STOCK TITAN

Toast (NYSE: TOST) CRO sells 3,150 shares after option exercise

Filing Impact
(Neutral)
Filing Sentiment
(Neutral)
Form Type
4

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

  • None.

Negative

  • None.
Insider Vassil Jonathan
Role Chief Revenue Officer
Sold 3,150 shs ($95K)
Type Security Shares Price Value
Exercise Stock Option (Right to Buy) 3,150 $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 shares (Direct, null); Class A Common Stock — 73,116 shares (Direct, null); Class A Common Stock — 84,269 shares (Indirect, The Jonathan S. Vassil Grantor Retained Annuity Trust #1)
Footnotes (1)
  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 $30.25 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. The shares subject to this option are fully vested and exercisable as of the date hereof.
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
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.
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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.

How many Toast (TOST) shares did Jonathan Vassil sell and at what price?

Jonathan Vassil sold 3,150 shares of Toast Class A Common Stock at a weighted average price of $30.029 per share, with individual sale prices ranging from $30.00 to $30.25 during the reported open-market transaction.

What are Jonathan Vassil’s Toast (TOST) share holdings after the Form 4 transactions?

After the reported transactions, Jonathan Vassil held 69,966 Toast Class A shares directly. An additional 84,269 shares were held indirectly through The Jonathan S. Vassil Grantor Retained Annuity Trust #1, according to the Form 4 disclosure.

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.
SEC Form 4
FORM 4UNITED STATES SECURITIES AND EXCHANGE COMMISSION
Washington, D.C. 20549

STATEMENT OF CHANGES IN BENEFICIAL OWNERSHIP

Filed pursuant to Section 16(a) of the Securities Exchange Act of 1934
or Section 30(h) of the Investment Company Act of 1940
OMB APPROVAL
OMB Number:3235-0287
Estimated average burden
hours per response:0.5
Check this box if no longer subject to Section 16. Form 4 or Form 5 obligations may continue. See Instruction 1(b).
X
Check this box to indicate that a transaction was made pursuant to a contract, instruction or written plan for the purchase or sale of equity securities of the issuer that is intended to satisfy the affirmative defense conditions of Rule 10b5-1(c). See Instruction 10.
1. Name and Address of Reporting Person*
Vassil Jonathan

(Last)(First)(Middle)
TOAST, INC.
333 SUMMER STREET

(Street)
BOSTON MASSACHUSETTS 02210

(City)(State)(Zip)

UNITED STATES

(Country)
2. Issuer Name and Ticker or Trading Symbol
Toast, Inc. [ TOST ]
5. Relationship of Reporting Person(s) to Issuer
(Check all applicable)
Director10% Owner
XOfficer (give title below)Other (specify below)
Chief Revenue Officer
2a. Foreign Trading Symbol
3. Date of Earliest Transaction (Month/Day/Year)
07/07/2026
6. Individual or Joint/Group Filing (Check Applicable Line)
XForm filed by One Reporting Person
Form filed by More than One Reporting Person
4. If Amendment, Date of Original Filed (Month/Day/Year)

Table I - Non-Derivative Securities Acquired, Disposed of, or Beneficially Owned
1. Title of Security (Instr. 3) 2. Transaction Date (Month/Day/Year)2A. Deemed Execution Date, if any (Month/Day/Year)3. Transaction Code (Instr. 8) 4. Securities Acquired (A) or Disposed Of (D) (Instr. 3, 4 and 5) 5. Amount of Securities Beneficially Owned Following Reported Transaction(s) (Instr. 3 and 4) 6. Ownership Form: Direct (D) or Indirect (I) (Instr. 4) 7. Nature of Indirect Beneficial Ownership (Instr. 4)
CodeVAmount(A) or (D)Price
Class A Common Stock07/07/2026M(1)3,150A$2.2173,116D
Class A Common Stock07/07/2026S(1)3,150D$30.029(2)69,966D
Class A Common Stock84,269IThe Jonathan S. Vassil Grantor Retained Annuity Trust #1
Table II - Derivative Securities Acquired, Disposed of, or Beneficially Owned
(e.g., puts, calls, warrants, options, convertible securities)
1. Title of Derivative Security (Instr. 3) 2. Conversion or Exercise Price of Derivative Security 3. Transaction Date (Month/Day/Year)3A. Deemed Execution Date, if any (Month/Day/Year)4. Transaction Code (Instr. 8) 5. Number of Derivative Securities Acquired (A) or Disposed of (D) (Instr. 3, 4 and 5) 6. Date Exercisable and Expiration Date (Month/Day/Year)7. Title and Amount of Securities Underlying Derivative Security (Instr. 3 and 4) 8. Price of Derivative Security (Instr. 5) 9. Number of derivative Securities Beneficially Owned Following Reported Transaction(s) (Instr. 4) 10. Ownership Form: Direct (D) or Indirect (I) (Instr. 4) 11. Nature of Indirect Beneficial Ownership (Instr. 4)
CodeV(A)(D)Date ExercisableExpiration DateTitleAmount or Number of Shares
Stock Option (Right to Buy)$2.2107/07/2026M(1)3,150 (3)04/21/2030Class A Common Stock3,150$0325,601D
Explanation of Responses:
1. This transaction was effected pursuant to a Rule 10b5-1 trading plan adopted by the Reporting Person on March 13, 2026.
2. 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.
3. The shares subject to this option are fully vested and exercisable as of the date hereof.
Remarks:
/s/ Xing Yan as Attorney-in-Fact for Jonathan Vassil07/09/2026
** Signature of Reporting PersonDate
Reminder: Report on a separate line for each class of securities beneficially owned directly or indirectly.
* If the form is filed by more than one reporting person, see Instruction 4 (b)(v).
** Intentional misstatements or omissions of facts constitute Federal Criminal Violations See 18 U.S.C. 1001 and 15 U.S.C. 78ff(a).
Note: File three copies of this Form, one of which must be manually signed. If space is insufficient, see Instruction 6 for procedure.
Persons who respond to the collection of information contained in this form are not required to respond unless the form displays a currently valid OMB Number.
* Form 4: SEC 1474 (03-26)