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Strive CEO Cole sells 58,789 shares for vesting taxes

The sale covered tax withholding tied to restricted-stock-unit vesting, while the gifted shares went to an organization controlled by the CEO and his spouse.

(Very High)

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Form Type
4

Rhea-AI Filing Summary

Strive, Inc. CEO Matthew Ryan Cole reported a sale of 58,789 shares of Class A Common Stock on October 5, 2026, at $31.3343 per share to cover tax withholding obligations tied to vesting and settlement of Restricted Stock Units; he did not voluntarily sell shares in the reported transactions. No Rule 10b5-1 plan is reported for the sale. He also gifted 81,783 shares of Class A Common Stock to a charitable organization directly controlled by him and his spouse. They received no consideration and no longer beneficially own the gifted shares.

Insights

Analyzing...

Insider Cole Matthew Ryan
Role Chief Executive Officer
Sold 58,789 shs ($1.84M)
Type Security Shares Price Value
Sale Class A Common Stock F1, F2 58,789 $31.3343 $1.84M
Gift Class A Common Stock F3 81,783 -- --
Holdings After Transaction: Class A Common Stock — 763,012 shares (Direct)
Footnotes (3)
  1. F1. The shares reported were sold to cover tax withholding obligations in connection with the vesting and settlement of Restricted Stock Units. The Reporting Person did not voluntarily sell any shares of Class A Common Stock in connection with the transactions reported herein.
  2. F2. One share was added to the direct holdings to offset rounding from the October 2, 2026 filing.
  3. F3. On October 5, 2026, the Reporting Person made a gift of 81,783 shares of Class A 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.
Shares Sold 58,789 shares Class A Common Stock; October 5, 2026
Sale Price per Share $31.3343 per share October 5, 2026 sale
Shares Gifted 81,783 shares Class A Common Stock; October 5, 2026
Restricted Stock Units financial
"vesting and settlement of Restricted Stock Units"
Restricted stock units are a type of company reward where employees are promised shares of stock, but they only fully own these shares after meeting certain conditions, like staying with the company for a set time. They matter because they can become valuable assets and are often used to motivate employees to help the company succeed.
tax withholding obligations financial
"sold to cover tax withholding obligations"
beneficially own regulatory
"no longer beneficially own the gifted shares"
Beneficially own means having the economic rights and risks of a security—such as the right to receive dividends, sell the shares, or profit from price changes—whether or not your name appears on the official share register. Think of it like renting a car: you use it and reap the benefits even if the title lists someone else. Investors care because beneficial ownership determines who truly controls value, must be disclosed under securities rules, and can signal potential influence or trading activity that affects a stock’s price.

FAQ

AI-generated questions and answers. How Rhea-AI works. Not financial advice.

How many ASST shares did the CEO sell, and at what price?

Strive, Inc. CEO Matthew Ryan Cole reported a sale of 58,789 shares of Class A Common Stock on October 5, 2026, at $31.3343 per share. The shares were sold to cover tax withholding obligations connected with vesting and settlement of Restricted Stock Units; he did not voluntarily sell shares in the reported transactions. No Rule 10b5-1 plan is reported for the sale.

How many ASST shares did Matthew Ryan Cole give to charity?

CEO Matthew Ryan Cole gifted 81,783 shares of Class A Common Stock to a charitable organization directly controlled by him and his spouse on October 5, 2026. They received no consideration and no longer beneficially own the gifted shares.

AI-generated analysis. How Rhea-AI works. Not financial advice.

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Learn about SEC filing dates
SEC Form 4
FORM 4UNITED STATES SECURITIES AND EXCHANGE COMMISSION
Washington, D.C. 20549

STATEMENT OF CHANGES IN BENEFICIAL OWNERSHIP

Filed pursuant to Section 16(a) of the Securities Exchange Act of 1934
or Section 30(h) of the Investment Company Act of 1940
OMB APPROVAL
OMB Number:3235-0287
Estimated average burden
hours per response:0.5
Check this box if no longer subject to Section 16. Form 4 or Form 5 obligations may continue. See Instruction 1(b).
Check this box to indicate that a transaction was made pursuant to a contract, instruction or written plan for the purchase or sale of equity securities of the issuer that is intended to satisfy the affirmative defense conditions of Rule 10b5-1(c). See Instruction 10.
1. Name and Address of Reporting Person*
Cole Matthew Ryan

(Last)(First)(Middle)
200 CRESCENT COURT
SUITE 1400

(Street)
DALLAS TEXAS 75201

(City)(State)(Zip)

UNITED STATES

(Country)
2. Issuer Name and Ticker or Trading Symbol
Strive, Inc. [ ASST ]
5. Relationship of Reporting Person(s) to Issuer
(Check all applicable)
XDirector10% Owner
XOfficer (give title below)Other (specify below)
Chief Executive Officer
2a. Foreign Trading Symbol
3. Date of Earliest Transaction (Month/Day/Year)
10/05/2026
6. Individual or Joint/Group Filing (Check Applicable Line)
XForm filed by One Reporting Person
Form filed by More than One Reporting Person
4. If Amendment, Date of Original Filed (Month/Day/Year)

Table I - Non-Derivative Securities Acquired, Disposed of, or Beneficially Owned
1. Title of Security (Instr. 3) 2. Transaction Date (Month/Day/Year)2A. Deemed Execution Date, if any (Month/Day/Year)3. Transaction Code (Instr. 8) 4. Securities Acquired (A) or Disposed Of (D) (Instr. 3, 4 and 5) 5. Amount of Securities Beneficially Owned Following Reported Transaction(s) (Instr. 3 and 4) 6. Ownership Form: Direct (D) or Indirect (I) (Instr. 4) 7. Nature of Indirect Beneficial Ownership (Instr. 4)
CodeVAmount(A) or (D)Price
Class A Common Stock10/05/2026S(1)58,789D$31.3343(1)844,795(2)D
Class A Common Stock10/05/2026G(3)81,783D(3)763,012D
Table II - Derivative Securities Acquired, Disposed of, or Beneficially Owned
(e.g., puts, calls, warrants, options, convertible securities)
1. Title of Derivative Security (Instr. 3) 2. Conversion or Exercise Price of Derivative Security 3. Transaction Date (Month/Day/Year)3A. Deemed Execution Date, if any (Month/Day/Year)4. Transaction Code (Instr. 8) 5. Number of Derivative Securities Acquired (A) or Disposed of (D) (Instr. 3, 4 and 5) 6. Date Exercisable and Expiration Date (Month/Day/Year)7. Title and Amount of Securities Underlying Derivative Security (Instr. 3 and 4) 8. Price of Derivative Security (Instr. 5) 9. Number of derivative Securities Beneficially Owned Following Reported Transaction(s) (Instr. 4) 10. Ownership Form: Direct (D) or Indirect (I) (Instr. 4) 11. Nature of Indirect Beneficial Ownership (Instr. 4)
CodeV(A)(D)Date ExercisableExpiration DateTitleAmount or Number of Shares
Explanation of Responses:
1. The shares reported were sold to cover tax withholding obligations in connection with the vesting and settlement of Restricted Stock Units. The Reporting Person did not voluntarily sell any shares of Class A Common Stock in connection with the transactions reported herein.
2. One share was added to the direct holdings to offset rounding from the October 2, 2026 filing.
3. On October 5, 2026, the Reporting Person made a gift of 81,783 shares of Class A 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.
Remarks:
Brian Logan Beirne, attorney-in-fact for Matthew Cole10/05/2026
** Signature of Reporting PersonDate
Reminder: Report on a separate line for each class of securities beneficially owned directly or indirectly.
* If the form is filed by more than one reporting person, see Instruction 4 (b)(v).
** Intentional misstatements or omissions of facts constitute Federal Criminal Violations See 18 U.S.C. 1001 and 15 U.S.C. 78ff(a).
Note: File three copies of this Form, one of which must be manually signed. If space is insufficient, see Instruction 6 for procedure.
Persons who respond to the collection of information contained in this form are not required to respond unless the form displays a currently valid OMB Number.
* Form 4: SEC 1474 (03-26)

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