Toast officer Jonathan S. Vassil proposes $200K sale

One prior sale listed for August 21, 2026 involved 85,280 Class A shares with a reported value of $3,099,095.08.

Rhea-AI Filing Summary

Toast, Inc. officer Jonathan S. Vassil reported a proposed sale of 6,657 Class A shares on October 2, 2026, with an aggregate market value of $199,925.50. The notice identifies Fidelity Brokerage Services LLC as the broker. The related securities table identifies a stock option exercise from the issuer, with cash as the payment method.

Key Figures

Proposed shares for sale: 6,657 Class A shares Aggregate market value: $199,925.50 Class A shares outstanding: 514,000,000 shares

3 metrics

Proposed shares for sale 6,657 Class A shares Proposed sale on October 2, 2026

Aggregate market value $199,925.50 Proposed Class A share sale

Class A shares outstanding 514,000,000 shares Toast, Inc.

Key Terms

Rule 144, Stock Option Exercise, aggregate market value, attorney-in-fact

4 terms

Rule 144 regulatory

"See the definition of "person" in paragraph (a) of Rule 144"

Rule 144 is a U.S. securities regulation that sets conditions under which restricted or insider-held shares can be legally resold to the public, such as required holding periods, availability of public information, limits on how much can be sold at once, and certain filing requirements. For investors it matters because it determines when previously locked-up shares can enter the market — like a release valve that can increase supply, affect share price, and signal insider intent.

Stock Option Exercise financial

"Nature of acquisition: Stock Option Exercise"

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

"Aggregate market value of securities to be sold"

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.

attorney-in-fact technical

"as attorney-in-fact for Jonathan S. Vassil"

An attorney-in-fact is the person or entity given legal authority through a power of attorney to act on behalf of another for specific tasks, such as signing documents, voting shares, or handling transactions. For investors, this matters because it lets a trusted representative make timely decisions or complete paperwork when the owner cannot, much like handing keys to someone to run errands on your behalf—so checks on scope and limits of that authority are important.

FAQ

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

How many Toast (TOST) shares does Jonathan S. Vassil plan to sell?

Jonathan S. Vassil, an officer of Toast, Inc., reported a proposed sale of 6,657 Class A shares. The notice gives an aggregate market value of $199,925.50 and identifies Fidelity Brokerage Services LLC as the broker.

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

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Available on EDGAR 10/02/2026 - 04:45 PM Accepted by SEC EDGAR 10/02/2026 - 04:45 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	6657	199925.50	514000000	10/02/2026	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	10/02/2026	Stock Option Exercise	Issuer			6657	10/02/2026	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
Jonathan S. Vassil 333 Summer Street Boston MA 02210	Class A	08/03/2026	14280	469622.08
Jonathan S. Vassil 333 Summer Street Boston MA 02210	Class A	08/05/2026	4700	169308.62
Jonathan S. Vassil 333 Summer Street Boston MA 02210	Class A	08/11/2026	13797	496858.55
Jonathan S. Vassil 333 Summer Street Boston MA 02210	Class A	08/19/2026	13931	501690.49
Jonathan S. Vassil 333 Summer Street Boston MA 02210	Class A	08/21/2026	85280	3099095.08
Jonathan S. Vassil 333 Summer Street Boston MA 02210	Class A	09/02/2026	14280	484053.44

144: Remarks and Signature

Remarks
Date of Notice	10/02/2026
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/ Jessica Spraker, as a duly authorized representative of Fidelity Brokerage Services LLC, as attorney-in-fact for Jonathan S. Vassil.
ATTENTION: Intentional misstatements or omission of facts constitute Federal Criminal Violations (See 18 U.S.C. 1001)