TL;DR
Multiple C-suite officers and directors reduce holdings in coordinated selling activity.
July 1, 2025
Pinterest Inc. (NYSE: PINS) executives have been actively reducing their equity positions over the past two weeks, with multiple high-level insiders executing significant stock sales totaling more than $1.2 million, according to recent SEC Form 4 filings.
Recent Insider Activity Summary
Chief Legal Officer Doubles Down on Sales
Wanjiku Juanita Walcott, Pinterest’s Chief Legal & Business Affairs Officer, has conducted two separate stock sales within a seven-day period.
On June 27, 2025, Walcott sold 11,510 shares at an average price of approximately $35.68 per share, generating proceeds of roughly $410,681. This transaction followed an earlier sale on June 20, 2025, when she disposed of 14,935 shares at $34.22 per share, worth approximately $511,120.
Following these transactions, Walcott retains direct ownership of 390,230 shares, which includes restricted stock units subject to vesting requirements. Both sales were executed under a pre-arranged Rule 10b5-1 trading plan adopted on August 22, 2024.
CFO Joins Selling Activity
Chief Financial Officer Julia Brau Donnelly has also been active in the market, executing stock sales on two separate occasions.
On June 24, 2025, Donnelly sold 29,606 shares at $34.247 per share, followed by an earlier transaction on June 20, 2025, involving 35,866 shares at $34.22 per share. Combined, these sales generated approximately $1.24 million in proceeds for the CFO.
Director-Level Activity
Benjamin Silbermann, who appears in multiple filings as a director, executed several transactions on June 25, 2025, involving both acquisitions and dispositions of Class A Common Stock.
The filings show complex transaction patterns including both direct ownership changes and transfers to family trusts, specifically the “Benjamin and Divya Silbermann Family Trust” and “SFTC, LLC.”
Market Context
These insider sales come at a time when Pinterest has been showing resilience in the digital advertising market. The company recently reported first-quarter earnings that surpassed Wall Street expectations, with revenue and EBITDA figures exceeding estimates.
Pinterest provided a positive revenue growth forecast for Q2 2025, projecting an increase of 12-15%.
The coordinated nature of these sales, spanning multiple executives over a concentrated timeframe, represents a notable shift in insider activity for the social media platform.
All transactions appear to have been conducted through pre-arranged trading plans, which allow insiders to sell shares at predetermined times to avoid accusations of trading on material nonpublic information.
Analyst Perspective
Current analyst sentiment on Pinterest remains mixed, with price targets ranging from $34 to $45. Benchmark maintains a Buy rating with a $45 target, while Piper Sandler holds a Neutral rating at $34.
The digital advertising market’s strengthening outlook, with projected 6.3% year-over-year growth for Q2 2025, provides a favorable backdrop for Pinterest’s business model.
Pinterest is scheduled to report its next earnings on August 5, 2025, which may provide additional context for the recent insider selling activity.