Matthew Ryan Cole - 01 Oct 2025 Form 4 Insider Report for Strive, Inc. (ASST)

Reporting relationship: Chief Executive Officer, Director
Issuer ticker: ASST
Reported as of: 01 Oct 2025
Net transaction value: -$18,225,820
SEC form: 4
Accepted by SEC: 03 Oct 2025, 21:51:10 UTC
Prior SEC filing: 16 Sep 2025
Next SEC filing: 16 Dec 2025
Source filing: View source filing
Reporting owner signature: /s/ Brian Logan Beirne, attorney-in-fact for Matthew Ryan Cole

Key filing fact

Matthew Ryan Cole filed Form 4 for Strive, Inc. (ASST) on 03 Oct 2025.

Key facts

This page summarizes Matthew Ryan Cole's Form 4 filing for Strive, Inc. (ASST).
7 reported transactions and 7 derivative rows are listed below.
Accepted by SEC: 03 Oct 2025, 21:51.

Change

Previous filing in this sequence was filed on 16 Sep 2025.
Current net transaction value: -$18,225,820.

Research use

This tells you what this filing adds before you inspect full transaction and derivative tables.
You can trace every row back to the original SEC filing document.

Evidence

Filed on Form 4

Ownership activity is grounded in SEC Form 4 disclosures.

View source filing

Reporting Owners (1)

CIK 0002084252 Primary reporting owner

Cole Matthew Ryan

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

Reported derivative securities

Options, warrants, convertible securities, or similar derivative positions disclosed in the filing.

ASST transaction Derivative

Restricted Stock Units

Options Exercise

Transaction value
Shares: -18,459,504
Change %: -100%
Price
Shares after: 0
Date: 12 Sep 2025
Ownership: Direct
Underlying class: Class B Common Stock
Underlying amount: 18,459,504
Exercise price
Footnotes: F1, F2, F3, F4

ASST transaction Derivative

Class B Common Stock

Options Exercise

Transaction value
Shares: +18,459,504
Change %
Price
Shares after: 18,459,504
Date: 01 Oct 2025
Ownership: Direct
Underlying class: Class A Common Stock
Underlying amount: 18,459,504
Exercise price
Footnotes: F1, F2, F3

ASST transaction Derivative

Class B Common Stock

Tax liability

Transaction value: $18,155,825
Shares: -7,262,330
Change %: -39%
Price: $2.50
Shares after: 11,197,174
Date: 01 Oct 2025
Ownership: Direct
Underlying class: Class A Common Stock
Underlying amount: 7,262,330
Exercise price
Footnotes: F1, F2, F3, F5

ASST transaction Derivative

Restricted Stock Units

Options Exercise

Transaction value
Shares: -57,147
Change %: -100%
Price
Shares after: 0
Date: 01 Oct 2025
Ownership: By Spouse
Underlying class: Class B Common Stock
Underlying amount: 57,147
Exercise price
Footnotes: F1, F2, F3, F4, F6

ASST transaction Derivative

Class B Common Stock

Options Exercise

Transaction value
Shares: +57,147
Change %
Price
Shares after: 57,147
Date: 01 Oct 2025
Ownership: By Spouse
Underlying class: Class A Common Stock
Underlying amount: 57,147
Exercise price
Footnotes: F1, F2, F3

ASST transaction Derivative

Class B Common Stock

Tax liability

Transaction value: $69,995
Shares: -27,998
Change %: -49%
Price: $2.50
Shares after: 29,149
Date: 01 Oct 2025
Ownership: By Spouse
Underlying class: Class A Common Stock
Underlying amount: 27,998
Exercise price
Footnotes: F1, F2, F3, F5

ASST transaction Derivative

Class B Common Stock

Gift

Transaction value: $0
Shares: -3,691,901
Change %: -33%
Price: $0.000000
Shares after: 7,505,273
Date: 01 Oct 2025
Ownership: Direct
Underlying class: Class A Common Stock
Underlying amount: 3,691,901
Exercise price
Footnotes: F1, F2, F7

^* marks a reported price that did not pass the local price check.

Additional SEC filing notes

Filing notes and footnotes

Explanation of responses 7 footnotes

Footnote 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.

Footnote 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.

Footnote 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.

Footnote 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.

Footnote 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.

Footnote F6

Previously reported as 57,183 Restricted Stock Units due to an administrative error.

Footnote 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.