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Pinterest (PINS) director’s trust converts shares, then sells on September 29 and 30

https://www.stocktitan.net/sec-filings/PINS/form-4-pinterest-inc-insider-trading-activity-1a2ff0573348.html
Benjamin Silbermann, a director and 10% owner of Pinterest (PINS) through the Benjamin and Divya Silbermann Family Trust, executed two transactions on September 29 and September 30, 2026. Each transaction involved converting 46,875 Class B shares into Class A shares and subsequently selling the Class A shares. These sales were conducted under a Rule 10b5-1 trading plan adopted on February 27, 2026, with weighted average sale prices of $18.3336 and $18.7225 per share respectively.

Pinterest (PINS) director's proposed sale covers 46,875 family trust shares.

https://www.stocktitan.net/sec-filings/PINS/144-pinterest-inc-sec-filing-620c813cd7eb.html
A director and 10% stockholder of Pinterest (PINS), Benjamin Silbermann, through the Benjamin and Divya Silbermann Family Trust, has proposed selling 46,875 Class A common shares. The aggregate market value of this proposed sale is $877,617, with an approximate sale date of September 30, 2026. This notice is filed under SEC Rule 144, which governs the resale of restricted and insider-held securities.

A family trust holds the shares in a Pinterest (PINS) director’s proposed $859,387 sale.

https://www.stocktitan.net/sec-filings/PINS/144-pinterest-inc-sec-filing-57c691b0973e.html
Pinterest director Benjamin Silbermann, also a 10% stockholder, has proposed selling 46,875 Class A common shares of Pinterest (PINS) with an aggregate market value of $859,387. The shares are held in The Benjamin and Divya Silbermann Family Trust, with Charles Schwab & Co., Inc. listed as the broker for the transaction. The filing also notes a previous sale of the same number of shares on September 23, 2026, for $853,458.

Pinterest (PINS) CFO sells shares under a trading plan at an average price of $18.6084 each.

https://www.stocktitan.net/sec-filings/PINS/form-4-pinterest-inc-insider-trading-activity-277315ff930f.html
Pinterest's Chief Financial Officer, Julia Brau Donnelly, sold 29,548 shares of Class A common stock on September 24, 2026, at a weighted average price of $18.6084 per share. These sales were conducted under a Rule 10b5-1 trading plan established on May 7, 2026. After the transaction, Donnelly directly holds 751,921 shares, including restricted stock units.

After selling 59,096 shares in August, Pinterest (PINS) officer Julia Brau Donnelly proposes selling 29,548 more.

https://www.stocktitan.net/sec-filings/PINS/144-pinterest-inc-sec-filing-2687aabf109a.html
Pinterest officer Julia Brau Donnelly has proposed selling an additional 29,548 shares of Class A common stock, valued at $549,842, with an approximate sale date of September 24, 2026. This proposed sale follows a previous transaction on August 7, 2026, where she sold 59,096 shares for $1,387,718. The filing is a Form 144, indicating the sale of restricted or insider-held shares.
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Pinterest (PINS) legal chief Wanjiku Juanita Walcott sold 14,103 shares under a trading plan.

https://www.stocktitan.net/sec-filings/PINS/form-4-pinterest-inc-insider-trading-activity-056b6131b98e.html
Pinterest's Chief Legal & Business Affairs Officer, Wanjiku Juanita Walcott, sold 14,103 Class A common shares on September 23, 2026, for a weighted average price of $18.207 per share. This sale was executed under a pre-arranged Rule 10b5-1 trading plan adopted on February 26, 2026. Following the transaction, Walcott's direct holding in Pinterest includes 658,902 shares, which encompass restricted stock units subject to vesting.

A family trust linked to a Pinterest (PINS) director proposes a share sale valued at $853,458.

https://www.stocktitan.net/sec-filings/PINS/144-pinterest-inc-sec-filing-6e22e6c68068.html
The Benjamin and Divya Silbermann Family Trust, associated with Pinterest director and 10% stockholder Benjamin Silbermann, has proposed selling 46,875 shares of Pinterest Class A common stock. The aggregate market value of this proposed sale is $853,458, with Charles Schwab & Co., Inc. named as the broker and an approximate sale date of September 23, 2026. This information was disclosed in a Form 144 SEC filing.

Pinterest (NYSE: PINS) director's family trust converts Class B shares, then sells Class A shares.

https://www.stocktitan.net/sec-filings/PINS/form-4-pinterest-inc-insider-trading-activity-b397960d8953.html
A family trust linked to Pinterest director Benjamin Silbermann converted and sold 93,750 Class A shares over two days in September 2026. The sales, made under a Rule 10b5-1 trading plan, involved converting Class B shares to Class A shares before selling them at weighted average prices of $19.4966 and $18.2070. Following these transactions, the trust holds over 34 million Class B shares indirectly.

Pinterest CPO Matthew Madrigal Withholds 19,958 Shares for RSU Tax on September 20, 2026

https://kalkinemedia.com/us/news/announcements/pinterest-cpo-matthew-madrigal-withholds-19958-shares-for-rsu-tax-on-september-20-2026
Matthew Madrigal, Chief Product & Technology Officer at Pinterest, Inc. (NYSE:PINS), had 19,958 shares of Class A Common Stock withheld by the company on September 20, 2026. This action was taken to cover tax liabilities stemming from the vesting of Restricted Stock Units (RSUs). Post-transaction, Madrigal's direct beneficial ownership stands at 1,557,545 shares, including RSUs subject to future vesting.

Pinterest director Benjamin Silbermann sells over $1.7m in stock By Investing.com

https://uk.investing.com/news/stock-market-news/pinterest-director-benjamin-silbermann-sells-over-17m-in-stock-93CH-4872386
Benjamin Silbermann, a director and 10% owner of Pinterest, Inc. (NYSE:PINS), sold Class A Common Stock worth over $1.7 million in September 2026 through the Benjamin and Divya Silbermann Family Trust. These sales were conducted under a Rule 10b5-1 trading plan. The article also touches on recent positive financial news for Pinterest, including revenue growth and an increased price target from DA Davidson, alongside corporate developments like CFO resignation and new AI infrastructure with NVIDIA.
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Pinterest Director Benjamin Silbermann Sells 93,750 Shares for $1.8 Million

https://www.fool.com/coverage/filings/2026/09/17/pinterest-director-benjamin-silbermann-sells-93-750-shares-for-usd1-8-million/
Benjamin Silbermann, a Director at Pinterest (PINS) and co-founder, sold 93,750 shares of Class A Common Stock for $1.8 million on September 15 and 16, 2026. This transaction was conducted under a pre-authorized Rule 10b5-1 trading plan established on February 27, 2026, and involved converting Class B shares to Class A for sale. Despite the sale, Silbermann remains heavily invested in Pinterest, holding significant derivative interests, and the article suggests the company's stock shows potential for recovery given recent revenue growth and a low price-to-sales ratio.

Pinterest Co-Founder and Chair Benjamin Silbermann Sells Company Shares Worth $2.2 Million

https://finance.yahoo.com/markets/stocks/articles/pinterest-co-founder-chair-benjamin-064712714.html
Pinterest co-founder and Chairman Benjamin Silbermann sold 93,750 shares of the company, valued at approximately $2.2 million, through a pre-established Rule 10b5-1 trading plan. Despite the sale, Silbermann maintains a significant economic interest in Pinterest, holding around 80 million shares and derivative securities. This transaction comes as Pinterest's stock has seen a 35% decrease over the past year, and the company faces challenges in monetizing its growing user base despite achieving an all-time high of 640 million global monthly active users.

Pinterest CFO Julia Brau Donnelly to Depart

https://www.marketscreener.com/news/pinterest-cfo-julia-brau-donnelly-to-depart-ce7858dfd08fff2d
Pinterest's Chief Financial Officer, Julia Brau Donnelly, is stepping down from her role in October 2026. This announcement, made on August 28, 2026, indicates a significant executive change for the company. The departure is part of broader executive changes effective October 30, 2026, and comes amid other recent personnel announcements and financial news for Pinterest.

Pinterest director Benjamin Silbermann sells $2.2m PINS shares

https://www.investing.com/news/insider-trading-news/pinterest-director-benjamin-silbermann-sells-22m-pins-shares-93CH-4878117
Pinterest director Benjamin Silbermann sold 93,750 shares of Class A Common Stock for approximately $2.2 million across two transactions in late August 2026. These sales, executed under a Rule 10b5-1 trading plan, occurred at prices ranging from $23.5281 to $23.5686 per share. Despite the insider sale, InvestingPro analysis suggests the stock is undervalued, and the company maintains strong financial health with aggressive share buybacks and more cash than debt.

Pinterest (NYSE: PINS) founder lines up new share sale

https://www.stocktitan.net/sec-filings/PINS/144-pinterest-inc-sec-filing-7871ad5252f6.html
Pinterest co-founder Benjamin Silbermann plans to sell 46,875 shares of Class A Common Stock, valued at approximately $1.1 million, through Charles Schwab & Co., Inc. This proposed sale, filed under SEC Rule 144, consists of shares originating from founders shares dated April 18, 2019. Silbermann has made similar sales through The Benjamin and Divya Silbermann Family Trust in recent months, with individual transactions ranging from roughly $932,665 to $1,119,405.
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Pinterest (NYSE: PINS) CTO has 27K shares withheld for taxes

https://www.stocktitan.net/sec-filings/PINS/form-4-pinterest-inc-insider-trading-activity-4b78288ee0e9.html
Pinterest's Chief Product & Tech. Officer Matthew Madrigal had 27,343 shares of Class A Common Stock withheld on August 20, 2026, to cover income tax obligations related to the vesting of Restricted Stock Units. The shares were valued at $23.23 each, reducing his directly held shares used for withholding, but he still directly holds 1,577,503 shares, including unvested RSUs. This transaction was a tax-withholding disposition and not part of a Rule 10b5-1 trading plan.

Pinterest Insider Dumps Nearly 94,000 Shares, After Stock Drops by 33% Over Last Year

https://www.fool.com/coverage/filings/2026/08/22/pinterest-insider-dumps-nearly-94-000-shares-after-stock-drops-by-33-over-last-year/
Pinterest director Benjamin Silbermann sold 93,750 shares of Class A Common Stock for approximately $2.2 million through a Rule 10b5-1 trading plan. This transaction reduced his direct equity position significantly, although he retains substantial exposure through derivative holdings. The sale occurred after Pinterest's stock had experienced a 34% decline over the past year, reflecting investor concerns about stalled North American user growth and macroeconomic headwinds.

Pinterest (NYSE:PINS): A Strong Example of Affordable Growth

https://www.chartmill.com/news/PINS/Chartmill-53900-Pinterest-NYSEPINS-A-Strong-Example-of-Affordable-Growth
Pinterest (NYSE:PINS) is highlighted as an affordable growth stock, balancing strong earnings and revenue expansion with a reasonable valuation. The company shows robust growth metrics, including significant EPS and revenue increases, coupled with a low P/E ratio compared to the S&P 500. Furthermore, Pinterest exhibits strong financial health with low debt and decent profitability, making it an attractive option for growth-at-a-reasonable-price investors.

Pinterest Insider Dumps Nearly 94,000 Shares, After Stock Drops by 33% Over Last Year

https://finance.yahoo.com/markets/stocks/articles/pinterest-insider-dumps-nearly-94-154001744.html
Pinterest director Benjamin Silbermann sold 93,750 shares of Class A Common Stock for approximately $2.2 million, as part of a Rule 10b5-1 trading plan. This transaction occurred after Pinterest's stock experienced a 34% negative return over the past year. Despite the insider sale, the article highlights Pinterest's strong fundamentals and revenue growth, while also noting challenges such as stalled North American user growth and macroeconomic headwinds affecting ad spending.

Pinterest (NYSE: PINS) director sells 93,750 shares under 10b5-1 plan

https://www.stocktitan.net/sec-filings/PINS/form-4-pinterest-inc-insider-trading-activity-2321bbb31f55.html
A director and over-10% holder of Pinterest, Benjamin Silbermann, through a family trust, sold 93,750 Class A shares on August 18 and 19, 2026, after converting them from Class B shares. These sales were pre-planned under a Rule 10b5-1 trading plan adopted in February 2026, with weighted average prices of $23.4041 and $23.1125 respectively. Following these transactions, entities associated with Silbermann still retain significant holdings of Class B shares and unvested RSUs.
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Pinterest (NYSE: PINS) director sells 1,050 shares in plan trade

https://www.stocktitan.net/sec-filings/PINS/form-4-pinterest-inc-insider-trading-activity-d0aa4e81a4e8.html
Pinterest director Gokul Rajaram sold 1,050 shares of Class A Common Stock at $23.03 per share on August 19, 2026, as part of a pre-arranged Rule 10b5-1 trading plan. Following the sale, Rajaram directly holds 37,246 shares, including restricted stock units, and indirectly holds 3,957 shares through the Rajaram Family Revocable Trust. The transaction was reported in a Form 4 filing, indicating a neutral filing impact and negative sentiment.

Pinterest (NYSE: PINS) seller plans new family‑trust sale after months of trades

https://www.stocktitan.net/sec-filings/PINS/144-pinterest-inc-sec-filing-3ec30c1132c9.html
Benjamin Silbermann, through The Benjamin and Divya Silbermann Family Trust, plans to sell 46,875 shares of Pinterest Class A common stock, valued at over $1 million, via Charles Schwab & Co., Inc. This proposed sale follows numerous similar transactions over the past three months, where Silbermann consistently sold blocks of 46,875 shares, generating proceeds in the high six-figure to low seven-figure range per trade. The filing notes these are "Founders Shares" acquired in 2019 and indicates an approximate sale date of August 19, 2026.

Pinterest (NYSE: PINS) founder lines up new $1.1M share sale

https://www.stocktitan.net/sec-filings/PINS/144-pinterest-inc-sec-filing-b3556a2cdd54.html
Pinterest co-founder Benjamin Silbermann, through The Benjamin and Divya Silbermann Family Trust, is planning to sell 46,875 shares of Class A common stock, valued at approximately $1.1 million. This proposed sale is detailed in a Rule 144 notice filed on August 18, 2026. The filing also reveals multiple prior sales by Silbermann between May and August 2026, each involving similar blocks of shares.

Elliott Investment Management (PINS) discloses 28M-share Pinterest stake in 13G

https://www.stocktitan.net/sec-filings/PINS/schedule-13g-pinterest-inc-passive-investment-disclosure-5-5d701dc5f1bd.html
Elliott Investment Management L.P. has reported a beneficial ownership of 28,000,000 shares of Pinterest, Inc.'s Class A common stock, representing a 5.8% stake in the company. This disclosure was made via a Schedule 13G filing, indicating that Elliott has sole voting and dispositive power over these shares. The percentage is based on 481,750,308 Class A shares outstanding as of April 28, 2026.

Ameriprise units (PINS) report Pinterest holdings over 45M shares, Fund tops 5%

https://www.stocktitan.net/sec-filings/PINS/schedule-13g-pinterest-inc-passive-investment-disclosure-5-d7d17e4903b6.html
Ameriprise Financial, Inc., through its subsidiaries Columbia Management Investment Advisers, LLC and Columbia Seligman Technology and Information Fund, has reported significant beneficial ownership in Pinterest, Inc. Class A common stock. As of June 30, 2026, Ameriprise Financial holds 45,012,854 shares (9.3%), while Columbia Management Investment Advisers holds 42,128,950 shares (8.7%), and Columbia Seligman Technology and Information Fund directly owns 27,138,031 shares (5.6%). Although Ameriprise and CMIA disclaim direct beneficial ownership, the Fund is identified as a direct holder of over 5% of Pinterest's Class A common stock.
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Pinterest (PINS) insider Benjamin Silbermann sells 93,750 shares under 10b5-1 plan

https://www.stocktitan.net/sec-filings/PINS/form-4-pinterest-inc-insider-trading-activity-0a981c260b49.html
Pinterest insider Benjamin Silbermann, a director and ten percent owner, sold 93,750 shares of Class A Common Stock on August 11 and 12, 2026, after converting them from Class B shares. These sales, totaling approximately $2.21 million, were conducted under a Rule 10b5-1 trading plan adopted in February 2026. Following the transactions, Silbermann-associated entities still hold a substantial number of Class B shares and some Class A RSUs.

Pinterest (PINS) Chief Business Officer sells 12,240 shares in planned trade

https://www.stocktitan.net/sec-filings/PINS/form-4-pinterest-inc-insider-trading-activity-77ef50f0d95b.html
Pinterest's Chief Business Officer, Claude Leonard Brown, reported the sale of 12,240 Class A Common Stock shares on August 11, 2026. The transaction occurred at a weighted average price of $23.8795 per share under a pre-arranged Rule 10b5-1 trading plan. Following this sale, Brown directly holds 1,206,834 shares, which include restricted stock units subject to vesting conditions.

Pinterest (PINS) founder Benjamin Silbermann files to sell 46,875 shares

https://www.stocktitan.net/sec-filings/PINS/144-pinterest-inc-sec-filing-90a945fedca7.html
Pinterest founder Benjamin Silbermann has filed a Form 144 notice to sell 46,875 shares of Class A common stock, valued at $1,088,817.00, through Charles Schwab & Co., Inc. The filing indicates these are "Founders Shares" acquired in 2019 and also details numerous prior sales of 46,875 shares between June and August 2026, alongside an 8,414 share sale in May 2026. This notice provides transparency regarding planned insider stock transactions.

Pinterest, Inc. (PINS) founder Benjamin Silbermann plans $1.12M stock sale

https://www.stocktitan.net/sec-filings/PINS/144-pinterest-inc-sec-filing-733246491799.html
Pinterest founder Benjamin Silbermann has filed to sell up to 46,875 shares of Class A common stock, valued at $1,119,405.00, through Charles Schwab & Co., Inc. The proposed sale date is August 11, 2026, and the filing also reveals multiple prior open-market sales of similar share blocks between May and July 2026. These shares were originally acquired on April 18, 2019, as Founder Shares.

Pinterest (NYSE: PINS) CFO trades 59,096 shares via 10b5-1 plan

https://www.stocktitan.net/sec-filings/PINS/form-4-pinterest-inc-insider-trading-activity-69c332cfafce.html
Pinterest's CFO, Julia Brau Donnelly, sold 59,096 shares of Class A Common Stock on August 7, 2026, as part of a Rule 10b5-1 trading plan. The shares were sold at a weighted average price of $23.4824 per share, with individual transaction prices ranging from $23.23 to $23.76. Following this sale, Donnelly directly holds 817,409 shares, including restricted stock units subject to vesting requirements.
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Pinterest (NYSE: PINS) insiders file to sell 1.39M Class A shares

https://www.stocktitan.net/sec-filings/PINS/144-pinterest-inc-sec-filing-d18f8ebc730a.html
Pinterest, Inc. has filed a Form 144 indicating a potential sale of 1,387,718 Class A common shares through Charles Schwab & Co., Inc. on or after August 7, 2026. This includes shares vesting from restricted stock lapses in March and June 2026 as equity compensation. The filing provides details on the shares to be sold, the planned sale date, and relevant key terms without indicating any immediate positive or negative impact.

PINS Archives

https://247wallst.com/companies/pins/
This page provides an archive of news and articles related to Pinterest Inc - Class A (PINS) stock. It includes recent insider trading disclosures, price predictions, earnings information, and various articles discussing Pinterest's performance relative to other social media companies like Meta, Snap, and Reddit, often focusing on factors like AI investments, legal risks, and user growth.

Vanguard Portfolio Management (PINS) discloses 19.96M Pinterest shares, 4.14% stake

https://www.stocktitan.net/sec-filings/PINS/schedule-13g-a-pinterest-inc-amended-passive-investment-disclosure-39f5207b538a.html
Vanguard Portfolio Management LLC and its affiliates have reported a beneficial ownership of 19,958,545 shares of Pinterest Inc. common stock, which represents a 4.14% stake in the company as of June 30, 2026. Vanguard holds sole voting power over 241,954 shares and sole dispositive power over all 19,958,545 shares. This disclosure, made via an amended Schedule 13G, indicates that the holdings are for investment purposes in the ordinary course of business and not to influence control of Pinterest.

Pinterest, Inc. Revenue Breakdown – NYSE:PINS

https://www.tradingview.com/symbols/NYSE-PINS/financials-segments/
Pinterest, Inc. (NYSE:PINS) generated $4.22 billion in revenue last year, primarily from its Visual Search and Discovery Platform segment. The United States was its largest regional contributor, accounting for $2.91 billion of its revenue. This article provides a breakdown of the company's revenue by segment and geographic region.

Pinterest stock may move 12% on upcoming earnings release

https://m.investing.com/news/stock-market-news/pinterest-stock-may-move-12-on-upcoming-earnings-release-93CH-4817294?ampMode=1
Options data suggests Pinterest Inc. Class A stock could experience a roughly 12% price movement following its quarterly earnings release on August 4. The company's stock has historically exceeded options-implied movements in five of its last eight earnings announcements, with past movements ranging from significant drops to notable gains. The most recent earnings report saw an 11.8% change, slightly below the implied move.
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Pinterest, Inc. Class A Revenue Breakdown – HAM:2U9

https://www.tradingview.com/symbols/HAM-2U9/financials-segments/
This article provides a revenue breakdown for Pinterest, Inc. Class A (HAM:2U9). In the last year, the company generated 3.59 billion EUR, with its Visual Search and Discovery Platform segment contributing the entirety of this revenue. The United States was the largest regional contributor, accounting for 2.48 billion EUR.

Pinterest founder (NYSE: PINS) moves to sell 46,875 Class A shares

https://www.stocktitan.net/sec-filings/PINS/144-pinterest-inc-sec-filing-9ba309397bd2.html
Pinterest co-founder Benjamin Silbermann has filed a Form 144 to sell 46,875 Class A shares of Pinterest, Inc. The planned sale has an indicated market value of $1,057,752.00, with shares to be sold through Charles Schwab & Co., Inc. The filing also details prior sales made by Silbermann over the past three months, including numerous transactions of 46,875 shares and one for 8,414 shares.

Pinterest, Inc. (PINS) CEO has 32,057 shares withheld to cover taxes

https://www.stocktitan.net/sec-filings/PINS/form-4-pinterest-inc-insider-trading-activity-1dde760c2af5.html
Pinterest, Inc.'s CEO, William J. Ready, reported a tax-withholding disposition of 32,057 Class A common shares on July 20, 2026. These shares, valued at $22.81 each, were withheld by the company to cover income tax obligations related to the vesting of Restricted Stock Awards. Following this transaction, Mr. Ready directly holds 1,894,836 Class A shares, including unvested restricted stock units.

Pinterest, Inc. (NYSE: PINS) insider trades 93,750 shares under 10b5-1 plan

https://www.stocktitan.net/sec-filings/PINS/form-4-pinterest-inc-insider-trading-activity-412e2ffc4ed6.html
Benjamin Silbermann, a director and over 10% owner of Pinterest (NYSE: PINS), indirectly sold a total of 93,750 Class A shares on July 21-22, 2026. These sales were conducted under a Rule 10b5-1 trading plan adopted on February 27, 2026, with weighted average prices ranging from $22.54 to $22.57. The transactions involved the conversion of Class B shares into Class A shares before the sale.

Pinterest (PINS) founder Benjamin Silbermann files to sell 46,875 Class A shares

https://www.stocktitan.net/sec-filings/PINS/144-pinterest-inc-sec-filing-f4de475becf5.html
Pinterest (PINS) founder Benjamin Silbermann has filed a Form 144 to sell up to 46,875 Class A common stock shares, which are founder shares originally dated April 18, 2019. The aggregate market value of this planned sale is $1,056,427.00 as of July 21, 2026, and the transaction will be handled by Charles Schwab & Co. The filing also details prior sales of Pinterest shares by Silbermann between May and July 2026, including several 46,875-share transactions.
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Pinterest director Rajaram Gokul sells $23,992 in stock By Investing.com

https://m.za.investing.com/news/stock-market-news/pinterest-director-rajaram-gokul-sells-23992-in-stock-93CH-4371190?ampMode=1
Pinterest director Rajaram Gokul recently sold 1,050 shares of Class A Common Stock for $23,992, as part of a Rule 10b5-1 trading plan. Following the transaction, he directly holds 38,296 shares and indirectly 3,957 shares. InvestingPro analysis indicates Pinterest is undervalued with a "GREAT" financial health score, and several analysts maintain a "Buy" rating on the stock due to consistent growth and AI advancements.

Pinterest director Benjamin Silbermann sells $2.1 million in class A stock

https://www.investing.com/news/insider-trading-news/pinterest-director-benjamin-silbermann-sells-21-million-in-class-a-stock-93CH-4794479
Pinterest director Benjamin Silbermann sold 93,750 shares of Class A Common Stock worth over $2.1 million on July 14 and 15, 2026, through a pre-arranged trading plan. Despite the sale, which occurred while Pinterest shares were down 35% over the past year, InvestingPro analysis indicates the stock is undervalued with strong financial health. The sale converted an equal number of Class B shares to Class A, while Silbermann retains significant indirect holdings in Class B stock.

Pinterest director Benjamin Silbermann sells $2.1 million in class A stock

https://ng.investing.com/news/stock-market-news/pinterest-director-benjamin-silbermann-sells-21-million-in-class-a-stock-93CH-2601851
Pinterest director Benjamin Silbermann sold 93,750 shares of Class A Common Stock for over $2.1 million on July 14 and 15, 2026, through a pre-arranged trading plan. Despite the sale and a 35% stock drop over the past year, InvestingPro considers the stock undervalued with a fair value of $32.13. Pinterest maintains a "GREAT" financial health score and holds more cash than debt, while analysts like Guggenheim, TD Cowen, and DA Davidson have reiterated "Buy" ratings due to AI advancements and user growth.

Pinterest (PINS) director sells 1,050 shares in Rule 10b5-1 trade

https://www.stocktitan.net/sec-filings/PINS/form-4-pinterest-inc-insider-trading-activity-dde50a810270.html
Pinterest director Gokul Rajaram sold 1,050 Class A Common Stock shares on July 15, 2026, at $22.85 per share, as part of a pre-arranged Rule 10b5-1 trading plan adopted in November 2025. Following this transaction, Rajaram directly holds 38,296 shares and indirectly holds 3,957 shares through the Rajaram Family Revocable Trust. The sale, valued at approximately $24,000, was openly reported to the SEC.

Benjamin Silbermann to sell 46,875 Pinterest, Inc. (NYSE: PINS) shares

https://www.stocktitan.net/sec-filings/PINS/144-pinterest-inc-sec-filing-d705e5f805d0.html
Benjamin Silbermann, a holder in Pinterest, Inc. (NYSE: PINS), intends to sell 46,875 Class A Common Stock shares, referred to as Founders Shares, with an aggregate market value of $1,079,440.00. The planned sale is scheduled for July 15, 2026, through Charles Schwab & Co., Inc. This filing also details multiple past sales by Silbermann between May 21 and July 14, 2026, involving similar share blocks and varied proceeds.
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Pinterest director Benjamin Silbermann sells $2.1 million in class A stock

https://ca.investing.com/news/stock-market-news/pinterest-director-benjamin-silbermann-sells-21-million-in-class-a-stock-93CH-4736285
Pinterest director Benjamin Silbermann sold 93,750 shares of Class A Common Stock for over $2.1 million on July 14 and 15, 2026, through a pre-arranged trading plan. Despite the sale, which occurred while PINS shares were down 35% over the past year, InvestingPro analysis indicates the stock is undervalued with a Fair Value of $32.13 and has a "GREAT" financial health score. Silbermann's remaining holdings include 13,996 direct Class A shares and significant indirect Class B shares.

Benjamin Silbermann to sell 46,875 Pinterest (NYSE: PINS) shares

https://www.stocktitan.net/sec-filings/PINS/144-pinterest-inc-sec-filing-7f98ca513e7b.html
Benjamin Silbermann has filed a Form 144 to sell 46,875 Class A common shares of Pinterest (NYSE: PINS) through Charles Schwab & Co., Inc., with an aggregate market value of $1,042,984.00. The shares are founder shares acquired on April 18, 2019, and the approximate sale date is July 14, 2026. The filing also detailed multiple previous sales by Silbermann in the last three months, including 46,875 shares on July 8, 2026, for over $1 million.

Pinterest (NYSE: PINS) trust sells 93,750 Class A shares under trading plan

https://www.stocktitan.net/sec-filings/PINS/form-4-pinterest-inc-insider-trading-activity-09807a014582.html
The Benjamin and Divya Silbermann Family Trust, associated with Pinterest insider Benjamin Silbermann, sold 93,750 Class A Common Stock shares through open-market transactions. These sales, executed at weighted average prices around $22 per share, were conducted under a pre-arranged Rule 10b5-1 trading plan. Following these transactions, the trust retains over 35 million Class B shares, convertible to Class A, while Silbermann also holds direct Class A and Class B shares.

Pinterest (PINS) affiliate files Form 144 showing multiple 46,875-share notices

https://www.stocktitan.net/sec-filings/PINS/144-pinterest-inc-sec-filing-9e060956b5dd.html
An affiliate of Pinterest (PINS), Benjamin Silbermann, has filed multiple Form 144 notices indicating proposed sales of 46,875 shares of Class A Common Stock on various dates between May and July 2026. These filings are procedural requirements for affiliates to sell restricted or control stock but do not confirm the actual execution of sales or receipt of proceeds. The document details per-transaction share amounts and example dollar figures associated with these proposed dispositions.

Pinterest Co-Founder Sells $2.1 Million in Stock With Shares Down 37%

https://www.theglobeandmail.com/investing/markets/markets-news/motley/3214960/pinterest-co-founder-sells-2-1-million-in-stock-with-shares-down-37/
Pinterest co-founder Benjamin Silbermann sold 93,750 shares of Class A Common Stock for $2.1 million. This transaction, executed under a Rule 10b5-1 trading plan, represents a small fraction of his total economic interest in the company and is described as routine portfolio management rather than a lack of confidence, despite the stock being down 37% over the past year. The company continues to show strong underlying business performance with revenue growth and increased monthly active users.
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