Toast CRO exercises options, sells 3,150 shares
Toast, Inc. Chief Revenue Officer Jonathan Vassil reported an option exercise and related share sale in Class A Common Stock.
Rhea-AI Filing Summary
Toast, Inc. Chief Revenue Officer Jonathan Vassil reported an option exercise and related share sale in Class A Common Stock. He exercised stock options for 3,150 shares at $2.21 per share and on the same date sold 3,150 shares at a weighted average price of $30.029 per share in an open-market transaction. The sale was executed under a Rule 10b5-1 trading plan adopted on March 13, 2026, indicating it was pre-scheduled. Following these transactions, he held 69,966 shares directly, while an additional 84,269 shares were held indirectly through The Jonathan S. Vassil Grantor Retained Annuity Trust #1.
Positive
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Negative
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Insider Trade Summary 10b5-1
Exercise and Sale: 3,150 shares ($88K approx. pre-tax spread)
Exercise and Sale
4 txns
Insider
Vassil Jonathan
Role
Chief Revenue Officer
Sold
3,150 shs ($95K)
Approx. gross sale proceeds
$95K
Approx. exercise cost
$7K
Approx. pre-tax spread
$88K
| Type | Security | Shares | Price | Value |
|---|---|---|---|---|
| Exercise | Stock Option (Right to Buy) | 3,150 | $0.00 | $0.00 |
| Exercise | Class A Common Stock | 3,150 | $2.21 | $7K |
| Sale | Class A Common Stock | 3,150 | $30.029 | $95K |
| holding | Class A Common Stock | -- | -- | -- |
Holdings After Transaction:
Stock Option (Right to Buy) — 325,601 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 $30.00 to $30.25 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
Shares sold: 3,150 shares
Weighted average sale price: $30.029 per share
Option exercise price: $2.21 per share
+5 more
8 metrics
Shares sold
3,150 shares
Class A Common Stock sold in open-market transaction
Weighted average sale price
$30.029 per share
Open-market sales between $30.00 and $30.25
Option exercise price
$2.21 per share
Stock Option (Right to Buy) exercised for 3,150 shares
Direct holdings after transactions
69,966 shares
Class A Common Stock held directly by Jonathan Vassil
Indirect holdings after transactions
84,269 shares
Held via The Jonathan S. Vassil Grantor Retained Annuity Trust #1
Options position after exercise entry
325,601 options
Stock Option (Right to Buy) total reported following derivative transaction
Rule 10b5-1 plan adoption date
March 13, 2026
Governs timing of the reported stock sale
Option expiration date
April 21, 2030
Expiration of Stock Option (Right to Buy) grant
Key Terms
Rule 10b5-1 trading plan, Grantor Retained Annuity Trust, weighted average price, Stock Option (Right to Buy), +1 more
5 terms
Rule 10b5-1 trading plan regulatory
"This transaction was effected pursuant to a Rule 10b5-1 trading plan adopted by the Reporting Person on March 13, 2026."
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.
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.
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.
Stock Option (Right to Buy) financial
"security_title: "Stock Option (Right to Buy)""
Class A Common Stock financial
"security_title: "Class A Common Stock""
Class A common stock is a category of a company’s shares that carries a specific set of ownership rights—most commonly defined voting power and claims on dividends—set out in the company’s charter. For investors it matters because the class determines how much influence you have over corporate decisions, the share’s likely dividend and trading behavior, and how it compares in value to other share classes, like choosing a particular seat with different privileges at the company’s decision-making table.
FAQ
What insider transaction did Toast (TOST) report for Jonathan Vassil?
Toast reported that Chief Revenue Officer Jonathan Vassil exercised options for 3,150 Class A shares at $2.21 and sold 3,150 shares at a weighted average price of $30.029 in an open-market transaction executed the same day.
Was the Toast (TOST) insider sale by Jonathan Vassil pre-planned?
Yes. The filing states the transaction was executed under a Rule 10b5-1 trading plan adopted by Jonathan Vassil on March 13, 2026, meaning the sale was pre-scheduled rather than timed discretionarily based on short-term market conditions.
What stock options did Jonathan Vassil exercise in Toast (TOST)?
He exercised stock options for 3,150 shares of Toast Class A Common Stock at an exercise price of $2.21 per share. The options are described as fully vested and exercisable as of the transaction date, with an expiration date of April 21, 2030.
What does the weighted average price mean in the Toast (TOST) Form 4?
The weighted average price of $30.029 reflects multiple sales of Toast shares between $30.00 and $30.25. The filing notes Vassil will provide full trade-by-trade details, including exact share counts at each price, upon request to the issuer or regulators.
AI-generated analysis. How Rhea-AI works. Not financial advice.
