Toast, Inc. (NYSE: TOST) shareholder plans August stock sale

Rhea-AI Filing Summary

Toast, Inc. (TOST) received a notice of proposed sale of Class A common stock under Rule 144 for the account of Jonathan S. Vassil. The notice covers 85,280 Class A shares, to be sold on or about 08/21/2026 in connection with a stock option exercise, through Fidelity Brokerage Services LLC on the NYSE.

The filing also lists multiple prior sales of Toast Class A shares by Jonathan S. Vassil during July and August 2026, each with specified share amounts and total transaction values, indicating an ongoing disposition program of equity previously acquired.

Key Figures

Shares to be sold: 85,280 shares Securities information table share figure: 85,280 Securities information table value figure: 3,099,093.92 +3 more

6 metrics

Shares to be sold 85,280 shares Class A common stock proposed for sale around 08/21/2026 in connection with stock option exercise

Securities information table share figure 85,280 Appears in the Class A securities information row associated with Fidelity Brokerage Services LLC

Securities information table value figure 3,099,093.92 Figure in the Class A securities information row alongside the 85,280 share amount

Table figure associated with outstanding 514,000,000 Large numeric figure in the Class A securities information row with an 08/21/2026 date

Shares sold 07/02/2026 6,647 shares Class A sale by Jonathan S. Vassil with associated value 191,760.63

Shares sold 08/19/2026 13,931 shares Class A sale by Jonathan S. Vassil with associated value 501,690.49

Key Terms

Rule 144, stock option exercise, attorney-in-fact

3 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

"Class A | 08/21/2026 | 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.

attorney-in-fact regulatory

"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

What does the Form 144 filing disclose for Toast, Inc. (TOST)?

The filing discloses a proposed sale under Rule 144 of 85,280 Class A shares of Toast, Inc. common stock for the account of Jonathan S. Vassil, expected around 08/21/2026, in connection with a stock option exercise through Fidelity Brokerage Services LLC.

How many Toast (TOST) shares are proposed to be sold in this Form 144?

The notice covers a proposed sale of 85,280 Class A shares of Toast, Inc. common stock. These shares are related to a stock option exercise identified in the securities-to-be-sold section with the same 08/21/2026 date and cash settlement method.

Who is the selling security holder in the Toast (TOST) Form 144?

The securities are to be sold for the account of Jonathan S. Vassil. The signature block shows the notice was signed by Gary Redman as a duly authorized representative of Fidelity Brokerage Services LLC, acting as attorney-in-fact for Jonathan S. Vassil.

Which broker and exchange are involved in this Toast (TOST) Form 144 sale?

The proposed sale identifies Fidelity Brokerage Services LLC as broker in the securities information section, with the Class A shares listed for trading on the NYSE. The approximate sale date indicated is 08/21/2026.

What prior Toast (TOST) share sales by Jonathan S. Vassil are reported?

The filing lists prior Class A share sales in the past three months, including 6,647 shares on 07/02/2026, 3,150 on 07/07/2026, 9,170 on 07/13/2026, 2,000 on 07/14/2026, 14,280 on 08/03/2026, 4,700 on 08/05/2026, 13,797 on 08/11/2026, and 13,931 on 08/19/2026.

What transaction type is associated with the Toast (TOST) shares to be sold?

The securities-to-be-sold section describes the transaction type as a Stock Option Exercise, with the issuer listed as the counterparty, 85,280 shares referenced, an approximate date of 08/21/2026, and the consideration described as Cash.

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

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Available on EDGAR 08/21/2026 - 04:15 PM Accepted by SEC EDGAR 08/21/2026 - 04:15 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	85280	3099093.92	514000000	08/21/2026	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	08/21/2026	Stock Option Exercise	Issuer			85280	08/21/2026	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	169308.50
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

144: Remarks and Signature

Remarks
Date of Notice	08/21/2026
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/ Gary Redman, 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)