Toast (NYSE: TOST) CRO sells 85,280 shares at $36.34
Rhea-AI Filing Summary
Toast, Inc. (TOST) reported that Chief Revenue Officer Jonathan Vassil exercised stock options and sold shares on August 21, 2026 under a Rule 10b5-1 trading plan adopted on March 13, 2026. He exercised options for 47,673 Class A shares at $17.38 and 37,607 shares at $17.33 per share.
On the same date he sold 85,280 Class A shares at a weighted average price of $36.34 per share in multiple transactions at prices between $36.00 and $36.67. Following these transactions, 84,269 Class A shares are reported as held indirectly through The Jonathan S. Vassil Grantor Retained Annuity Trust #1.
Positive
- None.
Negative
- None.
Insider Trade Summary 10b5-1
Exercise and Sale: 85,280 shares ($1.62M approx. pre-tax spread)
Exercise and Sale
6 txns
Insider
Vassil Jonathan
Role
Chief Revenue Officer
Sold
85,280 shs ($3.10M)
Approx. gross sale proceeds
$3.10M
Approx. exercise cost
$1.48M
Approx. pre-tax spread
$1.62M
| Type | Security | Shares | Price | Value |
|---|---|---|---|---|
| Exercise | Stock Option (Right to Buy) F1, F3 | 47,673 | $0.00 | $0.00 |
| Exercise | Stock Option (Right to Buy) F1, F4 | 37,607 | $0.00 | $0.00 |
| Exercise | Class A Common Stock F1 | 47,673 | $17.38 | $829K |
| Exercise | Class A Common Stock F1 | 37,607 | $17.33 | $652K |
| Sale | Class A Common Stock F1, F2 | 85,280 | $36.34 | $3.10M |
| holding | Class A Common Stock | -- | -- | -- |
Holdings After Transaction:
Stock Option (Right to Buy) — 365,831 shares (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 $36.67 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
Shares sold: 85,280 shares
Weighted average sale price: $36.34 per share
Options exercised @ $17.38: 47,673 shares
+5 more
8 metrics
Shares sold
85,280 shares
Class A Common Stock sold on August 21, 2026
Weighted average sale price
$36.34 per share
Sales of 85,280 Class A shares in multiple transactions
Options exercised @ $17.38
47,673 shares
Stock Option (Right to Buy) exercised into Class A Common Stock
Options exercised @ $17.33
37,607 shares
Stock Option (Right to Buy) exercised into Class A Common Stock
Indirect holdings after transaction
84,269 shares
Class A Common Stock held via The Jonathan S. Vassil Grantor Retained Annuity Trust #1
Rule 10b5-1 plan adoption date
March 13, 2026
Trading plan governing the reported transactions
Option expiration date (grant 1)
March 15, 2032
Expiration of 47,673-share option at $17.38
Option expiration date (grant 2)
March 10, 2033
Expiration of 37,607-share option at $17.33
Key Terms
Rule 10b5-1 trading plan, Stock Option (Right to Buy), Grantor Retained Annuity Trust
3 terms
Rule 10b5-1 trading plan regulatory
"This transaction was effected pursuant to a Rule 10b5-1 trading plan"
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.
Stock Option (Right to Buy) financial
"security_title: Stock Option (Right to Buy)"
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.
FAQ
What did Toast (TOST) executive Jonathan Vassil report in this Form 4?
Jonathan Vassil, Chief Revenue Officer of Toast, exercised stock options for 85,280 Class A shares and sold 85,280 Class A shares on August 21, 2026, with sales executed under a Rule 10b5-1 trading plan adopted on March 13, 2026.
What stock options did Jonathan Vassil exercise in Toast (TOST)?
He exercised two stock option grants: 47,673 options with an exercise price of $17.38 per share expiring March 15, 2032, and 37,607 options with an exercise price of $17.33 per share expiring March 10, 2033.
Were Jonathan Vassil’s Toast (TOST) trades made under a Rule 10b5-1 plan?
Yes. The filing states that the reported transactions were effected pursuant to a Rule 10b5-1 trading plan adopted by Jonathan Vassil on March 13, 2026.
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