Toast Form 144: Insider Sales Total 634,018 Shares, $28.09M Proceeds

Rhea-AI Filing Summary

Form 144 filed for Toast, Inc. (TOST) reports proposed and recent sales of Class A common stock by Christopher P. Comparato. The notice lists a proposed sale of 124,509 Class A shares through Fidelity Brokerage Services on 08/14/2025 with an aggregate market value of $5,339,759.48. The shares were acquired via an option granted 02/08/2019 and the reported payment method is cash on 08/14/2025. The filing also discloses multiple sales by the same seller from 05/14/2025 through 08/13/2025 totaling 634,018 shares for gross proceeds of approximately $28,091,967.56. The filer signs a representation that no material nonpublic information is known to them.

Positive

• Proposed sale fully disclosed with broker, share count, market value, and exchange specified
• Acquisition details provided: option grant date (02/08/2019) and cash payment on 08/14/2025
• Recent sales history included showing dates, amounts, and gross proceeds for transparency
• Attestation present that the seller does not possess undisclosed material adverse information

Negative

• None.

Insights

Securities Analyst

Routine insider sales disclosed; amount notable but below thresholds that typically signal material ownership change.

The filing documents option-based acquisitions and subsequent open market sales over several months. The proposed 124,509-share transaction is consistent with exercise-and-sell activity: the securities were acquired by option grant and paid in cash on the same date as the planned sale. Aggregate proceeds reported for the recent sales equal about $28.09 million, showing active disposition over the May to August 2025 period. From a trading-activity perspective, this is transparent compliance with Rule 144 disclosure requirements rather than a corporate event affecting operations.

Corporate Governance Expert

The filing is a standard disclosure under Rule 144 confirming insider sales and a representation about material nonpublic information.

The document includes the required attestation that the seller does not possess undisclosed material adverse information and notes the potential use of a broker (Fidelity). It also identifies the acquisition source as an issuer-granted option from 02/08/2019 and shows cash payment at sale. These elements reflect routine governance and compliance with federal reporting obligations for insider dispositions.

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

144: Issuer Information

Name of Issuer

SEC File Number

Address of Issuer

Phone

Name of Person for Whose Account the Securities are To Be Sold

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

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	124509	5339759.48	510000000	08/14/2025	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	08/14/2025	Option Granted - 02/08/2019	Issuer			124509	08/14/2025	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
Christopher P. Comparato 333 Summer Street Boston MA 02210	Class A	05/14/2025	70000	3132066.00
Christopher P. Comparato 333 Summer Street Boston MA 02210	Class A	06/20/2025	70000	2966558.00
Christopher P. Comparato 333 Summer Street Boston MA 02210	Class A	07/17/2025	70000	3224676.00
Christopher P. Comparato 333 Summer Street Boston MA 02210	Class A	08/07/2025	175000	7943495.00
Christopher P. Comparato 333 Summer Street Boston MA 02210	Class A	08/11/2025	124509	5418867.27
Christopher P. Comparato 333 Summer Street Boston MA 02210	Class A	08/13/2025	124509	5406305.29

144: Remarks and Signature

Remarks

Date of Notice

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

ATTENTION: Intentional misstatements or omission of facts constitute Federal Criminal Violations (See 18 U.S.C. 1001)

FAQ

What shares does the Form 144 for TOST cover?

The Form 144 covers a proposed sale of 124,509 Class A shares of Toast, Inc.

When and where is the proposed sale scheduled?

The proposed sale is scheduled for 08/14/2025 through Fidelity Brokerage Services on the NYSE.

How were the shares acquired for the proposed sale?

The shares were acquired by option grant originally dated 02/08/2019 and payment is listed as cash on 08/14/2025.

How many shares has Christopher P. Comparato sold recently and for how much?

The filing reports 634,018 shares sold from 05/14/2025 through 08/13/2025 for aggregate gross proceeds of about $28,091,967.56.

What market value is reported for the proposed 124,509-share sale?

The aggregate market value reported is $5,339,759.48.

Does the filer represent possession of any material nonpublic information?

By signing the notice, the filer represents they do not know any material adverse information about the issuer that has not been publicly disclosed.