Toast insider plans sale of 14,280 Class A shares

Toast, Inc. insider Jonathan S. Vassil filed to sell 14,280 shares of Class A common stock through Fidelity Brokerage Services on or after August 3, 2026, in connection with a stock option exercise.

Rhea-AI Filing Summary

Toast, Inc. insider Jonathan S. Vassil filed to sell 14,280 shares of Class A common stock through Fidelity Brokerage Services on or after August 3, 2026, in connection with a stock option exercise. The planned sale references an aggregate market value of $466,956.00 and 516,000,000 Class A shares outstanding. Over the prior three months, Vassil reported additional Class A sales totaling 21,0​,0​,0​,0​,0​0​,0 shares for combined proceeds of $623,256.70 across four transactions.

Key Figures

Planned shares to be sold: 14,280 shares Aggregate market value: $466,956.00 Shares outstanding: 516,000,000 shares +5 more

8 metrics

Planned shares to be sold 14,280 shares Class A common stock to be sold on or after August 3, 2026

Aggregate market value $466,956.00 Value associated with 14,280 shares of Class A common stock

Shares outstanding 516,000,000 shares Toast Class A shares referenced as outstanding

Shares sold 07/02/2026 6,647 shares Class A sale for $191,760.63

Proceeds 07/02/2026 $191,760.63 Sale of 6,647 Class A shares

Shares sold 07/07/2026 3,150 shares Class A sale for $94,592.61

Shares sold 07/13/2026 9,170 shares Class A sale for $276,867.06

Shares sold 07/14/2026 2,000 shares Class A sale for $60,036.40

Key Terms

Form 144, stock option exercise, aggregate market value, Class A common stock

4 terms

Form 144 regulatory

"144: Securities Information and 144: Securities To Be Sold"

Form 144 is a document that investors must file with the government when they plan to sell a large number of shares of a company's stock. It helps ensure transparency so everyone knows how many shares are being sold and when, which can impact the stock's price.

stock option exercise financial

"Class A | 08/03/2026 | Stock Option Exercise | Issuer"

A stock option exercise is the act of using a previously granted right to buy shares of a company's stock at a specific, predetermined price by paying that price and receiving the shares. It matters to investors because exercising changes who owns the shares (which can dilute existing ownership), can trigger taxable events and shift potential gains or losses, and affects voting power and the company’s outstanding share count—like turning a voucher into an actual product that becomes part of circulating supply.

aggregate market value financial

"Class A ... 14280 | 466956.00 | 516000000"

Aggregate market value is the combined price you would pay to buy all outstanding shares of a company or all companies in a group at current market prices — essentially the sum of each stock’s market capitalization. It matters to investors because it shows the overall size and weight of an investment or sector (like the total cost to buy every piece of a puzzle), helps compare scale across companies or markets, and influences index composition and risk exposure.

Class A common stock financial

"Class A | Fidelity Brokerage Services LLC 900 Salem Street"

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

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

What does Toast (TOST) insider Jonathan Vassil plan to sell under this Form 144?

Jonathan S. Vassil plans to sell 14,280 shares of Toast Class A common stock, tied to a stock option exercise, through Fidelity Brokerage Services on or after August 3, 2026, with an indicated market value of $466,956.00.

What past 3-month sales by Jonathan Vassil are disclosed for Toast (TOST)?

The disclosure lists four Class A stock sales totaling 6,647, 3,150, 9,170, and 2,000 shares on dates in July 2026, for proceeds of $191,760.63, $94,592.61, $276,867.06, and $60,036.40, respectively.

What is the aggregate market value for the planned Toast (TOST) Form 144 sale?

The planned sale of 14,280 shares of Toast Class A common stock is associated with an aggregate market value of $466,956.00, as indicated in the securities information section for the Form 144 notice.

How many Toast (TOST) Class A shares are referenced as outstanding?

The notice references 516,000,000 Toast Class A shares outstanding. This figure provides context for the size of the planned 14,280-share sale relative to the overall equity base.

What is the nature of the Toast (TOST) transaction triggering this Form 144?

The planned disposition involves a stock option exercise, with Class A shares to be sold for cash on or after August 3, 2026 through Fidelity Brokerage Services, and is reported as a standard Form 144 resale notice.

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

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Available on EDGAR 08/03/2026 - 12:58 PM Accepted by SEC EDGAR 08/03/2026 - 12:58 PM Learn about SEC filing dates

Form 144 Filer Information	UNITED STATES SECURITIES AND EXCHANGE COMMISSION Washington, D.C. 20549 Form 144 NOTICE OF PROPOSED SALE OF SECURITIES PURSUANT TO RULE 144 UNDER THE SECURITIES ACT OF 1933
FORM 144

144: Filer Information

Filer CIK	0002004790
Filer CCC	XXXXXXXX
Is this a LIVE or TEST Filing?	LIVE TEST
Submission Contact Information
Name
Phone
E-Mail Address

144: Issuer Information

Name of Issuer	Toast, Inc.
SEC File Number	001-40819
Address of Issuer	333 SUMMER STREET BOSTON MASSACHUSETTS 02210
Phone	617-297-1005
Name of Person for Whose Account the Securities are To Be Sold	Vassil Jonathan
See the definition of "person" in paragraph (a) of Rule 144. Information is to be given not only as to the person for whose account the securities are to be sold but also as to all other persons included in that definition. In addition, information shall be given as to sales by all persons whose sales are required by paragraph (e) of Rule 144 to be aggregated with sales for the account of the person filing this notice.
Relationship to Issuer	Officer

144: Securities Information

Title of the Class of Securities To Be Sold	Name and Address of the Broker	Number of Shares or Other Units To Be Sold	Aggregate Market Value	Number of Shares or Other Units Outstanding	Approximate Date of Sale	Name the Securities Exchange
Class A	Fidelity Brokerage Services LLC 900 Salem Street Smithfield RI 02917	14280	466956.00	516000000	08/03/2026	NYSE

Furnish the following information with respect to the acquisition of the securities to be sold and with respect to the payment of all or any part of the purchase price or other consideration therefor:

144: Securities To Be Sold

Title of the Class	Date you Acquired	Nature of Acquisition Transaction	Name of Person from Whom Acquired	Is this a Gift?	Date Donor Acquired	Amount of Securities Acquired	Date of Payment	Nature of Payment *
Class A	08/03/2026	Stock Option Exercise	Issuer			14280	08/03/2026	Cash

* If the securities were purchased and full payment therefor was not made in cash at the time of purchase, explain in the table or in a note thereto the nature of the consideration given. If the consideration consisted of any note or other obligation, or if payment was made in installments describe the arrangement and state when the note or other obligation was discharged in full or the last installment paid.

Furnish the following information as to all securities of the issuer sold during the past 3 months by the person for whose account the securities are to be sold.

144: Securities Sold During The Past 3 Months

Name and Address of Seller	Title of Securities Sold	Date of Sale	Amount of Securities Sold	Gross Proceeds
Jonathan S. Vassil 333 Summer Street Boston MA 02210	Class A	07/02/2026	6647	191760.63
Jonathan S. Vassil 333 Summer Street Boston MA 02210	Class A	07/07/2026	3150	94592.61
Jonathan S. Vassil 333 Summer Street Boston MA 02210	Class A	07/13/2026	9170	276867.06
Jonathan S. Vassil 333 Summer Street Boston MA 02210	Class A	07/14/2026	2000	60036.40

144: Remarks and Signature

Remarks
Date of Notice	08/03/2026
Date of Plan Adoption or Giving of Instruction, If Relying on Rule 10b5-1	03/13/2026
ATTENTION:
The person for whose account the securities to which this notice relates are to be sold hereby represents by signing this notice that he does not know any material adverse information in regard to the current and prospective operations of the Issuer of the securities to be sold which has not been publicly disclosed. If such person has adopted a written trading plan or given trading instructions to satisfy Rule 10b5-1 under the Exchange Act, by signing the form and indicating the date that the plan was adopted or the instruction given, that person makes such representation as of the plan adoption or instruction date.
Signature	/s/ Daniel Tucci, as a duly authorized representative of Fidelity Brokerage Services LLC, as attorney-in-fact for Jonathan Vassil
ATTENTION: Intentional misstatements or omission of facts constitute Federal Criminal Violations (See 18 U.S.C. 1001)