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HIMS Hims & Hers Health, Inc. Insider Trading

Latest: Director Bought $1.2M of Shares · May 2026

Multiple insiders have been active at Hims & Hers Health, Inc. (HIMS): 9 distinct insiders account for 2 buy filings and 71 sell filings as of Jun 2026. Its highest-significance filing in the last 90 days: Director David B Wells bought $1.2M, transaction dated May 2026.

73 filings analyzed · Latest 2026-06-23

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Buys
2
Sells
71
Insiders
9
Direction
Net selling

Hims & Hers Health, Inc. leadership

CEO
Andrew Dudum — Chief Executive Officer
CFO
Oluyemi Okupe — Chief Financial Officer
COO
Mike Chi — Chief Operating Officer
General Counsel
Soleil Boughton — Chief Legal Officer and Corporate Secretary
Chair
Andrew Dudum — Chief Executive Officer, Director and Chairman of the Board

Historically, stocks have lagged the S&P 500 by a median ~3% over the 90 days after a medium insider sell (n ≈ 4,738, 2024-2026). Past results don't predict the future. How we measure this ↗

June 2026
2026-06-23 10b5-1 Plan
medium
Chief Medical Officer
23,726 shares
$830,410
@ $35.00
Significance 4

HIMS CMO Patrick Harrison Carroll sold 23,726 shares at $35.00 (total $830.4K); post-sale holdings 181.9K shares via scheduled 10b5-1 plan.

Patrick Harrison Carroll, Chief Medical Officer of Hims & Hers Health, Inc., executed a scheduled sale of 23,726 shares at $35.00 per share on 2026-06-18 under a pre-arranged 10b5-1 trading plan. The sale reduced his holdings by 11.5% from 205,587 shares to 181.9K shares. Since this transaction is part of a 10b5-1 plan, it is scheduled and automatic rather than a discretionary trade reflecting real-time market judgment. At current price $32.96, the stock is -53.2% from its 52-week high of $70.43, though it has appreciated 38.8% over the past 30 days and 58.2% over the past 90 days. Notably, Carroll's same-ticker history at HIMS shows mixed outcomes: his September 2025 sale was followed by -1.4% (30d) and -27.0% (90d) returns, while his August 2025 sale preceded -9.6% (30d) and -20.1% (90d) results, suggesting prior HIMS sales have not consistently aligned with subsequent stock performance. The company reported revenue of $608.1M with net income of -$92.1M in the latest quarter, alongside 59.0% annual revenue growth, indicating strong top-line momentum despite current profitability challenges.

2026-06-23 10b5-1 Plan
medium
Chief Financial Officer
18,197 shares
$619,217
@ $34.03
Significance 5

CFO Oluyemi Okupe sold 18.2K shares of HIMS at $34.03 under 10b5-1 plan; holds 284.3K shares post-trade plus 109,524 options.

Oluyemi Okupe, CFO of Hims & Hers Health, Inc., sold 18,197 shares at $34.03 on 2026-06-22 as part of a pre-arranged 10b5-1 trading plan adopted on 2025-05-21, reducing his non-derivative holdings by 6.0% to 284,321 shares while retaining 109,524 shares in stock options. The transaction is scheduled rather than discretionary. His prior sales at this ticker show mixed outcomes: the 30-day change following this filing's scheduled execution occurs during a period when HIMS has gained 38.8% over the last 30 days, though the stock remains 53.2% below its 52-week high of $70.43. The company's latest quarter shows $608,104,000 in revenue and a net loss of $92,115,000, with annual revenue growth of +59.0% year-over-year, indicating growth amid current unprofitability.

2026-06-17 10b5-1 Plan
medium
30,040 shares
$946,260
@ $31.50
Significance 5

CTO Mohamed Elshenawy sold 30,040 shares of HIMS at $31.50 under 10b5-1 plan; holds 101.0K shares post-sale.

Mohamed Elshenawy, CTO of Hims & Hers, executed a scheduled sale of 30,040 shares on 2026-06-17 at $31.50 per share under a pre-arranged 10b5-1 trading plan adopted 2025-12-01, reducing his non-derivative holdings from 131.1K to 101.0K shares. The transaction was systematic and predetermined rather than discretionary, meaning timing was not a factor in the trade decision. The current stock price of $31.89 sits -54.7% from the 52-week high of $70.43, while the company reported quarterly revenue of $608.1M with a net loss of $-92.1M and annual revenue growth of +59.0%. The insider maintains substantial derivative holdings of 1,129,964 shares through restricted stock units, indicating continued material stake in the company despite the non-derivative share reduction.

May 2026
2026-05-26
high
48,400 shares
$1,172,974
@ $24.24
Significance 6

Director David B Wells purchases 48,400 HIMS shares at $24.24 for $1,172,974.00; holdings rise 27.5% to 224,417 shares

David B Wells, a Director of Hims & Hers Health, purchased 48,400 shares at $24.24 on 2026-05-26 in an open-market transaction totaling $1,172,974.00, increasing his holdings by 27.5% to 224,417 shares. The purchase occurs against mixed fundamentals: Hims reported $608,104,000.00 in latest-quarter revenue with strong 59.0% annual growth, yet recorded a net loss of $-92,115,000.00. His prior trading at HIMS shows 2 completed sells (on 2024-11-13 and 2024-02-28) that both posted substantially positive 90-day returns (+45.3% and +45.2% respectively), indicating poorly-timed exits that missed significant post-sale gains. The buy transaction itself is material in size relative to his historical trading activity and represents a discrete accumulation gesture in a growth-stage healthcare company operating at net loss.

April 2026
2026-04-22 10b5-1 Plan
low
Chief Financial Officer
19,645 shares
$588,615
@ $29.96
Significance 3

CFO Okupe Oluyemi sold 19,645 shares of HIMS at $29.96 under pre-arranged 10b5-1 plan; retains 262,954 shares.

Okupe Oluyemi, CFO of Hims & Hers Health, Inc., executed a sale of 19,645 shares at $29.96 on 2026-04-20 under a pre-arranged 10b5-1 trading plan adopted on 2025-05-21. This is a scheduled, non-discretionary transaction governed by the plan, so the timing reflects plan mechanics rather than active decision-making around current market conditions. Post-transaction, his holdings remain substantial at 262,954 shares, representing a -7.0% reduction from the prior level of 282,599 shares. The transaction reduced his position but did not exit the company; continued significant equity ownership by the CFO is an observable fact for investors assessing management stake alignment.

2026-04-20 10b5-1 Plan
low
Chief Financial Officer
54,927 shares
$1,457,305
@ $26.53
Significance 3

CFO Okupe Oluyemi sells 54,927 HIMS shares for $1,457,305.25 via scheduled 10b5-1 plan

Okupe Oluyemi, CFO of Hims & Hers Health, executed 2 separate sales totaling 54,927 shares for $1,457,305.25 across April 16–17, 2026, at prices ranging from $25.90 to $27.83 per share. This sale was conducted under a 10b5-1 trading plan adopted on 2025-05-21, meaning the transactions were scheduled in advance rather than discretionary. Post-transaction, Oluyemi held 270,046 shares, representing a 16.9% reduction from the prior holding of 324,973 shares. As a scheduled plan execution, the sale reflects predetermined liquidity or portfolio management rather than a real-time response to company developments or market conditions.

March 2026
2026-03-18 10b5-1 Plan
low
Chief Operating Officer
97,289 shares
$2,402,065
@ $24.69
Significance 4

Chi Michael, then-COO, sold 97,289 HIMS shares at $24.69 under pre-arranged 10b5-1 plan; retains 407,282 shares

Chi Michael, who was COO at the time of the transaction, sold 97,289 shares (19.3% of pre-transaction holdings) at $24.69 on 2026-03-17 as part of a pre-arranged 10b5-1 trading plan adopted on 2025-03-04. Because this sale was scheduled under a 10b5-1 arrangement rather than discretionary, it reflects a contractual selling schedule established months earlier and does not signal timing-based confidence or concern at the sale date. The transaction reduced his position to 407,282 shares, meaning he retains material equity exposure to the company.

December 2025
2025-12-23 10b5-1 Plan
low
Chief Financial Officer
23,090 shares
$824,710
@ $35.72
Significance 3

CFO Okupe Oluyemi sold 23,090 shares of HIMS at $35.72 under pre-arranged 10b5-1 plan

Okupe Oluyemi, Chief Financial Officer of Hims & Hers Health, Inc., sold 23,090 shares at $35.72 on 2025-12-22, reducing his holdings from 117,423 shares to 94,333 shares. This transaction was executed under a 10b5-1 trading plan adopted on 2025-05-21, meaning the sale was scheduled in advance and not discretionary. The 19.7% reduction in holdings reflects a scheduled divestiture with no signal regarding current conviction or market outlook, as the timing and volume were determined months prior to execution.

2025-12-18 10b5-1 Plan
low
Chief Operating Officer
13,750 shares
$504,762
@ $36.71
Significance 3

Then-COO Chi Michael sells 13,750 HIMS shares at $36.71 under pre-arranged 10b5-1 plan

Chi Michael, who was Chief Operating Officer at the time of filing, sold 13,750 shares (305.2K shares post-transaction, representing a 4.3% reduction from prior holdings) at $36.71 per share for total value of $504,762.50 on 2025-12-17. This sale was executed under a pre-arranged 10b5-1 trading plan adopted on 2025-03-04, meaning it was scheduled and not a discretionary decision. Since the transaction follows a pre-arranged plan rather than a reactive market decision, it provides limited signal about current insider sentiment or market timing judgment specific to this moment. The sale reduces his holdings but maintains a substantial 305.2K-share position.

November 2025
2025-11-19 10b5-1 Plan
medium
Chief Financial Officer
23,187 shares
$853,490
@ $36.81
Significance 5

HIMS CFO Okupe sells 23,187 shares (23.2K) at $36.81 under pre-arranged 10b5-1 plan; post-transaction holdings 70,232 shares

Okupe Oluyemi, HIMS Chief Financial Officer, executed a sale of 23,187 shares at $36.81 on 2025-11-17 under a 10b5-1 trading plan adopted on 2025-05-21, reducing his holdings from 93,419 shares to 70,232 shares. The transaction represents a 24.8% reduction in holdings and generated approximately $853,490.28. As a pre-arranged and scheduled transaction under Rule 10b5-1, this sale reflects contractual execution rather than a discretionary trade decision, and therefore does not convey timing-based market signals about insider confidence at this price.

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