and claims in the ordinary  course of our  business.  Our
ongoing legal proceedings with Michael Fishman and Commonwealth Associates, L.P.
are described in the "Legal Proceedings" section of our Form 10-KSB for the year
ended December 31, 2001,  which is  incorporated by reference into this document
(See the section entitled "Where You Can Find More Information About Us" on page
12).  While we  expect  to  contest  these  matters  vigorously,  litigation  is
inherently  uncertain and an adverse judgment on any of these claims could cause
dilution  to our  stockholders,  as well as  harm to our  business.  Even if not
meritorious,  any  of  these  current  and  future  matters  could  require  the
expenditure of significant financial and managerial resources.


              SPECIAL INFORMATION ABOUT FORWARD-LOOKING STATEMENTS

         Some  of the  statements  in this  prospectus  or in the  documents  we
incorporate by reference are "forward-looking  statements" within the meaning of
the Private  Securities  Litigation  Reform Act of 1995.  These  forward-looking
statements  involve  certain known and unknown  risks,  uncertainties  and other
factors which may cause our


                                      -6-


actual results,  performance or achievements to be materially different from any
future  results,  performance  or  achievements  expressed  or  implied by these
forward-looking statements. These factors include, among others, the factors set
forth above under "Risk Factors." The words "believe,"  "expect,"  "anticipate,"
"intend" and "plan" and similar expressions identify forward-looking statements.
We caution you not to place undue reliance on these forward-looking  statements.
We undertake no obligation to update or revise any forward-looking statements or
publicly  announce  the result of any  revisions  to any of the  forward-looking
statements in this document to reflect future events or developments.


                                   THE COMPANY

         SmartServ provides Web and wireless applications,  content services and
infrastructure that allow financial institutions,  network service providers and
other   businesses  to  deliver   financial  and  other   content,   alerts  and
notifications,  as well  as  transaction  services  to  their  work  forces  and
customers - via wired or data-enabled  wireless  devices.  SmartServ's  products
include  content,  transaction  processing  and alert engines,  proprietary  W2W
MiddlewareTM that optimizes  content delivery to a full array of devices,  and a
suite of  applications  designed to enable  businesses  and their  customers  to
exploit the benefits of wireless data exchange and transactional capability. Our
products  facilitate  the  delivery of  customer  proprietary  data,  as well as
delayed  and  real-time  market  data,   business  and  financial  news,  sports
information,  national  weather  reports and other  business  and  entertainment
information in a user-friendly manner.


                                 USE OF PROCEEDS

         Each selling  stockholder  is selling all of the shares covered by this
prospectus for his, her or its own account. Accordingly, we will not receive any
proceeds from the resale of the shares. We will, however,  receive $2,389,857 if
all of the warrants for the underlying  shares of common stock being  registered
are exercised.  We expect to use these proceeds,  if any, for general  corporate
purposes.


                              SELLING STOCKHOLDERS

         SmartServ  issued the common stock and the warrants to purchase  common
stock that are  covered  by this  prospectus  to the  selling  stockholders  (i)
pursuant to a private  placement on September 9, 2002, (ii) as a finder's fee to
certain  persons  for  finding  investors  for the  September  9,  2002  private
placement,   (iii)  pursuant  to  a  Settlement  and  Amendment  Agreement  with
Hewlett-Packard  Company,  dated  September  6, 2002,  and (iv)  pursuant  to an
amendment to a consulting  agreement with Steven B. Rosner, dated September ___,
2002.

         The September 9, 2002 private  placement was consummated  pursuant to a
stock purchase  agreement dated September 9, 2002 between  SmartServ and all the
selling  stockholders  except  John  Bishara,  JSB  Associates,  W.  Stephen  P.
Harrington Trust,  Shannon M. Harrington Trust, Tara J. Harrington Trust,  David
A. Rosner, Lauren P. Rosner, Hewlett-Packard,  Joseph Genzardi, Joseph Ricuppero
and Alpine Capital Partners, Inc. Pursuant to the stock purchase agreement,  the
selling stockholders  purchased 3,884,209 shares of common stock and warrants to
purchase  1,942,109  shares of SmartServ  common stock,  exercisable at $.85 per
share. The total purchase price for the shares and warrants was $3,544,346.  The
purchase  price was based upon the price of  SmartServ's  common stock on August
16,  2002,  the day term sheets were signed with most of the  investors.  If all
these warrants are exercised,  SmartServ will receive an additional  $1,650,793.
SmartServ  agreed to pay  finder's  fees  consisting  of  $249,050,  an  expense
allowance  of $25,000,  and  warrants to purchase  383,252  shares of  SmartServ
common stock to Steven B. Rosner, America First Associates Corp., Alpine Capital
Partners,  Inc., John Bishara and JSB  Associates.  SmartServ also agreed to pay
fees of up to $16,500,  plus reasonable  expenses,  to the law firm


                                      -7-


representing certain of the selling  stockholders.  If the finder's warrants are
exercised, SmartServ will receive $325,764.

         The registration  rights  agreement,  dated September 9, 2002,  entered
into by SmartServ and the selling stockholders who are parties thereto, provided
that SmartServ was required to prepare and deliver to the selling stockholders a
registration  statement  registering  the  shares  offered  for  resale  in this
prospectus within seven days of the closing of the transaction  indicated in the
above  paragraph.  In addition,  SmartServ is required to have the  registration
statement, of which this prospectus is a part, declared effective within 60 days
of the filing of the  registration  statement with the SEC.  SmartServ will bear
all fees relating to the filing of the registration statement.

         The Settlement and Amendment  Agreement with  Hewlett-Packard  provided
that, as partial consideration for Hewlett-Packard agreeing to amend SmartServ's
obligations  to  Hewlett-Packard,  Hewlett-Packard  would  receive  warrants  to
purchase  50,000  shares of SmartServ  common stock,  exercisable  at $1.166 per
share. If all these warrants are exercised, SmartServ will receive $58,300.

         In  connection  with the  amendment  to Steven B.  Rosner's  consulting
agreement,  SmartServ  issued  warrants to purchase  250,000 shares of SmartServ
common  stock to Mr.  Rosner,  exercisable  at $1.42  per  share.  If all  these
warrants are exercised, SmartServ will receive $355,000.

         America First  Associates  Corp.,  which received  warrants to purchase
5,170 shares of SmartServ common stock as part of its finder's fee,  distributed
the warrants to Joseph Genzardi and Joseph Ricuppero, the controlling persons of
America  First  Associates  Corp.  Steven B. Rosner,  who  received  warrants to
purchase  186,370 shares of SmartServ  common stock as part of his finder's fee,
gifted  warrants to  purchase  75,000  shares of  SmartServ  common  stock to W.
Stephen P. Harrington  Trust,  Shannon M. Harrington  Trust,  Tara J. Harrington
Trust, David A. Rosner and Lauren P. Rosner.

         The following  table sets forth the names of the selling  stockholders,
the  number  of  shares  of  common  stock  beneficially  owned  by the  selling
stockholders  as of  September  18,  2002,  the number of shares of common stock
being offered by the selling stockholders,  the number of shares of common stock
underlying  warrants  being offered by the selling  stockholders,  the number of
shares of common stock each selling  stockholder  will  beneficially  own if the
stockholder   sells  all  of  the  shares  being   registered  and  the  selling
stockholder's  percentage  ownership of SmartServ common stock if all the shares
in the offering are sold. The shares being offered  hereby are being  registered
to permit public secondary trading,  and the selling  stockholders may offer all
or part of the  shares  for  resale  from  time to time.  However,  the  selling
stockholders  are under no  obligation to sell all or any portion of such shares
nor are the selling stockholders  obligated to sell any shares immediately under
this  prospectus.  All  information  with  respect to share  ownership  has been
furnished by the selling stockholders. Because the selling stockholders may sell
all or part of their  shares,  no  estimates  can be given as to the  number  of
shares  of  common  stock  that will be held by the  selling  stockholders  upon
termination of any offering made hereby.

         None of the selling  stockholders have and, within the past three years
have not had, any position, office or other material relationship with us or any
of our predecessors or affiliates, except that (i) Steven Rosner has been and is
currently a greater  than 5%  stockholder  of SmartServ  and is a consultant  to
Smartserv,  (ii) Joseph Genzardi and Joseph  Ricuppero are principals of America
First Associates Corp., which acted as an underwriter for SmartServ in a January
2000 private placement and signed a finder's agreement with SmartServ on May 14,
2002, (iii) Jeffrey Braile (the controlling  person of JSB Associates)  signed a
consulting  agreement with  SmartServ on _______,  2002, and (iv) Alpine Capital
Partners, Inc. signed a finder's agreement with SmartServ on July 31, 2002.


                                      -8-





                                                                                                                        Percent of
                                            Shares of Common                                         Beneficial        Class Owned
                                                 Stock           Shares of                         Ownership After    After Offering
                                             Beneficially        Common Stock    Warrant Shares   Offering if All     if All Shares
          Selling Stockholders                   Owned          to be Sold        to be Sold      Shares are Sold        are Sold
- ------------------------------------        ----------------    -------------    --------------   ----------------    --------------
                                                                                                           
Ira M. Lubert                                  493,151             328,767          164,384                  0               0
Jonathan Lubert Trust (1)                      164,384             109,589           54,795                  0               0
Kristine Lubert Trust (2)                      164,384             109,589           54,795                  0               0
Steven B. Rosner                             1,245,861             273,972          498,356            473,533            3.47%
SPH Investments (3)                            410,958             273,972          136,986                  0               0
Robert F. Gorman                               657,534             438,356          219,178                  0               0
A and R Investments L.L.C. (4)                 164,384             109,589           54,795                  0               0
Daniel A. Gooze                                328,767             219,178          109,589                  0               0
S & H Management, Inc. (5)                     410,958             273,972          136,986                  0               0
Mark Todd                                      246,575             164,383           82,192                  0               0
John A. Moore                                   83,835              55,890           27,945                  0               0
Barry M. Ray                                    82,191              54,794           27,397                  0               0
Crestview Capital Offshore (6)                  32,877              21,918           10,959                  0               0
Crestview Capital Fund II, LP (7)              394,521             263,014          131,507                  0               0
Crestview Capital Fund, LP (8)                 394,521             263,014          131,507                  0               0
Robert H. Rosner IRA (9)                       164,384             109,589           54,795                  0               0
Frazier Investments (10)                       493,151             328,767          164,384                  0               0
Joel Rotter                                    328,767             219,178          109,589                  0               0
Steven H. Erlbaum                              164,384             109,589           54,795                  0               0
Erlbaum Investments, L.P. (11)                 164,384             109,589           54,795                  0               0
Stanley Yau-Hok Chan                            41,250              27,500           13,750                  0               0
David N. Lewis                                  30,000              20,000           10,000                  0               0
Joseph Genzardi (12)                            10,725                   0            2,585              8,140               *
Joseph Ricuppero (12)                           10,725                   0            2,585              8,140               *
Alpine Capital Partners, Inc.(13)               76,712                   0           76,712                  0               0
John Bishara                                    65,000                   0           65,000                  0               0
JSB Associates (14)                             50,000                   0           50,000                  0               0
W. Stephen P. Harrington Trust (15)              8,000                   0            8,000                  0               0
Shannon M. Harrington Trust (16)                 9,000                   0            9,000                  0               0
Tara J. Harrington Trust (17)                    8,000                   0            8,000                  0               0
David A. Rosner                                 25,000                   0           25,000                  0               0
Lauren P. Rosner                                25,000                   0           25,000                  0               0
Hewlett-Packard Company (18)                    50,000                   0           50,000                  0               0
                                             ---------           ---------        ---------            -------            ----
Total                                        6,999,383           3,884,209        2,625,361            489,813            3.60%



- ---------------
* Less than 1%.
1.       We have been advised by the selling  stockholder  that its trustees are
         Howard Lubert, Jonathan Lubert and Dean Adler.
2.       We have been advised by the selling  stockholder  that its trustees are
         Howard Lubert, Jonathan Lubert and Dean Adler.
3.       We have been advised by the selling  stockholder  that its  controlling
         person is Stephen P. Harrington.
4.       We have been advised by the selling  stockholder  that its  controlling
         person is Robert Gorman.
5.       We have been advised by the selling  stockholder  that its  controlling
         person is Sherwin Ray.
6.       We have been advised by the selling  stockholder  that its  controlling
         persons are Richard Levy and Stewart Flink.
7.       We have been advised by the selling  stockholder  that its  controlling
         persons are Richard Levy and Stewart Flink.
8.       We have been advised by the selling  stockholder  that its  controlling
         persons are Richard Levy and Stewart Flink.
9.       We have been advised by the selling  stockholder  that its  controlling
         person is Robert Rosner.
10.      We have been advised by the selling  stockholder  that its  controlling
         person is Rina Rollhaus.
11.      We have  been  advised  by the  selling  stockholder  that its  general
         partner is DMJ LLC and that DMJ LLC is controlled by Jon Erlbaum,  Marc
         Erlbaum and Daniel Erlbaum.
12.      Shares of common  stock  beneficially  owned  includes  3,140 shares of
         SmartServ common stock owned by America First Associates Corp.
13.      We have been advised by the selling  stockholder  that its  controlling
         person is Evan J. Bines.


                                      -9-



14.      We have been advised by the selling  stockholder  that its  controlling
         person is Jeffrey Braile.
15.      We have been  advised by the  selling  stockholder  that its trustee is
         Stephen P. Harrington.
16.      We have been  advised by the  selling  stockholder  that its trustee is
         Stephen P. Harrington.
17.      We have been  advised by the  selling  stockholder  that its trustee is
         Stephen P. Harrington.
18.      Hewlett-Packard Company is a publicly traded corporation.


                              PLAN OF DISTRIBUTION

         The  selling  stockholders  and any of their  pledgees,  assignees  and
successors-in-interest  may, from time to time,  sell any or all of their shares
of common stock on any stock exchange,  market or trading  facility on which the
shares  are traded or in private  transactions.  These  sales may be at fixed or
negotiated  prices.  The  selling  stockholders  may  use any one or more of the
following methods when selling shares:

         o  ordinary  brokerage  transactions  and  transactions  in  which  the
            broker-dealer  solicits  purchasers;
         o  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;
         o  purchases  by  a  broker-dealer  as  principal  and  resale  by  the
            broker-dealer  for  its  account;
         o  an  exchange  distribution  in  accordance  with  the  rules  of the
            applicable exchange;
         o  privately negotiated  transactions;
         o  short   sales;
         o  broker-dealers  may agree with the  Selling  Stockholders  to sell a
            specified number of such shares at a stipulated price per share;
         o  a  combination  of any such methods of sale;  and
         o  any other method permitted pursuant to applicable law.

         The selling  stockholders may also sell shares under Rule 144 under the
Securities Act of 1933, if available, rather than under this prospectus.

         Broker-dealers  engaged by the  selling  stockholders  may  arrange for
other  broker-dealers  to  participate  in  sales.  Broker-dealers  may  receive
commissions or discounts from the selling stockholders (or, if any broker-dealer
acts as agent for the purchaser of shares,  from the purchaser) in amounts to be
negotiated.  The  selling  stockholders  do not  expect  these  commissions  and
discounts to exceed what is customary in the types of transactions involved.

         The  selling  stockholders  may  from  time to time  pledge  or grant a
security interest in some or all of the shares of common stock or warrants 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  under  this  prospectus,  or  under  an  amendment  to this
prospectus under Rule 424(b)(3) or other applicable  provision of the Securities
Act of 1933  amending the list of selling  stockholders  to include the pledgee,
transferee or other  successors in interest as selling  stockholders  under this
prospectus.

         The selling  stockholders  also may transfer 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.  SmartServ will file a supplement to this prospectus  after it
has received notice from a selling  stockholder  that a donee or pledgee of such
selling  stockholder  intends to sell more than 500 shares of  SmartServ  common
stock.

         The  selling  stockholders  and any  broker-dealers  or agents that are
involved  in selling  the shares may be deemed to be  "underwriters"  within the
meaning of the  Securities  Act of 1933 in connection  with such sales.  In


                                      -10-


such event, any commissions  received by such  broker-dealers  or agents and any
profit  on the  resale  of the  shares  purchased  by them may be  deemed  to be
underwriting commissions or discounts under the Securities Act of 1933.

         SmartServ  is  required  to pay all fees and  expenses  incident to the
registration  of the  shares.  SmartServ  has agreed to  indemnify  the  selling
stockholders against certain losses, claims, damages and liabilities,  including
liabilities under the Securities Act of 1933.  SmartServ has paid a finder's fee
to (i) Steven B. Rosner, consisting of $157,500 and warrants to purchase 186,370
shares of SmartServ common stock, (ii) America First Associates Corp. consisting
of $7,548 and warrants to purchase 5,170 shares of SmartServ common stock, (iii)
Alpine Capital  Partners,  Inc.,  consisting of $49,000 and warrants to purchase
76,212  shares of SmartServ  common  stock,  (iv) John  Bishara,  consisting  of
warrants  to purchase  65,000  shares of  SmartServ  common  stock,  and (v) JSB
Associates,  consisting  of $35,000 and  warrants to purchase  50,000  shares of
SmartServ  common  stock.  Steven B. Rosner has been and is  currently a greater
than 5%  stockholder  of  SmartServ  and serves as a  consultant  to  SmartServ,
America  First  Associates  Corp.  acted as an  underwriter  for  SmartServ in a
January 2000 private placement and signed a finder's agreement with SmartServ on
May 14, 2002, Jeffrey Braile (the controlling person of JSB Associates) signed a
consulting  agreement  with  SmartServ  on  _______,  2002,  and Alpine  Capital
Partners, Inc., signed a finder's agreement with SmartServ on July 31, 2002.

         With   certain   exceptions,   Regulation   M  precludes   the  selling
stockholders,  any affiliated purchasers,  and any broker-dealer or other person
who  participates  in such  distribution  from  bidding  for or  purchasing,  or
attempting to induce any person to bid for or purchase any security which is the
subject  of  the  distribution  until  the  entire   distribution  is  complete.
Regulation M also prohibits any bids or purchases made in order to stabilize the
price of a security in connection with the distribution of that security. All of
the  foregoing  may  affect  the  marketability  of the  shares  offered by this
prospectus.


                    INDEMNIFICATION OF DIRECTORS AND OFFICERS

         Section  102(b)(7)  of the  Delaware  General  Corporate  Law  ("DGCL")
enables  a  corporation  in its  original  certificate  of  incorporation  or an
amendment thereto to eliminate or limit the personal  liability of a director to
a corporation or its  stockholders  for  violations of the director's  fiduciary
duty, except:

         o  for any breach of a director's duty of loyalty to the corporation or
            its stockholders,
         o  for acts or omissions not in good faith or which involve intentional
            misconduct or a knowing violation of law,
         o  pursuant  to Section 174 of the DGCL  (providing  for  liability  of
            directors  for  unlawful  payment of  dividends  or  unlawful  stock
            purchases or redemptions), or
         o  for any  transaction  from  which a  director  derived  an  improper
            personal benefit.

         The Amended and  Restated  Certificate  of  Incorporation  of SmartServ
provides  for the  elimination  of the  liability  of  directors  to the  extent
permitted by the DGCL.

         Section  145 of the DGCL  provides,  in  summary,  that  directors  and
officers of Delaware corporations are entitled, under certain circumstances,  to
be indemnified against all expenses and liabilities  (including attorney's fees)
incurred by them as a result of suits brought  against them in their capacity as
a  director  or  officer,  if they  acted in good  faith  and in a  manner  they
reasonably  believed  to be in or not  opposed  to  the  best  interests  of the
corporation, and, with respect to any criminal action or proceeding, if they had
no reasonable  cause to believe  their  conduct was  unlawful;  provided that no
indemnification  may be made against expenses in respect of any claim,  issue or
matter  as to  which  they  shall  have  been  adjudged  to  be  liable  to  the
corporation,  unless and only to the extent  that the court in which such action
or  suit  was  brought  shall  determine  upon  application  that,  despite  the
adjudication of liability but in view of all the circumstances of the case, they
are fairly and  reasonably  entitled to


                                      -11-


indemnity  for such  expenses  which  the  court  shall  deem  proper.  Any such
indemnification  may be  made by the  corporation  only  as  authorized  in each
specific  case  upon  a  determination  by  the  stockholders  or  disinterested
directors  that  indemnification  is proper  because the  indemnitee has met the
applicable  standard  of  conduct.  SmartServ's  by-laws  entitle  officers  and
directors of SmartServ to indemnification to the fullest extent permitted by the
DGCL.

         SmartServ  has agreed to indemnify  each of its  directors  and certain
officers against certain liabilities, including liabilities under the Securities
Act of 1933. In addition,  SmartServ  maintains an insurance policy with respect
to potential  liabilities  of its directors and  officers,  including  potential
liabilities under the Securities Act of 1933.

         Insofar as indemnification for liabilities arising under the Securities
Act of 1933 may be permitted to directors,  officers and controlling  persons of
SmartServ  pursuant to the provisions  described above, or otherwise,  SmartServ
has been advised that in the opinion of the SEC such  indemnification is against
public  policy as expressed  in the  Securities  Act of 1933 and is,  therefore,
unenforceable.  In the  event  that a claim  for  indemnification  against  such
liabilities (other than the payment by SmartServ of expenses incurred or paid by
a director, officer or controlling person of SmartServ 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, SmartServ
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  such  indemnification  by  it is  against  public  policy  as
expressed in the Securities  Act and will be governed by the final  adjudication
of such issue.


                  WHERE YOU CAN FIND MORE INFORMATION ABOUT US

         We file annual,  quarterly and special  reports,  proxy  statements and
other  information  with the SEC.  You may read and copy any document we file at
the SEC's public  reference  room at 450 Fifth Street,  N.W.,  Washington,  D.C.
20549.  Please call the SEC at  1-800-SEC-0330  for further  information  on the
public reference room. Our SEC filings are also available to the public from the
SEC's Website at "http://www.sec.gov."

         We have  filed  with the SEC a  registration  statement  on Form S-3 to
register  shares  of  our  common  stock.   This  prospectus  is  part  of  that
registration  statement  and, as permitted by the SEC's rules,  does not contain
all  the  information  included  in  the  registration  statement.  For  further
information  with  respect  to us or our  common  stock,  you may  refer  to the
registration  statement and to the exhibits  filed as part of that  registration
statement.  You can review and copy the registration  statement and its exhibits
at the public reference facilities maintained by the SEC as described above. The
registration  statement,  including its exhibits, is also available on the SEC's
web site.

         This prospectus may contain  summaries of contracts or other documents.
Because they are summaries,  they will not contain all of the  information  that
may be important to you. If you would like complete information about a contract
or  other  document,  you  should  read  the copy  filed  as an  exhibit  to the
registration statement.

         The SEC allows us to "incorporate by reference" the information we file
with them,  which means that we can  disclose  important  information  to you by
referring you to those documents.  The information  incorporated by reference is
considered to be a part of this  prospectus,  and information that we file later
with the SEC  will  automatically  update  or  supersede  this  information.  We
incorporate  by reference  the  documents  listed below and any future filing we
will  make  with  the SEC  under  Sections  13(a),  13(c),  14 or  15(d)  of the
Securities Exchange Act of 1934, as amended:


                                      -12-


         o  Current  Report on Form 8-K dated  September  9, 2002 filed with the
            SEC on September 13, 2002
         o  Quarterly  Report on Form 10-QSB for the quarter ended June 30, 2002
            filed with the SEC on August 14, 2002
         o  Quarterly Report on Form 10-QSB for the quarter ended March 31, 2002
            filed with the SEC on May 17, 2002
         o  Amended  Annual  Report on Form  10-KSB/A  for the fiscal year ended
            December 31, 2001 filed with the SEC on April 30, 2002
         o  Annual Report on Form 10-KSB for the fiscal year ended  December 31,
            2001 filed with the SEC on April 16, 2002
         o  The   description   of   SmartServ's   common  stock   contained  in
            Post-Effective Amendment No. 1 to the Registration Statement on Form
            SB-2 (333-34940) filed with the SEC on January 31, 2002

         You may request a copy of these  filings,  at no cost, by writing to us
at our executive offices at One Station Place,  Stamford,  CT 06902,  Attention:
Thomas W. Haller, or by calling us at (203) 353-5950.


                                  LEGAL MATTERS

         The validity of the shares of common stock  offered in this  prospectus
has been  passed  upon for us by Jenkens &  Gilchrist  Parker  Chapin  LLP,  The
Chrysler Building, 405 Lexington Avenue, New York, New York 10174. Its telephone
number is (212) 704-6000.


                                     EXPERTS

         The  consolidated   financial  statements  of  SmartServ  Online,  Inc.
appearing in SmartServ  Online,  Inc.'s Annual Report (Form 10-KSB) for the year
ended  December  31,  2001 have been  audited by Ernst & Young LLP,  independent
auditors,  as set forth in their report thereon  (which  contains an explanatory
paragraph  describing  conditions that raise substantial doubt about SmartServ's
ability  to  continue  as a  going  concern  as  described  in  Note  1  to  the
consolidated  financial  statements) 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.


                                      -13-






=======================================================       ======================================================
                                                                          
                                                                             SmartServ Online, Inc.


                                                                               6,509,570 SHARES OF
                                                                                  COMMON STOCK


          We   have   not    authorized   any   dealer,
salesperson or any other person to give any information
or  to  represent   anything  not   contained  in  this
prospectus.  You  must  not  rely  on any  unauthorized
information.  This prospectus does not offer to sell or
buy  any  shares  in  any  jurisdiction   where  it  is
unlawful. The information in this prospectus is current
as of September __, 2002.


              --------------------------                                      --------------------
                                                                                    PROSPECTUS
              --------------------------                                      --------------------



=======================================================       ======================================================





                                     PART II

                     INFORMATION NOT REQUIRED IN PROSPECTUS


ITEM 14.  OTHER EXPENSES OF ISSUANCE AND DISTRIBUTION.

         The following  table sets forth the various  expenses which we will pay
in  connection  with the  issuance  and  distribution  of the  securities  being
registered on this  registration  statement.  The selling  stockholders will not
incur any of the expenses set forth below. All amounts shown are estimates.

         Filing fee for registration statement ..........$     727.29
         Legal fees and expenses  .......................$  15,000.00
         Accounting expenses.............................$  10,000.00
         Miscellaneous...................................$   1,272.71
                                                          -----------
         Total...........................................$  27,000.00


ITEM 15.  INDEMNIFICATION OF DIRECTORS AND OFFICERS.

         Section  145 of  the  General  Corporation  Law  of  Delaware  ("DGCL")
provides that directors,  officers, employees or agents of Delaware corporations
are entitled,  under certain  circumstances,  to be indemnified against expenses
(including  attorneys'  fees)  and other  liabilities  actually  and  reasonably
incurred  by them in  connection  with any suit  brought  against  them in their
capacity as a director,  officer, employee or agent, if they acted in good faith
and in a manner  they  reasonably  believed  to be in or not opposed to the best
interests  of the  corporation,  and with  respect  to any  criminal  action  or
proceeding,  if they  had no  reasonable  cause to  believe  their  conduct  was
unlawful.  Section 145 also provides  that  directors,  officers,  employees and
agents may also be indemnified  against  expenses  (including  attorneys'  fees)
actually and reasonably  incurred by them in connection  with a derivative  suit
bought against them in their capacity as a director, if they acted in good faith
and in a manner  they  reasonably  believed  to be in or not opposed to the best
interests of the corporation, except that no indemnification may be made without
court approval if such person was adjudged liable to the corporation.

         Article Tenth of the registrant's Certificate of Incorporation provides
that the registrant shall indemnify any and all persons whom it shall have power
to indemnify  to the fullest  extent  permitted  by the DGCL.  Article VI of the
registrant's  by-laws  provides that the registrant  shall indemnify  authorized
representatives  of the registrant to the fullest extent  permitted by the DGCL.
The  registrant's  by-laws also permit the  registrant to purchase  insurance on
behalf of any such person against any liability asserted against such person and
incurred by such person in any capacity, or out of such person's status as such,
whether or not the  registrant  would have the power to  indemnify  such  person
against such liability under the foregoing provision of the by-laws.

         The registrant  maintains a directors and officers liability  insurance
policy with National Union Fire Insurance Company of Pittsburgh,  PA. The policy
insures the directors and officers of the  registrant  against loss arising from
certain  claims made  against  such  directors  or officers by reason of certain
wrongful acts.


ITEM 16.  EXHIBITS.

EXHIBIT        DESCRIPTION

     4.1  Specimen Certificate of SmartServ's Common Stock*
     4.2  Stock Purchase Agreement dated as of September 9, 2002 among SmartServ
          the investors listed on schedule A (the "Investors") thereto**
     4.3  Form of Warrant to the Investors**


                                      II-1


     4.4  Registration  Rights  Agreement  dated as of  September  9, 2002 among
          SmartServ and the Investors**
     4.5  Settlement  and Amendment  Agreement  dated  September 6, 2002,  among
          SmartServ and Hewlett-Packard Company**
     4.6  Form of Warrant to Hewlett-Packard Company**
     4.7  Form of Warrant to Steven B. Rosner***
     5    Opinion of Jenkens & Gilchrist Parker Chapin LLP***
     10   Amendment to  Consulting  Agreement  between  SmartServ and Stephen B.
          Rosner***
     23.1 Consent of Ernst & Young LLP
     23.2 Consent of Jenkens & Gilchrist  Parker Chapin LLP (included in Exhibit
          5)***
     24   Power of Attorney (included on page II-3)

- ----------
*         Filed as an exhibit to the  Company's  registration  statement on Form
          SB-2 (Registration Number 333-114)
**        Filed as an exhibit to the Company's  Current Report on Form 8-K dated
          September 9, 2002.
***       To be filed by amendment.


ITEM 17.  UNDERTAKINGS.

         The undersigned registrant hereby undertakes:

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

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

              (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,  if the
         total dollar value of  securities  offered  would not exceed that which
         was  registered,  any increase or decrease in the volume of  securities
         offered  and any  deviation  from the low or high and 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 percent change in
         the maximum  aggregate  offering price set forth in the "Calculation of
         Registration Fee" table in the effective registration 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.

         (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.

         Insofar as indemnification for liabilities arising under the securities
act may be permitted to directors, officers and controlling persons of the small
business issuer pursuant to the foregoing  provisions,  or otherwise,  the small
business  issuer  has  been  advised  that  in  the  opinion  of the  SEC,  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  liabilities is
asserted by a director,  officer or  controlling  person in connection  with the
securities being registered, other than the payment by the small business issuer
of expenses incurred or paid by a director, officer or controlling person of the
small  business  issuer  in the  successful  defense  of  any  action,  suit  or
proceeding, the small business issuer will,


                                      II-2


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
such  indemnification  by it is  against  public  policy  as  expressed  in  the
Securities Act and will be governed by the final adjudication of the issue.


                                      II-3


                                   SIGNATURES

         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
Registration  Statement  on  Form  S-3  to  be  signed  on  its  behalf  by  the
undersigned,  thereunto  duly  authorized,  in the  City of  Stamford,  State of
Connecticut on September 30, 2002.

                                    SmartServ Online, Inc.


                                    By: /s/ Thomas W. Haller
                                       -------------------------------------
                                       Thomas W. Haller
                                       Senior Vice President and Chief Financial
                                       Officer


         The undersigned directors and officers of SmartServ Online, Inc. hereby
constitute and appoint Sebastian E. Cassetta, Richard D. Kerschner and Thomas W.
Haller and each of them,  with full power to act without the other and with full
power of substitution and resubstitution,  our true and lawful attorneys-in-fact
with full power to execute  in our name and behalf in the  capacities  indicated
below any and all amendments (including post-effective amendments and amendments
thereto) to this Registration  Statement under the Securities Act of 1933 and to
file the same,  with all  exhibits  thereto and other  documents  in  connection
therewith,  with the  Securities  and Exchange  Commission and hereby ratify and
confirm  each and  every act and thing  that such  attorneys-in-fact,  or any of
them,  or their  substitutes,  shall  lawfully  do or cause to be done by virtue
thereof.

         Pursuant  to the  requirements  of the  Securities  Act of  1933,  this
Registration  Statement on Form S-3 has been signed by the following  persons in
the capacities and on the dates indicated.




         Signature                                 Title                               Date
         ---------                                 -----                               ----
                                                                            
/S/ Sebastian E. Cassetta                 Chairman of the Board,                  September 30, 2002
- ---------------------------------------   Chief Executive Officer,
    Sebastian E. Cassetta                 and Director


/S/ Thomas W. Haller                      Senior Vice President and               September 30, 2002
- ---------------------------------------   Chief Financial Officer
    Thomas W. Haller                      (Chief Financial and
                                          Accounting Officer)


/S/ Mario F. Rossi                        Executive Vice President,               September 30, 2002
- ---------------------------------------   Chief Technology Officer
    Mario F. Rossi                        and Director


                                          Director                                September 30, 2002
- ---------------------------------------
    Stephen Lawler


                                          Director                                September 30, 2002
- ---------------------------------------
    L. Scott Perry


                                      II-4




/S/ Robert H. Steele                      Director                                September 30, 2002
- ---------------------------------------
    Robert H. Steele


                                          Director                                September 30, 2002
- ---------------------------------------
    Catherine Cassel Talmadge


/S/ Charles R. Wood                       Director                                September 30, 2002
- ---------------------------------------
    Charles R. Wood




                                      II-5




EXHIBIT INDEX

EXHIBIT        DESCRIPTION

     4.1  Specimen Certificate of SmartServ's Common Stock*
     4.2  Stock Purchase Agreement dated as of September 9, 2002 among SmartServ
          the investors listed on schedule A (the "Investors") thereto**
     4.3  Form of Warrant to the Investors**
     4.4  Registration  Rights  Agreement  dated as of  September  9, 2002 among
          SmartServ and the Investors**
     4.5  Settlement  and Amendment  Agreement  dated  September 6, 2002,  among
          SmartServ and Hewlett-Packard Company**
     4.6  Form of Warrant to Hewlett-Packard Company**
     4.7  Form of Warrant to Steven B. Rosner***
     5    Opinion of Jenkens & Gilchrist Parker Chapin LLP***
     10   Amendment to  Consulting  Agreement  between  SmartServ and Stephen B.
          Rosner***
     23.1 Consent of Ernst & Young LLP
     23.2 Consent of Jenkens & Gilchrist  Parker Chapin LLP (included in Exhibit
          5)***
     24   Power of Attorney (included on page II-3)

- ----------
*         Filed as an exhibit to the  Company's  registration  statement on Form
          SB-2 (Registration Number 333-114)
**        Filed as an exhibit to the Company's  Current Report on Form 8-K dated
          September 9, 2002.
***       To be filed by amendment.


                                      E-1