Form 4: Pinterest CTO Sells 20,000 Shares Under Pre-Arranged Trading Plan

Pinterest Chief Technology Officer Matthew Madrigal sold 20,000 shares of Class A Common Stock for approximately $771,670 under a Rule 10b5-1 trading plan.

Summary

• Matthew Madrigal, Pinterest's Chief Technology Officer, sold 20,000 shares of Class A Common Stock.
• The transaction occurred on July 21, 2025.
• The shares were sold at a weighted average price of $38.5835 per share, with individual transaction prices ranging from $38.00 to $38.76.
• The total value of the shares sold is approximately $771,670.
• Following the sale, Matthew Madrigal beneficially owns 428,823 shares of Class A Common Stock.
• The sale was executed pursuant to a Rule 10b5-1 trading plan adopted on December 13, 2024.
• The remaining beneficial ownership includes previously reported Restricted Stock Units (RSUs) that are subject to vesting requirements.

Sentiment

Score: 5

Explanation: While insider selling can be viewed negatively, the execution under a Rule 10b5-1 plan mitigates concerns that the sale is based on new, adverse non-public information. It suggests a pre-planned liquidity event for personal financial management, leading to a neutral sentiment.

Positives

• The sale was conducted under a pre-arranged Rule 10b5-1 trading plan, indicating a scheduled transaction rather than a reactive sale based on new, non-public information.

Negatives

• Insider selling, even under a 10b5-1 plan, can sometimes be perceived by investors as a lack of confidence in the company's future prospects, although this is mitigated by the pre-planned nature.

Future Outlook

NA

Management Comments

• The sales reported on this Form 4 were effected pursuant to a Rule 10b5-1 trading plan adopted by the reporting person on December 13, 2024.
• The reported price in Column 4 is a weighted average sale price. These shares were sold in multiple transactions at prices ranging from $38.00 to $38.76 per share.

Industry Context

This filing is specific to Pinterest and its Chief Technology Officer. It does not provide broader industry context, as insider transactions are common across all industries for various personal financial planning reasons.

Corporate Governance

Stakeholder Impact

• Shareholders: May observe the sale as a signal, though the Rule 10b5-1 plan context is important for interpretation. The reduction in insider ownership, albeit small relative to total shares outstanding, is noted.

Key Dates

Keywords

Pinterest, PINS, Matthew Madrigal, Chief Technology Officer, CTO, Insider Trading, Form 4, Stock Sale, Rule 10b5-1, Equity Transaction, Corporate Governance