Pinterest director Benjamin Silbermann sells $2.1m in shares

Benjamin Silbermann, a director and 10% owner of Pinterest, Inc. (NASDAQ:PINS), recently sold Class A common stock totaling approximately $2.13 million. The transactions occurred over two days in late October 2026.

On October 20, 2026, Mr. Silbermann disposed of 46,875 shares of Class A common stock. These shares were sold at prices ranging from $22.34 to $22.83 per share, with a weighted average sale price of $22.5596. The following day, October 21, 2026, he sold an additional 46,875 shares of Class A common stock. These sales occurred at prices ranging from $22.68 to $23.11 per share, with a weighted average sale price of $22.9408. These sales were executed under a Rule 10b5-1 trading plan adopted on February 27, 2026. The stock currently trades at $22.95, giving Pinterest a market capitalization of $13 billion. According to InvestingPro analysis, the stock appears undervalued at current levels. The company trades at a high P/E ratio of 58.87, one of several key metrics detailed in Pinterest’s comprehensive Pro Research Report available to subscribers.

Preceding each sale, an equal number of Class B common stock shares were converted into Class A common stock on the respective transaction dates. These conversions involved 46,875 shares on October 20, 2026, and another 46,875 shares on October 21, 2026, at a conversion price of $0. Each share of Class B common stock is convertible into one share of Class A common stock.

The shares involved in these reported transactions are held indirectly by the Benjamin and Divya Silbermann Family Trust. Mr. Silbermann also holds some shares directly and indirectly through SFTC, LLC. He disclaims beneficial ownership of the shares held by SFTC, LLC, except to the extent of his pecuniary interest, if any, through certain immediate family members’ interests in The Silbermann 2012 Irrevocable Trust.

In other recent news, Pinterest Inc has been in the spotlight for several key developments. Phillip Securities initiated coverage on Pinterest with a buy rating, highlighting the company’s international monetization potential and advanced advertising technology capabilities. The firm set a price target of $30.00, noting that international markets significantly contribute to Pinterest’s user base but less so to its revenue, suggesting room for growth. Meanwhile, Pinterest announced a new AI infrastructure layer built with NVIDIA, designed to enhance multimodal AI products such as visual search and content understanding. This collaboration utilizes NVIDIA Blackwell GPUs and aims to bolster Pinterest’s technological framework.

Additionally, Baird reiterated a Neutral rating on Pinterest following the resignation of CFO Julia Brau Donnelly, who is leaving to join a private company. The company has initiated an external search for her successor. In the broader digital advertising landscape, Deutsche Bank reported stronger-than-expected digital ad spending, which bodes well for platforms like Pinterest. Evercore’s survey of advertising agency executives identified Meta and Google as leaders in digital ad spending, with positive assessments also for Amazon, Netflix, and Reddit. These developments collectively underscore a dynamic period for Pinterest and the digital advertising industry.