Benjamin Silbermann files repeated Form 144 sales of Pinterest Class A shares

Rhea-AI Filing Summary

Pinterest, Inc. insider filings show repeated proposed and completed sales of Class A Common Stock by Benjamin Silbermann. The Form 144 lists a notice to sell 102,083 shares (acquired as founder shares on 04/18/2019) through Charles Schwab & Co., Inc., with an approximate aggregate market value of $3,742,806 and an approximate sale date of 09/17/2025. The filing also discloses multiple completed sales during the past three months, each for 102,083 shares on weekly dates from 06/18/2025 through 09/10/2025, with individual gross proceeds reported between $3,554,110 and $3,780,818. The filer states the securities were originally acquired as founders shares from Pinterest, Inc.

Positive

• Transparent disclosure of insider sales with broker, share counts, and gross proceeds
• Origin of shares disclosed as founders shares acquired on 04/18/2019, supporting compliance

Negative

• Substantial insider selling activity in repeated 102,083-share blocks over multiple weeks (may concern some investors)
• No 10b5-1 plan date provided in the filing text to clarify whether sales were pre-planned

Insights

Securities Analyst

TL;DR Insider Benjamin Silbermann executed repeated sales of identical share blocks, disclosing founder-share origin and broker details.

The filing documents systematic sales of 102,083-share blocks executed through Charles Schwab, with each reported sale producing gross proceeds in the low millions. The shares were acquired as founders shares on 04/18/2019, and the Form 144 lists a proposed additional sale of the same block size at an aggregate market value of $3,742,806. This pattern is a clear disclosure of insider liquidity events rather than operational developments; it provides transparency on timing, broker, and historical acquisition but contains no new company performance data.

Corporate Governance Expert

TL;DR Regular, disclosed insider sales show compliance with Rule 144 and trading plan mechanics but do not reveal material corporate changes.

The filer affirms the securities were founders shares and includes an explicit representation regarding lack of undisclosed material information. Multiple transactions are listed on consecutive weekly dates indicating a systematic disposition schedule. The filing includes broker identification (Charles Schwab & Co., Inc.) and per-trade gross proceeds, which supports governance transparency. There is no indication in this filing of any plan adoption date or 10b5-1 specifics beyond the standard representation.

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	102083	3742806.00	599264132	09/17/2025	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.			102083	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.	06/18/2025	102083	3554110.00
BENJAMIN SILBERMANN 651 BRANNAN STREET SAN FRANCISCO CA 94107	PINTEREST, INC.	06/25/2025	102083	3673717.00
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

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 insider sales does the Form 144 for PINS disclose?

The filing discloses proposed and completed sales by Benjamin Silbermann of 102,083 shares per transaction of Pinterest Class A Common Stock.

When were the shares acquired that are being sold by Benjamin Silbermann?

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

Through which broker are the proposed sales to be executed?

The proposed sale lists Charles Schwab & Co., Inc. at 3000 Schwab Way, Westlake, TX.

What are the reported gross proceeds for recent sales in the last three months?

Individual gross proceeds for listed sales range from $3,554,110 to $3,780,818 per trade.

How many separate sales of 102,083 shares are recorded in the past three months?

The filing lists 11 sales of 102,083 shares on dates from 06/18/2025 through 09/10/2025.