Pinterest SEC Filings

Pinterest (NYSE:PINS) filed a Form 4 disclosing that co-founder, director and 10% owner Benjamin Silbermann converted and immediately sold 102,083 Class A shares on 06/25/2025 under a pre-arranged Rule 10b5-1 plan.

• Sale value ≈ $3.7 million at a weighted average price of $35.99.
• Shares were first converted 1-for-1 from Class B to Class A before sale.
• Post-transaction ownership: 46.80 million Class B shares (indirect) and 8,414 Class A shares (direct), maintaining voting control.
• Transactions executed through the Benjamin & Divya Silbermann Family Trust and SFTC, LLC.

The filing indicates routine liquidity but removes roughly 0.22 % of Silbermann’s total stake.

Pinterest (NYSE:PINS) filed a Form 4 showing that Chief Financial Officer Julia Brau Donnelly sold 29,606 Class A shares on 06/24/2025 at a weighted-average price of $34.2497, generating proceeds of roughly $1.0 million. The transaction was executed under a Rule 10b5-1 plan adopted 12/04/2024 and accounts for about 8% of her pre-sale holding. After the sale, Donnelly continues to beneficially own 362,890 shares, including restricted stock units subject to vesting.

No derivative trades or amendments were disclosed.

Pinterest, Inc. (PINS) – Form 144 overview: The notice details a proposed insider sale under Rule 144. Holder Julia Brau Donnelly intends to sell 29,606 common shares through broker Charles Schwab & Co. on or about 24 June 2025. At the most recent market price reflected in the filing, the shares are valued at $1.014 million.

The filing also discloses that Donnelly already sold 29,605 shares on 24 March 2025, generating $1.005 million in gross proceeds. Together, the two transactions total 59,211 shares and roughly $2.02 million.

With 594.234 million shares outstanding, the new sale represents roughly 0.005 % of Pinterest’s total shares—immaterial to the capital structure but potentially relevant as a sentiment indicator. The shares being sold were acquired via a restricted-stock lapse on 20 June 2025 and are classified as equity-compensation stock.

The filer certifies that no undisclosed material adverse information is known and affirms compliance with Rule 10b5-1 if applicable. No remarks or special conditions were provided.

Key takeaways for investors:

• Planned insider sale of ~$1 million worth of stock.
• Follows a similar-sized sale three months earlier.
• Transaction size is small relative to market cap but may signal individual liquidity or portfolio diversification motives.

Pinterest Chief Legal & Business Affairs Officer Walcott Wanjiku Juanita reported a Form 4 filing on June 28, 2025, disclosing a transaction dated June 20, 2025. The insider disposed of 14,935 shares of Class A Common Stock at a price of $34.22 per share.

Key details of the transaction:

• The shares were withheld by Pinterest for tax withholding purposes related to the vesting of restricted stock units (RSUs)
• Following the transaction, the insider holds 401,740 shares directly, including unvested RSUs
• The transaction was coded as 'F' indicating a payment of exercise price or tax liability using securities already owned

This routine transaction appears to be part of standard executive compensation arrangements and tax obligation management, rather than a discretionary trading decision by the insider.

Pinterest CFO Julia Brau Donnelly reported a Form 4 filing on June 28, 2025, disclosing a transaction that occurred on June 20, 2025. The filing details the disposition of 35,866 shares of Class A Common Stock at a price of $34.22 per share.

Key transaction details:

• The shares were withheld by Pinterest for tax withholding purposes related to the vesting of previously granted restricted stock units (RSUs)
• Following the transaction, Donnelly beneficially owns 392,496 shares directly
• The total ownership includes additional RSUs subject to future vesting requirements

This transaction represents a routine withholding of shares for tax purposes rather than an open market sale, which is a common practice for executive compensation arrangements. The filing was executed by Jacquie Katzel as attorney-in-fact on June 23, 2025.

Pinterest Chief Accounting Officer Andrea Acosta reported a significant insider transaction on June 20, 2025. The filing discloses the disposition of 2,620 shares of Class A Common Stock at a price of $34.22 per share.

The transaction was executed as a withholding (Code F) by Pinterest to satisfy income tax obligations related to the vesting of previously awarded Restricted Stock Units (RSUs). Following the transaction, Acosta maintains beneficial ownership of 168,753 shares held directly, which includes unvested RSUs.

This routine tax-related share withholding suggests normal course RSU vesting rather than a discretionary sale decision by the insider. The transaction aligns with typical executive compensation practices for handling tax obligations on equity awards.

Pinterest (PINS) insider Benjamin Silbermann, who serves as both Director and 10% Owner, executed significant stock transactions on June 18, 2025, through planned Rule 10b5-1 trading arrangements established on December 13, 2024.

Key transaction details:

• Converted and sold 83,333 Class A shares at average price of $34.83 through the Benjamin and Divya Silbermann Family Trust
• Converted and sold 18,750 Class A shares at average price of $34.75 through SFTC, LLC
• Maintains direct ownership of 8,414 RSUs subject to vesting
• Retains indirect beneficial ownership of 36.7M Class B shares through Family Trust and 8.9M Class B shares through SFTC, LLC

All transactions were executed under a pre-established trading plan, demonstrating compliance with insider trading regulations. Class B shares maintain conversion rights to Class A shares on a one-to-one basis.

Pinterest director Gokul Rajaram reported insider trading activity on June 18, 2025, executing a planned sale under Rule 10b5-1. Key details:

• Sold 1,150 shares of Class A Common Stock at $34.52 per share
• Transaction was executed according to a pre-planned trading arrangement established on June 12, 2024
• Following the transaction, Rajaram holds: - 32,900 shares directly (including restricted stock units subject to vesting) - 3,957 shares indirectly through Rajaram Family Revocable Trust

This Form 4 filing indicates a relatively small reduction in the director's holdings, with the sale representing approximately 3.4% of direct holdings. The transaction's execution through a pre-planned 10b5-1 trading plan suggests compliance with insider trading regulations and predetermined trading parameters.