Pinterest director Benjamin Silbermann sells over $2m in stock

Benjamin Silbermann, a director and 10% owner of Pinterest, Inc. (NYSE:PINS), sold $2,042,765 worth of Class A common stock over two trading days in mid-October. This was part of a pre-approved trading plan Silbermann had established on February 27, 2026. On October 13, 2026, he sold 46,875 shares at an average price of $21.5552 per share, while another 46,875 shares were sold the following day at a weighted average price of $22.0238.

Currently, Pinterest's stock is trading at $21.76 with a market capitalization of $12.32 billion. An InvestingPro analysis suggests the company is undervalued, positioning it among the most undervalued stocks on the platform. The sales came after an equivalent number of Class B common stock shares were converted into Class A shares.

The Class A shares sold were indirectly held by the Benjamin and Divya Silbermann Family Trust. Following these transactions, Silbermann's indirect holdings through the family trust increased to 34,049,388 shares of Class B common stock, with additional direct holdings of 1,174,715 Class B shares and 13,996 Class A shares. He also has 8,762,530 Class B shares indirectly held by SFTC, LLC.

Despite these sales, Baird has maintained a Neutral rating on Pinterest stock following the resignation of its CFO, Julia Brau Donnelly. Pinterest has recently launched a new AI infrastructure layer built with NVIDIA to bolster its multimodal AI products. Meanwhile, digital advertising spending has shown robust growth, particularly for platforms such as Meta Platforms and Alphabet, while Pinterest has reported a 50% year-over-year increase in revenue per user.