UNITED STATES

SECURITIES AND EXCHANGE COMMISSION

Washington, D.C. 20549

_______________________

SCHEDULE 13D

Under the Securities Exchange Act of 1934

(Amendment No. __)*

_______________________

Digital Media Solutions, Inc.

(Name of Issuer)

Class A Common Stock

(Title of Class of Securities)

25401G106

(CUSIP Number)

Joseph Marinucci, Manager

Prism Data, LLC

c/o Digital Media Solutions Holdings, LLC
4800 140th Avenue N., Suite 101

Clearwater, FL 33762

727.287.0428

(Name, Address and Telephone Number of Person Authorized to Receive Notices and Communications)

July 15, 2020

(Date of Event which Requires Filing of this Statement)

If the filing person has previously filed a statement on Schedule 13G to report the acquisition that is the subject of this Schedule 13D, and is filing this schedule because of §§ 240.13d-1(e), 240.13d-1(f) or 240.13d-1(g), check the following box: ¨

Note: Schedules filed in paper format shall include a signed original and five copies of the schedule, including all exhibits. See Rule 13d-7 for other parties to whom copies are to be sent.

The information required on the remainder of this cover page shall not be deemed to be “filed” for the purpose of Section 18 of the Securities Exchange Act of 1934 (“Act”) or otherwise subject to the liabilities of that section of the Act but shall be subject to all other provisions of the Act (however, see the Notes).

CUSIP No. 25401G106

* All percentages of Common Stock outstanding contained herein are based on 32,293,793 shares of Class A Common Stock outstanding as of July 17, 2020, as reported in the Amendment No. 1 to the Current Report on Form 8-K/A, filed by the Issuer (as defined below) on July 20, 2020.

CUSIP No. 25401G106

Item 1. Security and the Issuer.

This Schedule 13D (this “Schedule 13D”) relates to the Class A common stock, par value $0.0001 per share (the “Common Stock” or “Class A Common Stock”) of Digital Media Solutions, Inc. (formerly known as Leo Holdings Corp.), a Delaware corporation (the “Issuer”). The principal executive offices of the Issuer are located at 4800 140th Avenue N., Suite 101, Clearwater, Florida 33762.

Item 2. Identity and Background.

This Schedule 13D is being jointly filed by the following persons (each a “Reporting Person” and, collectively, the “Reporting Persons”):

The business address of each of the Prism Filers is c/o Digital Media Solutions Holdings, LLC, 4800 140th Avenue N., Suite 101, Clearwater, Florida 33762. The principal business of each of the Prism Filers is in digital marketing.

Information with respect to the executive officers and directors of Prism (collectively, the “Related Persons”), including name, business address, present principal occupation or employment and the organization in which such employment is conducted, and citizenship is listed on the attached Schedule A, which is incorporated herein by reference.

During the last five years, none of the Reporting Persons, nor, to the best of their knowledge, any of their Related Persons (i) has been convicted in any criminal proceeding (excluding traffic violations or similar misdemeanors) or (ii) was a party to a civil proceeding of a judicial or administrative body of competent jurisdiction and as a result of such proceeding was or is subject to a judgment, decree or final order enjoining future violations of, or prohibiting or mandating activities subject to, federal or state securities laws or finding any violation with respect to such laws.

Item 3. Source and Amount of Funds or Other Consideration.

Business Combination

On July 15, 2020, the Issuer consummated the previously announced business combination (the “Business Combination”), as contemplated by the Business Combination Agreement, dated April 23, 2020, as amended on July 2, 2020 (the “Business Combination Agreement”), by and among the Issuer, Digital Media Solutions Holdings, LLC (“DMS”), CEP V DMS US Blocker Company (“Blocker Corp”), Prism, Clairvest Equity Partners V Limited Partnership (“Blocker Seller 1”), CEP V Co-Investment Limited Partnership (“Blocker Seller 2” and, together with Blocker Seller 1, “Blocker Sellers”); and CEP V-A DMS AIV Limited Partnership (“Clairvest Direct Seller” and, together with each of the Blocker Sellers, the “Clairvest Funds”), Clairvest GP Manageco Inc. as a Seller Representative, and, solely for the limited purposes set forth therein, Leo Investors Limited Partnership (“Sponsor”), and described in the Current Report on Form 8-K filed by the Issuer with the U.S. Securities and Exchange Commission (the “SEC”) on July 16, 2020, as amended by the Amendment No. 1 to the Current Report on Form 8-K filed by the Issuer on July 20, 2020. Prism and the Clairvest Funds are collectively referenced herein as the “Sellers.”

Pursuant to the Business Combination Agreement, the Issuer purchased all of the issued and outstanding common stock of Blocker Corp and a portion of the units of DMS held by Prism and Clairvest Direct Seller (which DMS Units, as defined below, were then immediately contributed to the capital of Blocker Corp), in exchange for the following aggregate consideration to the Sellers (the “Business Combination Consideration”):

The foregoing description of the Business Combination Agreement does not purport to be complete and is subject to and qualified in its entirety by the full text of the Business Combination Agreement, and Amendment No. 1 thereto, a copy of which is included as Exhibits 99.1 and 99.2, respectively, to this Schedule 13D and is incorporated herein by reference.

Item 4. Purpose of Transaction.

The information set forth in Items 3 and 5(a) and (b) of this Schedule 13D is incorporated by reference in its entirety into this Item 4.

Prior to the consummation of the Business Combination, the Reporting Persons, Clairvest Group, Inc., an Ontario, Canada corporation (“Clairvest”) and Blocker Sellers collectively controlled all outstanding membership interests in DMS. As a result of the Business Combination, each of the Reporting Persons holds the securities of the Issuer for investment purposes and to maintain effective voting control of the Issuer.

Other than as described herein, none of the Reporting Persons nor, to the best of their knowledge, any of the persons listed in Schedule A currently has any plans or proposals that relate to, or would result in, any of the matters listed in Item 4 of Schedule 13D, although the Reporting Persons may, at any time and from time to time, review or reconsider their position and/or change their purpose and/or formulate plans or proposals with respect thereto.

Director Nomination Agreement

At the closing of the Business Combination (the “Closing”), the Issuer entered into a Director Nomination Agreement (the “Director Nomination Agreement”), pursuant to which, among other things, Sponsor, Lion Capital (Guernsey) Bridgeco Limited (“Sponsor PIPE Entity”), Prism and Clairvest each have certain rights to designate individuals to be nominated for election to the board of directors (the “Board”) of the Issuer, and Mr. Marinucci was appointed as a member of the Board. In addition, Prism, Clairvest, Sponsor and Sponsor PIPE Entity have agreed, pursuant to the Director Nomination Agreement, to vote, or cause to be voted, all of their respective voting interests in the Issuer, at any meeting (or written consent) of the stockholders of the Issuer with respect to the election of directors, in favor of each of the nominees designated in accordance with the Director Nomination Agreement. The material terms of the Director Nomination Agreement are described in the section of the Issuer’s final prospectus and definitive proxy statement, dated June 24, 2020 (the “Proxy Statement/Prospectus”) titled “BCA Proposal—Related Agreements—Director Nomination Agreement” beginning on page 116, which is incorporated herein by reference.

The foregoing description of the Director Nomination Agreement, including the description in the Proxy Statement/Prospectus referenced above, does not purport to be complete and is subject to and qualified in its entirety by the full text of the Director Nomination Agreement, a copy of which is included as Exhibit 99.3 to this Schedule 13D and is incorporated herein by reference.

Amended and Restated Registration Rights Agreement

At the Closing, the Issuer, Sellers, Sponsor PIPE Entity and certain other investors entered into an amended and restated registration rights agreement (the “Amended and Restated Registration Rights Agreement”), providing for, among other things, customary registration rights, including demand and piggy-back rights, subject to cooperation and cut-back provisions. Pursuant to the Amended and Restated Registration Rights Agreement, the Issuer will register for resale, pursuant to Rule 415 under the Securities Act, certain Class A Common Stock and other equity securities of the Issuer that are held by the parties thereto from time to time. The material terms of the Amended and Restated Registration Rights Agreement are described in the section of the Proxy Statement/Prospectus titled “BCA Proposal—Related Agreements—Amended and Restated Registration Rights Agreement” beginning on page 117, which is incorporated herein by reference.

The foregoing description of the Amended and Restated Registration Rights Agreement, including the description in the Proxy Statement/Prospectus referenced above, does not purport to be complete and is subject to and qualified in its entirety by the full text of the Director Nomination Agreement, a copy of which is included as Exhibit 99.4 to this Schedule 13D and is incorporated herein by reference.

Item 5. Interest in Securities of the Issuer.

(a) and (b)

All percentages of Common Stock outstanding contained herein are based on 32,293,793 shares of Class A Common Stock outstanding as of the close of business on July 17, 2020.

Prism and Clairvest, as parties to the Director Nomination Agreement, may be deemed part of a “group” within the meaning of Section 13(d)(3) of the Act. Accordingly, such group collectively may beneficially own 58.1% of the 32,293,793 shares of Class A Common Stock outstanding. Shares of Common Stock listed as beneficially owned by Prism exclude shares of Common Stock held by any of the other parties to the Director Nomination Agreement, as to which Prism disclaims beneficial ownership.

Prism may be deemed to beneficially own and share the power to vote an aggregate of 19,937,954 shares of Common Stock, which represents 58.1% of the Common Stock outstanding, including: (i) Seller Warrants to purchase 1,077,823 shares of Class A Common Stock, held for the benefit of Mr. Marinucci and Fernando Borghese, who is a member of Prism and serves as Chief Operating Officer of the Issuer; and (ii) the 18,860,131 shares of Class A Common Stock held directly by the Clairvest Funds.

Mr. Marinucci, as manager of Prism, may be deemed to beneficially own and share the power to vote the 19,937,954 shares of Common Stock, which represents 58.1% of the Common Stock outstanding, that is deemed to be beneficially owned by Prism. In addition, Mr. Marinucci has the sole power to dispose of 538,912 shares of Class A Common Stock underlying the same number of Seller Warrants, which are directly held by Prism for his benefit. Prism also directly holds the remaining 538,911 shares of Class A Common Stock underlying the same number of Seller Warrants for the benefit of Mr. Borghese.

(c)       Except for the transactions pursuant to the agreements described in Item 4 of this Schedule 13D, the Reporting Persons have not engaged in any transaction during the past 60 days involving shares of Common Stock.

(d)       The 1,077,823 warrants held by Prism, as described above, consist of (i) 538,912 warrants held for the benefit of Mr. Marinucci and (ii) 538,911 warrants held for the benefit of Mr. Borghese. No person other than the Reporting Persons are known by the Reporting Persons to have the right to receive or the power to direct the receipt of dividends from, or the proceeds from the sale of, any Common Stock beneficially owned by the Reporting Persons and described in this Item 5.

(e)       Not applicable.

Item 6. Contracts, Arrangements, Understandings or Relationships with Respect to Securities of the Issuer.

The information set forth in Items 3 and 4 of this Schedule 13D is incorporated by reference in its entirety into this Item 6.

Amended Partnership Agreement

Upon consummation of the Business Combination, New DMS was organized into an umbrella partnership-C corporation (or “Up-C”) structure, in which substantially all of the assets and business of New DMS are held by DMS and continue to operate through the subsidiaries of DMS, and New DMS’s sole material assets are equity interests of DMS indirectly held by it. At the Closing, DMS and its then-current equity holders amended and restated the limited liability company agreement of DMS (the “Amended Partnership Agreement”), the Issuer, DMS, Blocker Corp, Prism, Clairvest Direct Seller and the Prism members entered into the Amended Partnership Agreement to, among other things:

As of the date hereof, Prism and Clairvest Direct Seller hold DMS Units, subject to and in accordance with the Amended Partnership Agreement. The material terms of the Amended Partnership Agreement are described in the section of the Proxy Statement/Prospectus titled “BCA Proposal—Related Agreements—Amended Partnership Agreement” beginning on page 118, which is incorporated herein by reference.

The foregoing description of the Amended Partnership Agreement, including the description in the Proxy Statement/Prospectus referenced above, does not purport to be complete and is subject to and qualified in its entirety by the full text of the Amended Partnership Agreement, a copy of which is included as Exhibit 99.5 to this Schedule 13D and is incorporated herein by reference.

Tax Receivable Agreement

At the Closing, the Issuer entered into a tax receivable agreement (the “Tax Receivable Agreement”) with Blocker Corp and the Sellers. Pursuant to the Tax Receivable Agreement, the Issuer is required to pay Blocker Corp and the Sellers 85% of the amount of savings, if any, in U.S. federal, state and local income tax that the Issuer actually realizes as a result of the increases in tax basis and certain other tax benefits related to the payment of the cash consideration pursuant to the Business Combination Agreement and any exchanges of DMS Units for Common Stock. All such payments to Blocker Corp and the Sellers are the Issuer’s obligation and not that of DMS. The material terms of the Tax Receivable Agreement are described in the section of the Proxy Statement/Prospectus titled “BCA Proposal—Related Agreements—Tax Receivable Agreement” beginning on page 118, which is incorporated herein by reference.

The foregoing description of the Tax Receivable Agreement, including the description in the Proxy Statement/Prospectus referenced above, does not purport to be complete and is subject to and qualified in its entirety by the full text of the Tax Receivable Agreement, a copy of which is included as Exhibit 99.6 to this Schedule 13D and is incorporated herein by reference.

Amended and Restated Warrant Agreement

At the Closing and in connection with the issuance of the Seller Warrants to the Sellers as part of the Business Combination Consideration at the Closing, the Issuer and Continental Stock Transfer & Trust Company entered into the Amended and Restated Warrant Agreement (the “Amended and Restated Warrant Agreement”), which sets forth the terms and conditions with respect to the Seller Warrants, which may be redeemed to purchase Class A Common Stock on a one-to-one basis. The material terms of the Amended and Restated Warrant Agreement are described in the section of the Proxy Statement/Prospectus titled “BCA Proposal—Related Agreements—Amended and Restated Warrant Agreement” beginning on page 119, which is incorporated herein by reference.

The above description of the Amended and Restated Warrant Agreement does not purport to be complete and is qualified in its entirety by the full text of the Amended and Restated Warrant Agreement, which is included as Exhibit 99.7 to this Schedule 13D and is incorporated herein by reference.

Lock-Up Agreement

At the Closing, Blocker Corp and the Sellers executed and delivered to the Issuer a lock-up agreement (the “Lock-Up Agreement”), pursuant to which, among other things, Blocker Corp and the Sellers agreed to certain restrictions regarding the transfer of Common Stock held or to be received by them, from the Closing until the earlier of 180 days after the date of the Closing. The material terms of the Lock-Up Agreement are described in the section of the Proxy Statement/Prospectus titled “BCA Proposal—Related Agreements—Lock-Up Agreement” beginning on page 119, which is incorporated herein by reference.

The foregoing description of the Lock-Up Agreement, including the description in the Proxy Statement/Prospectus referenced above, does not purport to be complete and is subject to and qualified in its entirety by the full text of the Lock-Up Agreement, a copy of which is included as Exhibit 99.8 to this Schedule 13D and is incorporated herein by reference.

Item 7. Material to be filed as Exhibits.

SIGNATURES

After reasonable inquiry and to the best of each of the undersigned’s knowledge and belief, each of the undersigned, severally and not jointly, certifies that the information set forth in this statement is true, complete and correct.

Dated: July 27, 2020

SCHEDULE A

EXECUTIVE OFFICERS AND DIRECTORS OF PRISM DATA, LLC

The name, present principal occupation or employment and citizenship of each of the executive officers and directors of Prism Data, LLC are set forth below. The business address of each individual associated with Prism Data, LLC is c/o Digital Media Solutions Holdings, LLC, 4800 140th Avenue N., Suite 101, Clearwater, Florida 33762.

Prism Data, LLC