Benjamin Silbermann Files Form 144 Showing Large July–Sept 2025 Sales

Rhea-AI Filing Summary

Form 144 filed for Pinterest, Inc. (PINS) relating to securities held by Benjamin Silbermann. The filing shows a proposed sale of 8 Class A common shares with an aggregate market value of $255.00 to be executed on 10/01/2025 on the NYSE. The shares were acquired as Founders Shares from Pinterest, Inc. on 04/18/2019.

The filing also lists multiple sales by Benjamin Silbermann during July–September 2025: eleven transactions of 102,083 shares each on weekly dates between 07/02/2025 and 09/24/2025. These prior sales total 1,122,913 shares and generated multi-million dollar gross proceeds on each date as reported in the table.

Positive

• Disclosure compliance: The filer has submitted a Form 144 detailing proposed and recent sales, providing transparency into insider dispositions
• Acquisition clarity: The filing clearly identifies the 8 shares as Founders Shares acquired on 04/18/2019

Negative

• Substantial recent insider selling: Eleven sales of 102,083 shares each between 07/02/2025 and 09/24/2025, totaling 1,122,913 shares, which is material insider disposition
• Potential market impact: Large, regular insider sales increase share supply and may be viewed negatively by some investors

Insights

Securities Analyst

TL;DR: Founder sales totaling 1,122,913 shares over July–September 2025 are material; the current Form 144 shows a small additional proposed sale.

The pattern shows substantial disposition of Pinterest Class A stock by Benjamin Silbermann in the three months preceding this notice, with eleven identical-sized sales of 102,083 shares between 07/02/2025 and 09/24/2025. Such concentrated selling by an insider can increase available float and may affect short-term supply dynamics. The current proposed sale on 10/01/2025 is for a nominal amount (8 shares, $255), but the recent large-volume sales are the primary market-impact item in this filing. All details here are direct disclosures from the Form 144 tables.

Corporate Governance Expert

TL;DR: The filing documents insider compliance with Rule 144 but highlights extensive recent insider sales that investors may view as noteworthy.

The notice identifies the securities as founders shares acquired on 04/18/2019 and confirms the seller's attestation regarding material nonpublic information. The sequence of large, regular sales suggests either previously planned liquidity or ongoing disposition under Rule 10b5-1 plans

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

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 Common Stock	Charles Schwab & Co., Inc. 3000 Schwab Way Westlake TX 76262	8	255.00	599264132	10/01/2025	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 Common Stock	04/18/2019	Founders Shares	Pinterest, Inc.			8	04/18/2019	N/A

* 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
BENJAMIN SILBERMANN 651 BRANNAN STREET SAN FRANCISCO CA 94107	PINTEREST, INC.	07/02/2025	102083	3614609.00
BENJAMIN SILBERMANN 651 BRANNAN STREET SAN FRANCISCO CA 94107	PINTEREST, INC.	07/09/2025	102083	3623671.00
BENJAMIN SILBERMANN 651 BRANNAN STREET SAN FRANCISCO CA 94107	PINTEREST, INC.	07/16/2025	102083	3676017.00
BENJAMIN SILBERMANN 651 BRANNAN STREET SAN FRANCISCO CA 94107	PINTEREST, INC.	07/23/2025	102083	3874142.00
BENJAMIN SILBERMANN 651 BRANNAN STREET SAN FRANCISCO CA 94107	PINTEREST, INC.	08/13/2025	102083	3584274.00
BENJAMIN SILBERMANN 651 BRANNAN STREET SAN FRANCISCO CA 94107	PINTEREST, INC.	08/20/2025	102083	3569088.00
BENJAMIN SILBERMANN 651 BRANNAN STREET SAN FRANCISCO CA 94107	PINTEREST, INC.	08/27/2025	102083	3677906.00
BENJAMIN SILBERMANN 651 BRANNAN STREET SAN FRANCISCO CA 94107	PINTEREST, INC.	09/03/2025	102083	3780818.00
BENJAMIN SILBERMANN 651 BRANNAN STREET SAN FRANCISCO CA 94107	PINTEREST, INC.	09/10/2025	102083	3582352.00
BENJAMIN SILBERMANN 651 BRANNAN STREET SAN FRANCISCO CA 94107	PINTEREST, INC.	09/17/2025	102083	3742806.00
BENJAMIN SILBERMANN 651 BRANNAN STREET SAN FRANCISCO CA 94107	PINTEREST, INC.	09/24/2025	102083	3558115.00

144: Remarks and Signature

Remarks

Date of Notice

Date of Plan Adoption or Giving of Instruction, If Relying on Rule 10b5-1

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 filed for PINS disclose?

It discloses a proposed sale of 8 Class A shares

How many shares did Benjamin Silbermann sell in the past three months according to the filing?

Eleven transactions of 102,083 shares each, totaling 1,122,913 shares, are listed for dates between 07/02/2025 and 09/24/2025.

What was the acquisition source and date for the shares proposed to be sold?

The 8 shares were acquired as Founders Shares from Pinterest, Inc. on 04/18/2019.

On which exchange is the proposed sale to occur?

The proposed sale of the 8 Class A shares is listed to occur on the NYSE.

What gross proceeds were reported for the prior insider sales?

The filing includes gross proceeds for each sale, with individual transaction proceeds reported in the millions for each listed date.

Does the filing state whether a Rule 10b5-1 trading plan was used?

No plan adoption date or explicit statement confirming a 10b5-1 plan is provided in the content of this filing.