Oluyemi Okupe - Sep 15, 2025 Form 4 Insider Report for Hims & Hers Health, Inc. (HIMS)

Role
Chief Financial Officer
Signature
/s/ Kimberly Mather, Attorney-in-Fact for Oluyemi Okupe
Stock symbol
HIMS
Transactions as of
Sep 15, 2025
Transactions value $
-$10,605,789
Form type
4
Date filed
9/17/2025, 07:24 PM
Previous filing
Aug 28, 2025
Next filing
Sep 24, 2025
SEC
View on sec.gov

Reporting Owners (1)

Name Relationship Address Signature Signature date CIK
Okupe Oluyemi Chief Financial Officer 2269 CHESTNUT STREET, #523, SAN FRANCISCO /s/ Kimberly Mather, Attorney-in-Fact for Oluyemi Okupe 2025-09-17 0001907056

Transactions Table

Type Sym Class Transaction Value $ Shares Change % * Price $ Shares After Date Ownership Footnotes
transaction HIMS Class A Common Stock Options Exercise +105K +90.06% 222K Sep 15, 2025 Direct F1
transaction HIMS Class A Common Stock Tax liability -$3.13M -58K -26.13% $53.96 164K Sep 15, 2025 Direct F2
transaction HIMS Class A Common Stock Options Exercise $551K +110K +67.08% $5.01 274K Sep 15, 2025 Direct F3
transaction HIMS Class A Common Stock Sale -$6.51M -118K -42.99% $55.25 156K Sep 15, 2025 Direct F3, F4
transaction HIMS Class A Common Stock Sale -$1.52M -27.2K -17.42% $55.79 129K Sep 15, 2025 Direct F3, F5
holding HIMS Class A Common Stock 7.85K Sep 15, 2025 Held by Oluyemi Okupe Separate Property Trust dtd 9-1-2021

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 HIMS Restricted Stock Unit Options Exercise $0 -52.4K -33.33% $0.00 105K Sep 15, 2025 Class A Common Stock 52.4K Direct F1, F6
transaction HIMS Restricted Stock Unit Options Exercise $0 -18.3K -14.29% $0.00 110K Sep 15, 2025 Class A Common Stock 18.3K Direct F1, F7
transaction HIMS Restricted Stock Unit Options Exercise $0 -23K -9.09% $0.00 230K Sep 15, 2025 Class A Common Stock 23K Direct F1, F8
transaction HIMS Restricted Stock Unit Options Exercise $0 -11.5K -6.67% $0.00 161K Sep 15, 2025 Class A Common Stock 11.5K Direct F1, F9
transaction HIMS Stock Option (right to buy) Options Exercise $0 -110K -31.45% $0.00 240K Sep 15, 2025 Class A Common Stock 110K $5.01 Direct F3, F10
* An asterisk sign (*) next to the price indicates that the price is likely invalid.

Buy Plan / Sale Plan: These are also open market purchases/sales of shares, but in this case the transaction is part of a trading plan. Rule 10b5-1 allows insiders to setup a trading plan to buy/sell stocks over a certain period of time. Since the purchases/sales are predetermined, this protects the insiders from violating insider trading law.

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).

Explanation of Responses:

Id Content
F1 The Restricted Stock Units ("RSUs") represent a contingent right to receive one share of Class A Common Stock for each RSU.
F2 The shares of Class A Common Stock were withheld by the issuer to cover tax withholding obligations in connection with the reported vesting and settlement of RSUs.
F3 The stock option exercises and sales reported on this Form 4 were effected pursuant to a Rule 10b5-1 trading plan adopted on May 21, 2025 by the Reporting Person.
F4 Price reported constitutes the average weighted price of shares sold. Shares were sold at varying prices in the range of $54.725 - $55.720. The Reporting Person hereby undertakes, upon request of the Commission, the issuer or a security holder of the issuer, to provide full information regarding the number of shares sold at each separate price.
F5 Price reported constitutes the average weighted price of shares sold. Shares were sold at varying prices in the range of $55.725 - $55.875. The Reporting Person hereby undertakes, upon request of the Commission, the issuer or a security holder of the issuer, to provide full information regarding the number of shares sold at each separate price.
F6 The RSUs are subject to a service-based vesting requirement, which shall be satisfied over a 4-year period, with the RSUs vesting 25% on March 15, 2023, and the remaining 75% vesting in substantially equal quarterly installments on the specified vesting dates of March 15, June 15, September 15 and December 15 (each, a "Company Quarterly Vesting Date").
F7 The RSUs are subject to a service-based vesting requirement, which shall be satisfied over a 4-year period, with the RSUs vesting in substantially equal quarterly installments on each Company Quarterly Vesting Date occurring on or after June 15, 2023.
F8 The RSUs are subject to a service-based vesting requirement, which shall be satisfied over a 4-year period, with the RSUs vesting in substantially equal quarterly installments on the specified vesting dates of March 15, June 15, September 15 and December 15 (each, a "Company Quarterly Vesting Date"), with the first such vesting date on June 15, 2024.
F9 The RSUs are subject to a service-based vesting requirement, which shall be satisfied over a 4-year period, with the RSUs vesting in substantially equal quarterly installments on the specified vesting dates of March 15, June 15, September 15 and December 15 (each, a "Company Quarterly Vesting Date"), with the first such vesting date on June 15, 2025.
F10 25% of the options will vest on the twelve (12) month anniversary of the Vesting Commencement Date of January 24, 2022. The balance of the shares shall vest in a series of thirty-six (36) successive equal monthly installments measured from the twelve (12) month anniversary of the Vesting Commencement Date, subject to optionholder's continuous Service (as defined in the Plan) as of each such vesting date.