[144] Toast, Inc. SEC Filing

Rhea-AI Filing Summary

Summary of Form 144 for Toast, Inc. (TOST) This notice reports a proposed sale of 124,509 Class A shares through Fidelity Brokerage Services LLC on 08/20/2025, with an aggregate market value of $5,236,364.13. The filing states these shares were acquired via an option granted 02/08/2019 and will be paid in cash. The issuer’s outstanding shares are listed as 510,000,000. The filer, identified in the recent sales table as Christopher P. Comparato, sold multiple Class A tranches between 06/20/2025 and 08/18/2025, with gross proceeds shown for each trade. The notice includes the required attestation regarding material nonpublic information.

Positive

• Rule 144 disclosure provided, showing transparency about the planned insider sale and acquisition details

Negative

• Multiple recent insider sales by the same individual from 06/20/2025 to 08/18/2025, representing substantial gross proceeds
• Planned sale of 124,509 shares (aggregate value $5,236,364.13) could be viewed negatively by some market participants

Insights

Securities Analyst

TL;DR: Insider plans to sell 124,509 Class A shares (option-origin) on 08/20/2025; multiple recent sales noted.

The filing is a routine Rule 144 notice disclosing a planned sale by an insider who acquired the shares via an option granted in 2019. Key facts: 124,509 shares proposed for sale, $5.24M aggregate market value, issuer outstanding shares listed as 510M, broker Fidelity. The table of recent sales shows repeated dispositions by the same individual from June through August 2025, with cumulative gross proceeds in the millions. For investors, the filing documents insider liquidity but contains no new financial results or operational developments.

Compliance & Governance Specialist

TL;DR: The Form 144 appears complete for Rule 144 compliance and documents multiple insider sales; no material undisclosed information is stated.

The notice contains required information: nature of acquisition (option granted 02/08/2019), payment in cash, broker details, and an explicit signer representation regarding material nonpublic information. The series of recent sales is notable from a governance perspective because multiple sizable dispositions were executed over a short window. The filing itself does not allege any violations and serves to satisfy disclosure obligations under Rule 144.

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	5236364.13	510000000	08/20/2025	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	08/20/2025	Option Granted - 02/08/2019	Issuer			124509	08/20/2025	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	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
Christopher P. Comparato 333 Summer Street Boston MA 02210	Class A	08/14/2025	124509	5339755.23
Christopher P. Comparato 333 Summer Street Boston MA 02210	Class A	08/18/2025	124509	5292018.48

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 does the Form 144 for Toast, Inc. (TOST) report?

The form reports a proposed sale of 124,509 Class A shares via Fidelity on 08/20/2025 with aggregate market value $5,236,364.13.

Who is the seller identified in the filing?

The recent sales table lists Christopher P. Comparato at 333 Summer Street, Boston, MA, as the seller for multiple Class A share sales.

How were the securities being sold originally acquired?

The securities were acquired via an option granted on 02/08/2019, with the date of acquisition for the listed shares shown as 08/20/2025.

What broker is handling the proposed sale?

The broker named is Fidelity Brokerage Services LLC, 900 Salem Street, Smithfield, RI.

What recent sales by the filer are disclosed in the past three months?

The filing lists sales on 06/20/2025, 07/17/2025, 08/07/2025, 08/11/2025, 08/13/2025, 08/14/2025, and 08/18/2025 with gross proceeds ranging from approximately $2.97M to $7.94M.