Toast, Inc. (TOST) CRO exercises options and sells 11,170 shares under plan
Filing Impact
Filing Sentiment
Form Type
4
Rhea-AI Filing Summary
Toast, Inc. Chief Revenue Officer Jonathan Vassil exercised stock options for a total of 11,170 Class A shares at $2.2100 per share on July 13 and 14, 2026, and sold an equal 11,170 shares in open-market transactions at weighted-average prices of $30.1930 and $30.0180. A footnote states these transactions were effected pursuant to a Rule 10b5-1 trading plan adopted on March 13, 2026. Following the reported transactions, he holds 69,966 Class A shares directly, 84,269 shares indirectly through The Jonathan S. Vassil Grantor Retained Annuity Trust #1, and 314,431 remaining stock options expiring on April 21, 2030.
Positive
- None.
Negative
- None.
Insider Trade Summary 10b5-1
Net Seller: 11,170 shares ($336,906)
Net Sell
7 txns
Insider
Vassil Jonathan
Role
Chief Revenue Officer
Sold
11,170 shs ($337K)
| Type | Security | Shares | Price | Value |
|---|---|---|---|---|
| Exercise | Stock Option (Right to Buy) | 2,000 | $0.00 | -- |
| Exercise | Class A Common Stock | 2,000 | $2.21 | $4K |
| Sale | Class A Common Stock | 2,000 | $30.018 | $60K |
| Exercise | Stock Option (Right to Buy) | 9,170 | $0.00 | -- |
| Exercise | Class A Common Stock | 9,170 | $2.21 | $20K |
| Sale | Class A Common Stock | 9,170 | $30.193 | $277K |
| holding | Class A Common Stock | -- | -- | -- |
Holdings After Transaction:
Stock Option (Right to Buy) — 314,431 shares (Direct);
Class A Common Stock — 71,966 shares (Direct);
Class A Common Stock — 84,269 shares (Indirect, The Jonathan S. Vassil Grantor Retained Annuity Trust #1)
Footnotes (1)
- This transaction was effected pursuant to a Rule 10b5-1 trading plan adopted by the Reporting Person on March 13, 2026. The reported price in Column 4 is a weighted average price. These shares were sold in multiple transactions at prices ranging from $30.00 to $30.52 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. The reported price in Column 4 is a weighted average price. These shares were sold in multiple transactions at prices ranging from $30.00 to $30.07 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. The shares subject to this option are fully vested and exercisable as of the date hereof.
Key Figures
Shares sold July 13, 2026: 9170 shares
Shares sold July 14, 2026: 2000 shares
Options exercised July 13, 2026: 9170 shares
+4 more
7 metrics
Shares sold July 13, 2026
9170 shares
Class A Common Stock sold at weighted-average price of $30.1930 per share (code S)
Shares sold July 14, 2026
2000 shares
Class A Common Stock sold at weighted-average price of $30.0180 per share (code S)
Options exercised July 13, 2026
9170 shares
Stock options exercised into Class A Common Stock at $2.2100 per share (code M)
Options exercised July 14, 2026
2000 shares
Stock options exercised into Class A Common Stock at $2.2100 per share (code M)
Direct Class A holdings after transactions
69966 shares
Class A Common Stock held directly following July 2026 transactions
Indirect trust holdings
84269 shares
Class A Common Stock held indirectly via The Jonathan S. Vassil Grantor Retained Annuity Trust #1 as of July 13, 2026
Remaining stock options
314431 options
Stock Option (Right to Buy) remaining after exercises, expiring April 21, 2030
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 by the Reporting Person"
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. These shares were sold in multiple transactions"
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) with exercise price of $2.2100"
AI-generated analysis. How Rhea-AI works. Not financial advice.
FAQ
What insider transactions did Toast (TOST) report for Jonathan Vassil?
Jonathan Vassil reported exercising options for 11,170 Class A shares and selling the same number in open-market trades. The paired option exercises (code M) and sales (code S) occurred on July 13 and 14, 2026.
What stock options did Vassil exercise in this Toast (TOST) filing?
He exercised stock options covering 9,170 shares on July 13, 2026 and 2,000 shares on July 14, 2026. These options had a $2.2100 exercise price, were fully vested and exercisable, and relate to options expiring on April 21, 2030.
Were Vassil’s Toast (TOST) stock sales made under a Rule 10b5-1 trading plan?
Yes. A footnote states the transaction was effected pursuant to a Rule 10b5-1 trading plan adopted by Vassil on March 13, 2026. Such plans pre-schedule trades, which can reduce the informational value of the timing of these sales.
What indirect Toast (TOST) holdings does Vassil report in this Form 4?
Vassil reports 84,269 Toast Class A shares held indirectly as of July 13, 2026. These are owned through The Jonathan S. Vassil Grantor Retained Annuity Trust #1, indicating an estate-planning vehicle holding Toast stock on his behalf.