Toast insider plans $502K stock sale on Aug. 19

Toast, Inc. (TOST) received a notice under Rule 144 for a planned sale of Class A common stock by Jonathan S. Vassil.

Rhea-AI Filing Summary

Toast, Inc. (TOST) received a notice under Rule 144 for a planned sale of Class A common stock by Jonathan S. Vassil. The notice covers 13,931 shares, expected to be sold on 08/19/2026, with the shares to be acquired via a stock option exercise for cash. The filing lists an aggregate market value of approximately $501,690.43 for the shares subject to this notice. Toast’s Class A shares outstanding are reported as 514,000,000 as of the same reference.

The notice also details Vassil’s Rule 144 sales of Toast Class A shares during the prior three months, including multiple transactions between 07/02/2026 and 08/11/2026. The Form 144 is signed by Daniel Tucci as a duly authorized representative of Fidelity Brokerage Services LLC, acting as attorney-in-fact for Jonathan Vassil.

Key Figures

Shares to be sold: 13,931 shares Aggregate market value of shares to be sold: $501,690.43 Shares outstanding: 514,000,000 shares +4 more

7 metrics

Shares to be sold 13,931 shares Class A shares covered by the Rule 144 notice

Aggregate market value of shares to be sold $501,690.43 Value for 13,931 Class A shares referenced in the Rule 144 notice

Shares outstanding 514,000,000 shares Toast, Inc. Class A shares outstanding as referenced in the filing

Prior sale 07/02/2026 6,647 shares; $191,760.63 Class A shares sold by Jonathan S. Vassil on 07/02/2026

Prior sale 07/07/2026 3,150 shares; $94,592.61 Class A shares sold by Jonathan S. Vassil on 07/07/2026

Prior sale 08/03/2026 14,280 shares; $469,622.08 Class A shares sold by Jonathan S. Vassil on 08/03/2026

Prior sale 08/11/2026 13,797 shares; $496,858.55 Class A shares sold by Jonathan S. Vassil on 08/11/2026

Key Terms

Rule 144, stock option exercise, attorney-in-fact, aggregate market value

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

"Class A | 08/19/2026 | 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 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.

aggregate market value financial

"Class A | Fidelity Brokerage Services LLC ... | 13931 | 501690.43"

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.

FAQ

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

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

The Form 144 discloses that Jonathan S. Vassil intends to sell 13,931 Class A shares of Toast, Inc. under Rule 144. The planned sale is tied to a stock option exercise for cash and references an aggregate value of $501,690.43.

How many Toast (TOST) shares are covered by the new Rule 144 notice?

The Rule 144 notice covers 13,931 Class A shares of Toast, Inc. These shares are associated with a planned stock option exercise on 08/19/2026, with an indicated aggregate market value of about $501,690.43 in the filing.

What recent sales of Toast (TOST) shares by Jonathan Vassil are listed?

The filing lists prior Class A share sales by Jonathan S. Vassil from 07/02/2026 to 08/11/2026, including trades of 6,647, 3,150, 9,170, 2,000, 14,280, 4,700, and 13,797 shares, with corresponding dollar amounts for each transaction.

What is the reported market value of Toast (TOST) shares in the Form 144?

For the 13,931 shares covered by the notice, the filing reports an aggregate market value of $501,690.43. This figure reflects the reference price used for the planned Rule 144 sale disclosed by Jonathan S. Vassil.

How many Toast (TOST) Class A shares are outstanding according to the filing?

The Form 144 states that there are 514,000,000 Class A shares of Toast, Inc. outstanding. This number provides context for the relative size of the 13,931-share position covered by the Rule 144 sale notice.

Who signed the Toast (TOST) Form 144 on behalf of the selling security holder?

The Form 144 is signed by /s/ Daniel Tucci, described as a duly authorized representative of Fidelity Brokerage Services LLC, acting as attorney-in-fact for Jonathan Vassil, the person for whose account the securities are to be sold.

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

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Accepted by SEC EDGAR 08/19/2026 - 04:08 PM EDT 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	13931	501690.43	514000000	08/19/2026	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	08/19/2026	Stock Option Exercise	Issuer			13931	08/19/2026	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

144: Remarks and Signature

Remarks
Date of Notice	08/19/2026
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)