Toast CRO exercises options, sells 13,797 shares
Toast, Inc. Chief Revenue Officer Jonathan Vassil reported option exercises and a related share sale on August 11, 2026 under a Rule 10b5-1 trading plan adopted on March 13, 2026.
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Form Type
4
Rhea-AI Filing Summary
Toast, Inc. Chief Revenue Officer Jonathan Vassil reported option exercises and a related share sale on August 11, 2026 under a Rule 10b5-1 trading plan adopted on March 13, 2026. He exercised stock options for a total of 13,797 shares of Class A common stock at exercise prices of $17.38 and $17.33 per share and sold 13,797 shares of Class A common stock at a weighted average price of $36.012 per share in multiple transactions. Following these transactions, 84,269 shares of Class A common stock are reported as held indirectly through The Jonathan S. Vassil Grantor Retained Annuity Trust #1.
Insider Trade Summary 10b5-1
Exercise and Sale: 13,797 shares ($257K approx. pre-tax spread)
Exercise and Sale
6 txns
Insider
Vassil Jonathan
Role
Chief Revenue Officer
Sold
13,797 shs ($497K)
Approx. gross sale proceeds
$497K
Approx. exercise cost
$239K
Approx. pre-tax spread
$257K
| Type | Security | Shares | Price | Value |
|---|---|---|---|---|
| Exercise | Stock Option (Right to Buy) F1, F3 | 7,651 | $0.00 | $0.00 |
| Exercise | Stock Option (Right to Buy) F1, F4 | 6,146 | $0.00 | $0.00 |
| Exercise | Class A Common Stock F1 | 7,651 | $17.38 | $133K |
| Exercise | Class A Common Stock F1 | 6,146 | $17.33 | $107K |
| Sale | Class A Common Stock F2 | 13,797 | $36.012 | $497K |
| holding | Class A Common Stock | -- | -- | -- |
Holdings After Transaction:
Stock Option (Right to Buy) — 465,042 contracts (Direct);
Class A Common Stock — 69,966 shares (Direct);
Class A Common Stock — 84,269 shares (Indirect, The Jonathan S. Vassil Grantor Retained Annuity Trust #1)
Footnotes (4)
- F1. This transaction was effected pursuant to a Rule 10b5-1 trading plan adopted by the Reporting Person on March 13, 2026.
- F2. The reported price in Column 4 is a weighted average price. These shares were sold in multiple transactions at prices ranging from $36 to $36.05 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 sold at each separate price within this price range set forth in this footnote.
- F3. The shares subject to this option are fully vested and exercisable as of the date hereof.
- F4. The shares underlying this option shall vest and become exercisable in sixteen equal quarterly installments following April 1, 2023.
Key Figures
Options exercised (grant 1): 7,651 shares at $17.38
Options exercised (grant 2): 6,146 shares at $17.33
Shares sold: 13,797 shares at $36.012
+2 more
5 metrics
Options exercised (grant 1)
7,651 shares at $17.38
Stock option (Right to Buy) exercisable into Class A Common Stock, expiring March 15, 2032
Options exercised (grant 2)
6,146 shares at $17.33
Stock option (Right to Buy) exercisable into Class A Common Stock, expiring March 10, 2033
Shares sold
13,797 shares at $36.012
Sale of Class A Common Stock on August 11, 2026 at weighted average price with trades from $36 to $36.05
Shares exercised from options
13,797 shares
Total Class A Common Stock acquired from option exercises on August 11, 2026
Indirect holdings after transactions
84,269 shares
Class A Common Stock held indirectly through The Jonathan S. Vassil Grantor Retained Annuity Trust #1
Key Terms
Rule 10b5-1 trading plan, weighted average price, Grantor Retained Annuity Trust, Stock Option (Right to Buy
4 terms
Rule 10b5-1 trading plan regulatory
"This transaction was effected pursuant to a Rule 10b5-1 trading plan adopted"
A Rule 10b5-1 trading plan is a pre-arranged schedule that allows company insiders to buy or sell stock at specific times, even if they have inside information. It helps prevent accusations of unfair trading by making these transactions look planned and transparent, rather than sneaky or illegal.
weighted average price financial
"The reported price 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.
Grantor Retained Annuity Trust financial
"The Jonathan S. Vassil Grantor Retained Annuity Trust #1"
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.
Stock Option (Right to Buy financial
"security_title: Stock Option (Right to Buy)"
FAQ
AI-generated questions and answers. How Rhea-AI works. Not financial advice.
What did Toast (TOST) Chief Revenue Officer Jonathan Vassil report in this Form 4?
Jonathan Vassil reported exercising stock options for 13,797 Toast Class A shares and selling 13,797 shares of Class A common stock on August 11, 2026, in transactions tied to previously granted options.
What options did Jonathan Vassil exercise in Toast (TOST) stock?
He exercised stock options covering 7,651 shares at $17.38 per share, expiring March 15, 2032, and 6,146 shares at $17.33 per share, expiring March 10, 2033, receiving an equal number of Class A shares.
Were Jonathan Vassil’s Toast (TOST) transactions under a Rule 10b5-1 plan?
Yes. The filing states the transactions were effected pursuant to a Rule 10b5-1 trading plan adopted by Jonathan Vassil on March 13, 2026, indicating the trades were pre-arranged under that plan.
What does the weighted average price disclosure mean in this Toast (TOST) Form 4?
The Form 4 notes the $36.012 figure is a weighted average price; the 13,797 shares were sold in multiple trades at prices between $36 and $36.05, and detailed breakdowns are available on request.
AI-generated analysis. How Rhea-AI works. Not financial advice.
