| | The Reporting Persons are filing this Amendment No. 3 as a result of the following transactions that have occurred since the filing of the last Schedule 13D/A, as well the increase in the number of outstanding shares of Class A Common Stock.
Direct Digital Management
In connection with the initial public offering and organizational transactions of the Issuer, conducted through an umbrella partnership-C Corporation structure, Direct Digital Management received 11,378,000 Common Units of Direct Digital Holdings, LLC ("Direct Digital Holdings"). Pursuant to the Second Amended and Restated Limited Liability Company Agreement of Direct Digital Holdings, dated as of February 15, 2022 (the "Direct Digital LLC Agreement"), Class A Common Units of Direct Digital Holdings held by the Reporting Persons are exchangeable for shares of Class A Common Stock on a one-for-one basis, subject to certain exceptions, conditions and adjustments. The Class A Common Units have no expiration date. At the time of any such exchange, an equal number of shares of Class B Common Stock of the Issuer held by the Reporting Person, which have no economic value and entitle holders thereof to one vote per share on all matters on which stockholders of the Issuer are entitled to vote generally, are cancelled.
On March 26, 2025, Direct Digital Management exchanged 70,000 Class A Common Units for shares of the Class A Common Stock and distributed such shares to one of its members, SKW, for no consideration.
On June 18, 2025, Direct Digital Management exchanged 350,000 Class A Common Units for shares of the Class A Common Stock and distributed such shares to two of its members, AJN and SKW, for no consideration.
AJN
On April 17, 2025, AJN sold in open market transactions 8,700 shares of Class A Common Stock at $0.54 per share, which sales were made pursuant to a 10b5-1 plan previously entered into by the reporting person on December 11, 2024.
On June 11, 12, and 13, 2025, AJN sold in open market transactions 9,763, 11,574 and 6,986 shares, respectively, of Class A Common Stock at prices ranging from $0.51 to $0.53 per share, which sales were made pursuant to a 10b5-1 plan previously entered into by the reporting person on December 11, 2024.
On June 18, 2025, AJN received 165,000 shares of Class A Common Stock from Direct Digital Management, as noted above.
On July 14 and 15, 2025, AJN sold in open market transactions 21,154 and 8,066 shares, respectively, of Class A Common Stock at prices ranging from $0.54 to $0.55 per share, which sales were made pursuant to a 10b5-1 plan previously entered into by the reporting person on December 11, 2024.
On July 16, 17, and 18, 2025, AJN sold in open market transactions 11,603, 19,315 and 19,777 shares, respectively, of Class A Common Stock at prices ranging from $0.51 to $0.53 per share, which sales were made pursuant to a 10b5-1 plan previously entered into by the reporting person on December 11, 2024.
On July 21, 22, and 23, 2025, AJN sold in open market transactions 16,735, 15,470 and 5,567 shares, respectively, of Class A Common Stock at prices ranging from $0.51 to $0.52 per share, which sales were made pursuant to a 10b5-1 plan previously entered into by the reporting person on December 11, 2024.
SKW
On June 18, 2025, SKW received 185,000 shares of Class A Common Stock from Direct Digital Management, as noted above.
On July 14 and 15, 2025, SKW sold in open market transactions 20,476 and 8,100 shares, respectively, of Class A Common Stock at prices ranging from $0.54 to $0.55 per share, which sales were made pursuant to a 10b5-1 plan previously entered into by the reporting person on December 12, 2024.
On July 16, 17, and 18, 2025, SKW sold in open market transactions 11,694, 19,950 and 19,488 shares, respectively, of Class A Common Stock at prices ranging from $0.51 to $0.53 per share, which sales were made pursuant to a 10b5-1 plan previously entered into by the reporting person on December 12, 2024.
On July 21, 22, and 23, 2025, SKW sold in open market transactions 16,987, 15,321 and 11,934 shares, respectively, of Class A Common Stock at prices ranging from $0.51 to $0.52 per share, which sales were made pursuant to a 10b5-1 plan previously entered into by the reporting person on December 12, 2024.
On July 24, 25, and 28, 2025, SKW sold in open market transactions 15,800, 8,900 and 8,050 shares, respectively, of Class A Common Stock at prices ranging from $0.53 to $0.54 per share, which sales were made pursuant to a 10b5-1 plan previously entered into by the reporting person on December 12, 2024.
Mr. Smith
On June 10, 2025, Mr. Smith acquired 20,300 shares of Class A Common Stock upon the vesting of restricted stock unit awards and 4,944 of such shares were withheld to satisfy tax liabilities associated with such vesting.
Mr. Walker
On June 10, 2025, Mr. Walker acquired 20,300 shares of Class A Common Stock upon the vesting of restricted stock unit awards and 4,944 of such shares were withheld to satisfy tax liabilities associated with such vesting. |
| | Item 3 of this Amendment No. 3 is incorporated herein by reference.
DDM
Direct Digital Management acquired the securities described in this Amendment No. 3 for investment purposes as the result of the organizational transactions effected in connection with the Issuer's initial public offering and certain exchanges of the Direct Digital Holdings Class A Common Units as described above.
SKW
SKW acquired and disposed of the securities described in this Amendment No. 3 for investment purposes as the result of the exchanges of the Direct Digital Holdings Class A Common Units as described above.
AJN
AJN acquired and disposed of the securities described in this Amendment No. 3 for investment purposes as the result of the exchanges of the Direct Digital Holdings Class A Common Units as described above.
Mr. Smith
Mr. Smith acquired and disposed of the securities described in this Amendment No. 3 for investment purposes and as compensation for his service as President.
Mr. Walker
Mr. Walker acquired and disposed of the securities described in this Amendment No. 3 for investment purposes and as compensation for his service as Chairman and Chief Executive Officer.
(a) The Reporting Persons may acquire additional securities of the Issuer or retain or sell all or a portion of the securities then held, in the open market, block trades or in privately negotiated transactions. Mr. Smith and Mr. Walker, in their capacities as President and Chairman and Chief Executive Officer, respectively, may be entitled to equity compensation, including restricted stock options or other equity awards, pursuant to the Omnibus Incentive Plan.
(b)-(j) The Reporting Persons may, directly or through one or more affiliates, from time to time or at any time, (i) engage in discussions with or market proposals to the Board of Directors of the Issuer (the "Board"), other stockholders of the Issuer, and/or third parties, or (ii) encourage, cause or seek to cause the Issuer or any of such persons: to consider or explore extraordinary corporate transactions involving the Issuer, including, among other things, a merger, reorganization, consolidation or other take-private transaction that could result in the de-listing or de-registration of the Class A Common Stock; sales or acquisitions of assets or businesses; joint ventures; changes to the Issuer's capitalization or dividend policy; or other material changes to the Issuer's business or capital or governance structure. Any action or actions the Reporting Persons may undertake with respect to its investment in the Issuer will be dependent upon the Reporting Person's view of numerous factors, including, among other things, the Issuer's business, prospects, and/or financial condition, the market for the Class A Common Stock, general economic conditions, regulatory matters, tax considerations, debt and/or stock market conditions, other opportunities available to the Reporting Person, and other factors and future developments. |
| (c) | The following table lists the Reporting Persons' transactions in the Issuer's securities that were effected during the sixty day period prior to the filing of this Amendment No. 3.
Reporting Person Transaction Date No. of Shares Price
AJN Open Market Sale 06/13/2025 6,986 $0.51
Direct Digital Management Exchange of Class A Common Units of Direct Digital Holdings, LLC 06/18/2025 350,000 N/A
Direct Digital Management Distribution to Members 06/18/2025 350,000 N/A
SKW Receipt of Class A Common Stock distributed by Direct Digital Management 06/18/2025 185,000 N/A
AJN Receipt of Class A Common Stock distributed by Direct Digital Management 06/18/2025 165,000 N/A
SKW Open Market Sale 07/14/2025 20,476 $0.55
AJN Open Market Sale 07/14/2025 21,154 $0.55
SKW Open Market Sale 07/15/2025 8,100 $0.54
AJN Open Market Sale 07/15/2025 8,066 $0.54
SKW Open Market Sale 07/16/2025 11,694 $0.53
AJN Open Market Sale 07/16/2025 11,603 $0.53
SKW Open Market Sale 07/17/2025 19,950 $0.52
AJN Open Market Sale 07/17/2025 19,315 $0.52
SKW Open Market Sale 07/18/2025 19,488 $0.51
AJN Open Market Sale 07/18/2025 19,777 $0.51
SKW Open Market Sale 07/21/2025 16,987 $0.52
AJN Open Market Sale 07/21/2025 16,735 $0.52
SKW Open Market Sale 07/22/2025 15,321 $0.51
AJN Open Market Sale 07/22/2025 15,470 $0.51
SKW Open Market Sale 07/23/2025 11,934 $0.51
AJN Open Market Sale 07/23/2025 5,567 $0.51
SKW Open Market Sale 07/24/2025 15,800 $0.53
SKW Open Market Sale 07/25/2025 8,900 $0.53
SKW Open Market Sale 07/28/2025 8,050 $0.54 |