Toast CRO sells 14,280 shares after option exercise
Toast, Inc. Chief Revenue Officer Jonathan Vassil exercised stock options for 14,280 Class A shares at $2.21 per share on August 3, 2026, then sold 14,280 shares at a weighted average of $32.887 (range $32.57–$33.215).
Rhea-AI Filing Summary
Toast, Inc. Chief Revenue Officer Jonathan Vassil exercised stock options for 14,280 Class A shares at $2.21 per share on August 3, 2026, then sold 14,280 shares at a weighted average of $32.887 (range $32.57–$33.215). Following the exercise, he held 300,151 options and indirectly held 84,269 shares via The Jonathan S. Vassil Grantor Retained Annuity Trust #1. These transactions were made under a Rule 10b5-1 trading plan adopted March 13, 2026, and the options are fully vested and exercisable.
Positive
- None.
Negative
- None.
Insider Trade Summary 10b5-1
Exercise and Sale: 14,280 shares ($438K approx. pre-tax spread)
Exercise and Sale
4 txns
Insider
Vassil Jonathan
Role
Chief Revenue Officer
Sold
14,280 shs ($470K)
Approx. gross sale proceeds
$470K
Approx. exercise cost
$32K
Approx. pre-tax spread
$438K
| Type | Security | Shares | Price | Value |
|---|---|---|---|---|
| Exercise | Stock Option (Right to Buy) F1, F3 | 14,280 | $0.00 | $0.00 |
| Exercise | Class A Common Stock F1 | 14,280 | $2.21 | $32K |
| Sale | Class A Common Stock F2 | 14,280 | $32.887 | $470K |
| holding | Class A Common Stock | -- | -- | -- |
Holdings After Transaction:
Stock Option (Right to Buy) — 300,151 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 (3)
- 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 $32.57 to $33.215 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.
Key Figures
Options exercised: 14,280 shares
Option exercise price: $2.21 per share
Shares sold: 14,280 shares
+4 more
7 metrics
Options exercised
14,280 shares
Class A Common Stock underlying options exercised on August 3, 2026
Option exercise price
$2.21 per share
Stock options converted into Class A Common Stock
Shares sold
14,280 shares
Class A Common Stock sold on August 3, 2026
Weighted average sale price
$32.887 per share
Sales executed between $32.57 and $33.215 per share
Options held after transactions
300,151 options
Stock options remaining following the reported exercise
Indirect share holdings
84,269 shares
Held through The Jonathan S. Vassil Grantor Retained Annuity Trust #1
Option expiration date
April 21, 2030
Expiration of the stock option from which 14,280 shares were exercised
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 financial
"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 holds indirect shares"
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 shows Stock Option (Right to Buy) for the derivative position"
FAQ
AI-generated questions and answers. How Rhea-AI works. Not financial advice.
What insider transactions did Toast (TOST) executive Jonathan Vassil report?
On August 3, 2026, Chief Revenue Officer Jonathan Vassil exercised stock options for 14,280 Toast Class A shares at $2.21 per share and then sold 14,280 shares at a weighted average price of $32.887, according to the insider transaction report.
Were the reported Toast (TOST) trades made under a Rule 10b5-1 plan?
Yes. The transactions are indicated as effected pursuant to a Rule 10b5-1 trading plan adopted by Jonathan Vassil on March 13, 2026, and the Rule 10b5-1 checkbox affirming use of a trading plan is marked on the insider report as filed.
AI-generated analysis. How Rhea-AI works. Not financial advice.
