This is a routine, pre-scheduled 10b5-1 plan sale by the CEO. The consistent 46,875-share pattern over 3+ months indicates no new insider concern. Monitor for any deviation from this pattern (size increase, acceleration, or cessation) which would signal a change in insider sentiment.
Price Chart
Executive Summary
Co-founder and CEO Benjamin Silbermann filed a Form 144 on October 20, 2026, indicating intent to sell 46,875 shares of Class A Common Stock, with an estimated aggregate market value of approximately $1,057,482. This filing is part of a long-running, systematic selling pattern — Silbermann has filed nearly identical 46,875-share 144 notices every ~7 days since July 2026, suggesting a pre-arranged 10b5-1 plan rather than an opportunistic or event-driven sale. The filing itself is routine and carries no new information about company fundamentals.
Key Facts
- Insider: Benjamin Silbermann, co-founder, CEO, and 10% stockholder of Pinterest.
- Proposed sale: 46,875 shares of Class A Common Stock.
- Estimated value: ~$1,057,482 based on filing date price.
- Broker: Charles Schwab & Co., Inc.
- Shares acquired on April 18, 2019 as 'Founders Shares' from Pinterest.
- This filing is part of a consistent pattern: identical 46,875-share 144 filings every ~7 days from July 21, 2026 through October 20, 2026 (at least 20 prior filings).
- The selling entity is 'The Benjamin and Divya Silbermann Family Trust'.
- No material change in company fundamentals or recent insider trading pattern.
Financial Impact
Proposed sale of 46,875 shares valued at ~$1.06M, representing a small fraction of Silbermann's total holdings (estimated at ~$492M based on filing data).
Risk Factors
- CEO's systematic selling, while routine, could be perceived negatively by the market if cumulative sales become material.
- No new fundamental risk identified from this filing alone.
Investment Themes
Documents Analyzed
This report is based on 3 SEC documents filed with EDGAR.
| Document | Accession Number |
|---|---|
| 144 Filing (Primary) | 0001921094-26-001105 |
| Document: 0001921094-26-001105-index.html | 0001921094-26-001105 |
| Document: 0001921094-26-001105.txt | 0001921094-26-001105 |
Filters
| Type | Now | ||||
|---|---|---|---|---|---|
Oct 27, 2026 today | 144 | $21.13 | awaiting T+20 | — | $20.58 (−2.60%) |
Oct 27, 2026 today | SC 13G/A | $21.13 | awaiting T+20 | — | $20.58 (−2.60%) |
Oct 23, 2026 4d ago | Institutional Cluster | $22.32 | awaiting T+20 | — | $20.58 (−7.80%) |
Oct 21, 2026 6d ago | Insider Cluster | $22.93 | awaiting T+20 | — | $20.58 (−10.25%) |
Oct 21, 2026 6d ago | Insider Cluster | $22.93 | awaiting T+20 | — | $20.58 (+10.25%) |
Oct 20, 2026 7d ago | 144 | $22.95 | awaiting T+20 | — | $20.58 (−10.33%) |
Oct 15, 2026 12d ago | 8-K | $21.91 | awaiting T+20 | — | $20.58 (−6.07%) |
Oct 14, 2026 13d ago | 144 | $22.71 | awaiting T+20 | — | $20.58 (−9.38%) |
Oct 13, 2026 14d ago | 144 | $21.76 | awaiting T+20 | — | $20.58 (−5.42%) |
Oct 7, 2026 20d ago | 144 | $20.53 | awaiting T+20 | — | $20.58 (+0.24%) |
US Market Status
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