[144] Pinterest, Inc. SEC Filing

Rhea-AI Filing Summary

Pinterest, Inc. insider sale notice: The filing reports a proposed sale of 102,083 shares of Class A common stock through Charles Schwab on the NYSE with an aggregate market value of $3,569,088 and an approximate sale date of 08/20/2025. The shares were originally acquired as founders' shares on 04/18/2019. The filer also disclosed multiple sales by the same person during the prior three months, primarily blocks of 102,083 shares executed between 05/21/2025 and 08/13/2025, with gross proceeds in the multimillion-dollar range per transaction. The filer affirms no undisclosed material adverse information and follows Rule 144 disclosure requirements.

Positive

• Disclosure compliance: Sale is reported under Rule 144 with broker and exchange specified, showing procedural transparency
• Founders' shares origin: Securities were originally acquired as founders' shares on 04/18/2019, clarifying the acquisition basis

Negative

• Large insider selling: Multiple substantial sales (blocks of 102,083 shares) in the prior three months could indicate significant insider liquidity-taking
• Potential market pressure: Repeated multimillion-dollar dispositions may increase supply and affect short-term stock trading dynamics

Insights

Securities Analyst

TL;DR: Substantial, repeated insider sales of founder shares signal notable liquidity-taking by a major shareholder.

The filing documents a planned sale of 102,083 Class A shares valued at $3.57 million and shows a pattern of similar multi-million-dollar dispositions across recent weeks. These are founder shares acquired in 2019 and being sold under Rule 144, indicating compliance with resale conditions rather than open-market restricted transfers. For investors, clustered large-block insider sales can weigh on near-term supply-demand dynamics for the stock and are relevant when assessing insider alignment and ownership concentration.

Corporate Governance Expert

TL;DR: The disclosure is routine and compliant but highlights material insider liquidity events.

The notice provides required transparency about founder-share dispositions and identifies the broker and exchange. The representation that no material nonpublic information exists is standard. Repeated large sales merit attention for governance discussions about insider retention, succession planning, and potential impacts on perceived executive commitment, though the filing itself shows procedural compliance rather than governance breaches.

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	3569088.00	599264132	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 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.	05/21/2025	102083	3280213.00
Benjamin Silbermann 651 BRANNAN STREET SAN FRANCISCO CA 94107	PINTEREST, INC.	05/22/2025	6274	201847.00
Benjamin Silbermann 651 BRANNAN STREET SAN FRANCISCO CA 94107	PINTEREST, INC.	05/28/2025	102083	3212604.00
BENJAMIN SILBERMANN 651 BRANNAN STREET SAN FRANCISCO CA 94107	PINTEREST, INC.	06/04/2025	102083	3389920.00
BENJAMIN SILBERMANN 651 BRANNAN STREET SAN FRANCISCO CA 94107	PINTEREST, INC.	06/11/2025	102083	3553663.00
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

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 for PINS disclose about the proposed sale?

The form reports a proposed sale of 102,083 Class A shares through Charles Schwab on the NYSE with an aggregate market value of $3,569,088 and an approximate sale date of 08/20/2025.

Who acquired the securities and when were they acquired?

The securities were acquired as founders' shares from Pinterest, Inc. on 04/18/2019.

Has the filer sold similar shares recently?

Yes. The filing lists multiple sales by the same person between 05/21/2025 and 08/13/2025, many of which are blocks of 102,083 shares with gross proceeds in the range of approximately $3.2M–$3.9M per transaction.

Through which broker and exchange will the sale occur?

The proposed sale is to be executed through Charles Schwab & Co., Inc. on the NYSE.

Does the filer represent they possess any undisclosed material information?

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