Toast CRO sells 85K shares after exercising options

Q: 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.

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

Jonathan Vassil sold 85,280 shares of Toast Class A Common Stock at a weighted average price of $36.34 per share, in multiple transactions at prices ranging from $36.00 to $36.67 on August 21, 2026.

Q: 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.

Q: How many Toast (TOST) shares does Jonathan Vassil hold indirectly after these transactions?

After the reported transactions, 84,269 shares of Toast Class A Common Stock are reported as held indirectly through The Jonathan S. Vassil Grantor Retained Annuity Trust #1.

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.

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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.

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 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 (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

AI-generated questions and answers. How Rhea-AI works. Not financial advice.

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.

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

Jonathan Vassil sold 85,280 shares of Toast Class A Common Stock at a weighted average price of $36.34 per share, in multiple transactions at prices ranging from $36.00 to $36.67 on August 21, 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.

How many Toast (TOST) shares does Jonathan Vassil hold indirectly after these transactions?

After the reported transactions, 84,269 shares of Toast Class A Common Stock are reported as held indirectly through The Jonathan S. Vassil Grantor Retained Annuity Trust #1.

AI-generated analysis. How Rhea-AI works. Not financial advice.

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Available on EDGAR 08/25/2026 - 04:37 PM EDT Accepted by SEC EDGAR 08/25/2026 - 04:36 PM EDT

SEC Form 4

FORM 4

UNITED 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).

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)

	Director	10% Owner
X	Officer (give title below)	Other (specify below)
	Chief Revenue Officer

2a. Foreign Trading Symbol

3. Date of Earliest Transaction (Month/Day/Year)
08/21/2026

6. Individual or Joint/Group Filing (Check Applicable Line)

X	Form 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)
1. Title of Security (Instr. 3)	2. Transaction Date (Month/Day/Year)	2A. Deemed Execution Date, if any (Month/Day/Year)	Code	V	Amount	(A) or (D)	Price		6. Ownership Form: Direct (D) or Indirect (I) (Instr. 4)	7. Nature of Indirect Beneficial Ownership (Instr. 4)
Class A Common Stock	08/21/2026		M⁽¹⁾		47,673	A	$17.38	117,639	D
Class A Common Stock	08/21/2026		M⁽¹⁾		37,607	A	$17.33	155,246	D
Class A Common Stock	08/21/2026		S⁽¹⁾		85,280	D	$36.34⁽²⁾	69,966	D
Class A Common Stock								84,269	I	The 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)
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)	Code	V	(A)	(D)	Date Exercisable	Expiration Date	Title	Amount or Number of Shares	8. Price of Derivative Security (Instr. 5)		10. Ownership Form: Direct (D) or Indirect (I) (Instr. 4)	11. Nature of Indirect Beneficial Ownership (Instr. 4)
Stock Option (Right to Buy)	$17.38	08/21/2026		M⁽¹⁾			47,673	⁽³⁾	03/15/2032	Class A Common Stock	47,673	$0	190,575	D
Stock Option (Right to Buy)	$17.33	08/21/2026		M⁽¹⁾			37,607	⁽⁴⁾	03/10/2033	Class A Common Stock	37,607	$0	175,256	D

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 $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.

3. The shares subject to this option are fully vested and exercisable as of the date hereof.

4. The shares underlying this option shall vest and become exercisable in sixteen equal quarterly installments following April 1, 2023.

Remarks:

	/s/ Xing Yan as Attorney-in-Fact for Jonathan Vassil	08/25/2026
	** Signature of Reporting Person	Date
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)

Source: View Original Filing on SEC EDGAR