Form 4: Pinterest CTO Sells Shares for Tax Obligations

Pinterest's Chief Technology Officer, Matthew Madrigal, disposed of 18,193 shares of Class A Common Stock to cover tax liabilities related to RSU vesting.

Summary

• Matthew Madrigal, Chief Technology Officer of Pinterest, Inc. (PINS), reported a transaction on November 20, 2025.
• He disposed of 18,193 shares of Class A Common Stock at a price of $24.81 per share.
• The disposition was made to satisfy income tax withholding and remittance obligations in connection with the vesting and net settlement of previously reported Restricted Stock Units (RSUs).
• Following this transaction, Madrigal beneficially owns 392,438 shares of Class A Common Stock, which includes RSUs subject to vesting conditions.
• The transaction was made pursuant to a contract, instruction, or written plan for the purchase or sale of equity securities, intended to satisfy the affirmative defense conditions of Rule 10b5-1(c).

Sentiment

Score: 5

Explanation: The transaction is neutral. It represents a routine, non-discretionary disposition of shares to cover tax liabilities associated with RSU vesting, which is a common practice for executive compensation and does not reflect a change in management's outlook or confidence in the company.

Industry Context

This transaction represents a routine insider filing common in the technology sector, where executives receive equity compensation (RSUs) that vest over time. Upon vesting, a portion of the shares is typically sold or withheld by the company to cover the executive's tax obligations, as seen in this Form 4.

Stakeholder Impact

• Shareholders: Minimal impact as this is a routine, non-discretionary transaction for tax purposes and does not signal a change in the executive's confidence or company fundamentals.
• Employees: No direct impact beyond the reporting person.

Key Dates

Recommendation

This Form 4 filing details a routine, non-discretionary sale of shares by Pinterest's CTO to cover tax obligations related to RSU vesting. Such transactions are common and often pre-scheduled under Rule 10b5-1 plans, indicating they are not based on new material information or a change in the executive's sentiment towards the company. Therefore, this specific filing does not provide new information that would warrant a change in investment recommendation; a 'hold' stance remains appropriate based solely on this report, pending further fundamental analysis.

Keywords

Pinterest, PINS, Form 4, Insider Transaction, Stock Sale, CTO, Matthew Madrigal, RSU Vesting, Tax Withholding, Rule 10b5-1(c)