Hilltop (HTH) DEFA14A Additional proxy soliciting materials

UNITED STATES
SECURITIES AND EXCHANGE COMMISSION

Washington, D.C. 20549

SCHEDULE 14A

Proxy Statement Pursuant to Section 14(a) of
the Securities Exchange Act of 1934 (Amendment No.     )

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☐	Preliminary Proxy Statement
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☐	Definitive Proxy Statement
☒	Definitive Additional Materials
☐	Soliciting Material under §240.14a-12
HILLTOP HOLDINGS INC.
(Name of Registrant as Specified In Its Charter)
(Name of Person(s) Filing Proxy Statement, if other than the Registrant)
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*** Exercise Your Right to Vote *** Important Notice Regarding the Availability of Proxy Materials for the Stockholder Meeting to Be Held on July 23, 2020. HILLTOP HOLDINGS INC. We intend to hold our annual meeting in person, but we are actively monitoring the coronavirus (COVID-19) situation. We may impose additional procedures or limitations on meeting attendees (beyond those described in the proxy statement) or may decide to hold the meeting in a different location or solely by means of remote communication (i.e., a virtual-only meeting).Any such updates will be announced in advance via press release, posted on our website at ir.hilltop-holdings.com and filed with the Securities and Exchange Commission as additional proxy material. We encourage you to check our website prior to the meeting if you plan to attend. You are receiving this communication because you hold shares in the company named above. This is not a ballot. You cannot use this notice to vote these shares. This communication presents only an overview of the more complete proxy materials that are available to you on the Internet. You may view the proxy materials online at www.proxyvote.com or easily request a paper copy (see reverse side). We encourage you to access and review all of the important information contained in the proxy materials before voting. HILLTOP HOLDINGS INC. 6565 HILLCREST AVENUE DALLAS, TX 75205 proxy materials and voting instructions. D16365-P40730 See the reverse side of this notice to obtain Meeting Information Meeting Type:Annual Meeting For holders as of:April 28, 2020 Date: July 23, 2020Time: 10:00 AM Location: 6565 Hillcrest Avenue 5th floor Dallas,TX 75205

Before You Vote How to Access the Proxy Materials How To Vote Please Choose One of the Following Voting Methods box marked by the arrow XXXX XXXX XXXX XXXX (located on the following page) available and follow the instructions. D16366-P40730 Vote In Person: Many stockholder meetings have attendance requirements including, but not limited to, the possession of an attendance ticket issued by the entity holding the meeting. Please check the meeting materials for any special requirements for meeting attendance. At the meeting, you will need to request a ballot to vote these shares. Vote By Internet: To vote now by Internet, go to www.proxyvote.com. Have the information that is printed in the Vote By Mail: You can vote by mail by requesting a paper copy of the materials, which will include a proxy card. Shareholder Meeting Registration: To vote and/or attend the meeting, go to the “Register for Meeting” link at www.proxyvote.com. Proxy Materials Available to VIEW or RECEIVE: 1. 2019 ANNUAL REPORT2. NOTICE AND PROXY STATEMENT3. FORM OF PROXY How to View Online: Have the information that is printed in the box marked by the arrow(located on the following page) and visit: www.proxyvote .com. How to Request and Receive a PAPER or E-MAIL Copy: If you want to receive a paper or e-mail copy of these documents, you must request one. There is NO charge for requesting a copy. Please choose one of the following methods to make your request: 1) BY INTERNET: www.proxyvote.com 2) BY TELEPHONE: 1-800-579-1639 3) BY E-MAIL*: sendmaterial@proxyvote.com * If requesting materials by e-mail, please send a blank e-mail with the information that is printed in the box marked by the arrow(located on the following page) in the subject line. Requests, instructions and other inquiries sent to this e-mail address will NOT be forwarded to your investment advisor. Please make the request as instructed above on or before July 9, 2020 to facilitate timely delivery. XXXX XXXX XXXX XXXX XXXX XXXX XXXX XXXX 

The Board of Directors recommends you vote FOR the following: 1. Election of Directors Nominees: 01) 02) 03) 04) 05) 06) 07) 08) 09) Charlotte Jones Anderson Rhodes R. Bobbitt Tracy A. Bolt J. Taylor Crandall Charles R. Cummings Hill A. Feinberg Gerald J. Ford Jeremy B. Ford J. Markham Green 10) 11) 12) 13) 14) 15) 16) 17) 18) William T. Hill, Jr. Lee Lewis Andrew J. Littlefair W. Robert Nichols, III Kenneth D. Russell A. Haag Sherman Jonathan S. Sobel Robert C. Taylor, Jr. Carl B. Webb The Board of Directors recommends you vote FOR proposals 2, 3, 4 and 5. 2. Approval of the Hilltop Holdings Inc. 2020 Equity Incentive Plan. 3. Approval of the Hilltop Holdings Inc. Employee Stock Purchase Plan. 4. Non-binding advisory vote to approve executive compensation. 5. Ratification of the appointment of PricewaterhouseCoopers LLP as Hilltop Holdings Inc.'s independent registered public accounting firm for the 2020 fiscal year. The proxies are authorized to vote in their discretion on such other business as may properly come before the meeting or any adjournment thereof. D16367-P40730 Voting Items

D16368-P40730