Waystar CEO Hawkins sells 82,500 shares after exercise
The shares were sold in multiple transactions priced from $28.33 to $29.30 under a Rule 10b5-1(c) plan adopted March 13, 2026.
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Form Type
4
Rhea-AI Filing Summary
Waystar Holding Corp. (WAY) CEO Matthew J. Hawkins exercised vested options covering 82,500 shares at an exercise price of $4.14 per share on November 10, 2026, and sold 82,500 shares at a weighted average price of $28.7475 per share. Both transactions occurred automatically pursuant to a Rule 10b5-1(c) plan adopted March 13, 2026. After the exercise, 1,345,098 stock options were reported directly; separate options held through 2024 and 2025 grantor retained annuity trusts covered 66,374 and 46,208 underlying shares, respectively.
Insider Trade Summary 10b5-1
Exercise and Sale: 82,500 shares ($2.03M approx. pre-tax spread)
Exercise and Sale
3 txns
Insider
Hawkins Matthew J.
Role
Chief Executive Officer
Sold
82,500 shs ($2.37M)
Approx. gross sale proceeds
$2.37M
Approx. exercise cost
$342K
Approx. pre-tax spread
$2.03M
| Type | Security | Shares | Price | Value |
|---|---|---|---|---|
| Exercise | Stock Options (right to buy) F4 | 82,500 | $0.00 | $0.00 |
| Exercise | Common Stock F1, F2 | 82,500 | $4.14 | $342K |
| Sale | Common Stock F3, F1, F2 | 82,500 | $28.7475 | $2.37M |
| Holding | Stock Options (right to buy) F4 | -- | -- | -- |
| Holding | Stock Options (right to buy) F4 | -- | -- | -- |
Holdings After Transaction:
Stock Options (right to buy) — 1,345,098 options (Direct);
Common Stock — 1,804,794 shares (Direct);
Stock Options (right to buy) — 66,374 options (Indirect, By 2024 grantor retained annuity trust);
Stock Options (right to buy) — 46,208 options (Indirect, By 2025 grantor retained annuity trust)
Footnotes (4)
- F1. Includes unvested RSUs.
- F2. These transactions occurred automatically pursuant to a plan adopted by the Reporting Person on March 13, 2026 that is intended to satisfy the affirmative defense conditions of Rule 10b5-1(c).
- F3. The price reported in Column 4 is a weighted average price. These shares of common stock, par value $0.01 per share ("Common Stock") of Waystar Holding Corp. (the "Issuer") were sold in multiple transactions ranging from $28.33 to $29.30, inclusive. The Reporting Person undertakes to provide to the Issuer, any security holder of the Issuer, or the staff of the Securities and Exchange Commission, upon request, full information regarding the number of shares of Common Stock sold at each separate price in the range set forth in this footnote.
- F4. These options are currently vested.
Key Figures
Options exercised: 82,500 shares
Exercise price: $4.14 per share
Shares sold: 82,500 shares
+5 more
8 metrics
Options exercised
82,500 shares
November 10, 2026
Exercise price
$4.14 per share
Options exercised November 10, 2026
Shares sold
82,500 shares
November 10, 2026
Weighted average sale price
$28.7475 per share
Sale on November 10, 2026
Sale price range
$28.33 to $29.30 per share
Multiple transactions on November 10, 2026
Stock options reported directly after exercise
1,345,098 options
Following the November 10, 2026 transaction
Option underlying shares held through 2024 grantor retained annuity trust
66,374 shares
Options expiring November 1, 2027
Option underlying shares held through 2025 grantor retained annuity trust
46,208 shares
Options expiring November 1, 2027
Key Terms
Rule 10b5-1(c), weighted average price, unvested RSUs, grantor retained annuity trust
4 terms
Rule 10b5-1(c) regulatory
"plan adopted by the Reporting Person"
Rule 10b5-1(c) is an SEC guideline that lets company insiders set up a written, pre-planned schedule to buy or sell their company stock when they are not in possession of material, nonpublic information. For investors, it matters because such plans can reduce the appearance of insider trading by separating decisions from inside knowledge—like putting your trades on autopilot—while also requiring scrutiny since pre-planned trades can still affect market confidence and share value.
weighted average price financial
"The price reported in Column 4 is a weighted average price"
Weighted average price is the average price of a security where each trade or component is counted according to its size, so bigger trades pull the average more than smaller ones. Think of it like calculating the average cost of a grocery haul where items you bought more of have greater influence on the final per-item cost. Investors use it to understand the true average price paid or received, judge execution quality, and compare trading performance against market movement.
unvested RSUs financial
"Includes unvested RSUs"
grantor retained annuity trust financial
"By 2024 grantor retained annuity trust"
A grantor retained annuity trust (GRAT) is an estate-planning tool where the person who creates the trust transfers assets into it but receives fixed cash payments (an annuity) from the trust for a set number of years; whatever remains after that term passes to designated beneficiaries. It matters to investors because it can shift future appreciation of assets out of the creator’s taxable estate—like putting an asset into a timed vending machine that pays you fixed amounts while any extra value that grows inside the machine goes to heirs with reduced gift or estate tax consequences.
FAQ
AI-generated questions and answers. How Rhea-AI works. Not financial advice.
How many WAY options did Matthew J. Hawkins exercise, and what was the exercise price?
Matthew J. Hawkins exercised options covering 82,500 shares at an exercise price of $4.14 per share on November 10, 2026. The options were reported as vested.
AI-generated analysis. How Rhea-AI works. Not financial advice.
