Toast insider sales: 124,509 shares planned; 385,000 shares sold for $17.27M

Rhea-AI Filing Summary

Toast insider Christopher P. Comparato filed a Form 144 to sell 124,509 Class A shares through Fidelity on the NYSE, with an aggregate market value of $5,418,867.08. The proposed sale is dated 08/11/2025 and the filing reports 510,000,000 shares outstanding, making the block a small fraction of the company stock. The securities were acquired by option (grant dated 02/08/2019) and the payment method is listed as cash. The filer disclosed prior sales of 385,000 shares in the past three months for aggregate gross proceeds of $17,266,795.00. The form includes the required representation that no undisclosed material adverse information is known.

Insights

Securities Analyst

TL;DR: Insider Christopher P. Comparato plans a sale of 124,509 Class A shares (~$5.42M); prior three-month sales totaled 385,000 shares (~$17.27M).

The filing is a standard Rule 144 notice showing an insider exercise of options granted 02/08/2019 and immediate or planned sale on 08/11/2025 through Fidelity on the NYSE. The disclosed block represents a very small percentage of the 510,000,000 shares outstanding, suggesting limited direct impact on share supply. The recent pattern of sales over the past three months is explicitly reported and totals 385,000 shares for $17,266,795.00, which is relevant for monitoring insider liquidity but does not, on its face, disclose any undisclosed adverse company information.

Corporate Governance Expert

TL;DR: The Form 144 shows compliant insider disclosure of option-derived shares being sold for cash, with prior recent sales also disclosed.

This filing demonstrates compliance with disclosure rules for insider sales: the origin of the shares (option grant 02/08/2019), the payment method (cash), broker details (Fidelity), and the required certification about material non-public information. From a governance perspective, the transparent reporting of multiple recent sales and the current planned sale allows investors to see insider liquidity actions but does not include any company-specific operational details or undisclosed adverse facts.

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	5418867.08	510000000	08/11/2025	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	08/11/2025	Option Granted - 02/08/2019	Issuer			124509	08/11/2025	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

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 Toast (TOST) Form 144 disclose?

The filing discloses an insider sale of 124,509 Class A shares via Fidelity on the NYSE with an aggregate market value of $5,418,867.08, dated 08/11/2025.

Who is the seller named in the TOST Form 144?

The seller identified in recent sales rows is Christopher P. Comparato, with listed prior sales in the past three months.

How were the shares acquired and when?

The securities were acquired by option (grant dated 02/08/2019) and the filing lists the acquisition/payment date as 08/11/2025 with payment in cash.

What insider sales occurred in the past three months for TOST?

The filing shows four prior sales totaling 385,000 shares on 05/14/2025, 06/20/2025, 07/17/2025, and 08/07/2025, for aggregate gross proceeds of $17,266,795.00.

Which broker and exchange are involved in the proposed sale?

The broker is listed as Fidelity Brokerage Services LLC and the proposed sale is on the NYSE.