Matthew Ryan Cole - Oct 1, 2025 Form 4 Insider Report for Strive, Inc. (ASST)

Signature
/s/ Brian Logan Beirne, attorney-in-fact for Matthew Ryan Cole
Stock symbol
ASST
Transactions as of
Oct 1, 2025
Transactions value $
-$18,225,820
Form type
4
Date filed
10/3/2025, 09:51 PM
Previous filing
Sep 16, 2025

Reporting Owners (1)

Name Relationship Address Signature Signature date CIK
Cole Matthew Ryan Chief Executive Officer, Director C/O STRIVE, INC., 200 CRESCENT COURT SUITE 1400, DALLAS /s/ Brian Logan Beirne, attorney-in-fact for Matthew Ryan Cole 2025-10-03 0002084252

Derivative Securities (e.g., puts, calls, warrants, options, convertible securities)

Type Sym Class Transaction Value $ Shares Change % * Price $ Shares After Date Underlying Class Amount Exercise Price Ownership Footnotes
transaction ASST Restricted Stock Units Options Exercise -18.5M -100% 0 Sep 12, 2025 Class B Common Stock 18.5M Direct F1, F2, F3, F4
transaction ASST Class B Common Stock Options Exercise +18.5M 18.5M Oct 1, 2025 Class A Common Stock 18.5M Direct F1, F2, F3
transaction ASST Class B Common Stock Tax liability -$18.2M -7.26M -39.34% $2.50 11.2M Oct 1, 2025 Class A Common Stock 7.26M Direct F1, F2, F3, F5
transaction ASST Restricted Stock Units Options Exercise -57.1K -100% 0 Oct 1, 2025 Class B Common Stock 57.1K By Spouse F1, F2, F3, F4, F6
transaction ASST Class B Common Stock Options Exercise +57.1K 57.1K Oct 1, 2025 Class A Common Stock 57.1K By Spouse F1, F2, F3
transaction ASST Class B Common Stock Tax liability -$70K -28K -48.99% $2.50 29.1K Oct 1, 2025 Class A Common Stock 28K By Spouse F1, F2, F3, F5
transaction ASST Class B Common Stock Gift $0 -3.69M -32.97% $0.00 7.51M Oct 1, 2025 Class A Common Stock 3.69M Direct F1, F2, F7
* An asterisk sign (*) next to the price indicates that the price is likely invalid.

Explanation of Responses:

Id Content
F1 Each share of Class B Common Stock of the Registrant, automatically and without further action by the Reporting Person, is converted into one share of Class A Common Stock, upon the occurrence of a Transfer, other than a Permitted Transfer (each as defined in the Registrant's Amended and Restated Articles of Incorporation) or all shares of Class B Common Stock, automatically and without further action by the Reporting Person, shall be converted into an identical number of shares of Class A Common Stock at such date and time, or the occurrence of an event, specified by the affirmative vote (or written consent if action by written consent of stockholders is permitted at such time under the Registrant's Amended and Restated Articles of Incorporation) of the holders of a majority of the total voting power of the outstanding Class B Common Stock, voting as a separate class.
F2 (Footnote 2 continued) The Class B Common Stock may also be converted into Class A Common Stock at the election of the Reporting Person.
F3 Each of the time-vesting condition and the performance vesting condition of the Restricted Stock Units was deemed to have been achieved subject to the closing by that certain Agreement and Plan of Merger dated as of May 6, 2025, as amended by that certain Amended and Restated Agreement and Plan of Merger, dated as of June 27, 2025, and such Restricted Stock Units were settled into shares of Class B Common Stock on October 1, 2025.
F4 Represents the settlement of Restricted Stock Units into shares of Class B Common Stock. Neither the Reporting Person nor the Reporting Person's spouse voluntarily sold any shares of Class A Common Stock or Class B Common Stock in connection with the transactions reported herein.
F5 Represents shares of Class B Common Stock withheld by the Registrant solely to cover required tax withholding obligations in connection with the settlement of Restricted Stock Units. The Reporting Person did not voluntarily sell any shares of Class B Common Stock or Class A Common Stock in connection with the transactions reported herein.
F6 Previously reported as 57,183 Restricted Stock Units due to an administrative error.
F7 On October 1, 2025, the Reporting Person made a gift of 3,691,901 shares of Class B Common Stock to a charitable organization. The charitable organization is directly controlled by the Reporting Person and his spouse. The Reporting Person and his spouse received no consideration for the gift and no longer beneficially own the gifted shares.