As of August 27, 2026, the three largest insider holders of PINS are William J Ready (Chief Executive Officer, 1.93Mn shares), Matthew Madrigal (Chief Technology Officer, 1.65Mn shares), Claude Leonard Brown (Chief Business Officer, 1.34Mn shares).
| # | Insider | Position | Direct | Indirect | Total | Share of Insiders | Last Filed |
|---|---|---|---|---|---|---|---|
| 1 | William J Ready | Chief Executive Officer | 1,894,836 | 0 | 1,894,836 | 18.9% | 22 Jul, 2026 |
| 2 | Matthew Madrigal | Chief Product Tech. Officer | 1,577,503 | 0 | 1,577,503 | 15.8% | 24 Aug, 2026 |
| 3 | Claude Leonard Brown | Chief Business Officer | 1,206,834 | 0 | 1,206,834 | 12.1% | 12 Aug, 2026 |
| 4 | Jeremy S. Levine | Director | 1,158,833 | 0 | 1,158,833 | 11.6% | 10 Jun, 2025 |
| 5 | Donnelly Julia Brau | Chief Financial Officer | 817,409 | 0 | 817,409 | 8.2% | 07 Aug, 2026 |
| 6 | Malik Ducard | Chief Content Officer | 695,187 | 0 | 695,187 | 6.9% | 03 Feb, 2026 |
| 7 | Wanjiku Juanita Walcott | Chief Legal Bus Affairs Ofc. | 691,840 | 0 | 691,840 | 6.9% | 25 Jun, 2026 |
| 8 | Sabrina Ellis | Chief Product Officer | 474,533 | 0 | 474,533 | 4.7% | 29 Aug, 2024 |
| 9 | Andrea Acosta | Chief Accounting Officer | 276,568 | 0 | 276,568 | 2.8% | 07 Apr, 2026 |
| 10 | Christine Deputy | Chief People Officer | 222,881 | 0 | 222,881 | 2.2% | 29 Dec, 2023 |
| 11 | Todd R Morgenfeld | Former Chief Financial Officer | 182,115 | 0 | 182,115 | 1.8% | 07 Aug, 2023 |
| 12 | Naveen Gavini | Former Svp, Products | 179,708 | 0 | 179,708 | 1.8% | 16 Oct, 2023 |
| 13 | Fredric Reynolds | Director | 119,219 | 0 | 119,219 | 1.2% | 27 May, 2026 |
| 14 | Christine Flores | General Counsel | 111,212 | 0 | 111,212 | 1.1% | 09 Nov, 2022 |
| 15 | Andrea M Wishom | Director | 67,582 | 0 | 67,582 | 0.7% | 27 May, 2026 |
| 16 | Salaam Coleman | Director | 62,893 | 0 | 62,893 | 0.6% | 27 May, 2026 |
| 17 | Scott F. Schenkel | Director | 44,242 | 0 | 44,242 | 0.4% | 27 May, 2026 |
| 18 | Leslie J Kilgore | Director | 42,112 | 0 | 42,112 | 0.4% | 27 May, 2025 |
| 19 | Kecia Steelman | Director | 39,936 | 0 | 39,936 | 0.4% | 27 May, 2026 |
| 20 | Charles V Bergh | Director | 38,062 | 0 | 38,062 | 0.4% | 27 May, 2026 |
| 21 | Gokul Rajaram | Director | 37,246 | 0 | 37,246 | 0.4% | 19 Aug, 2026 |
| 22 | Jeffrey D Jordan | Director | 0 | 34,215 | 34,215 | 0.3% | 02 Apr, 2024 |
| 23 | Emily Reuter | Director | 25,015 | 0 | 25,015 | 0.2% | 27 May, 2026 |
| 24 | Benjamin Silbermann | Executive Chairman, Co F | 13,996 | 0 | 13,996 | 0.1% | 27 May, 2026 |
Each row is that insider’s most recently reported position, from Form 4 filings over the last 60 months — which is why this total does not tie to the quarterly series above, where a quarter counts only the insiders who filed in it. Shares held through a fund or institutional portfolio are counted on the institutional ownership page instead.
| Date | Insider | Position | Transaction | Shares | Price | Value | Shares Held After | Ownership |
|---|---|---|---|---|---|---|---|---|
| 25 Aug, 2026 | Benjamin Silbermann | Director, TenPercentOwner | Acquired C | 46,875 | $0.00 | $0 | 46,875 | Indirect |
| 25 Aug, 2026 | Benjamin Silbermann | Director, TenPercentOwner | Disposed S | 46,875 | $23.53 | $1.10Mn | 0 | Indirect |
| 26 Aug, 2026 | Benjamin Silbermann | Director, TenPercentOwner | Acquired C | 46,875 | $0.00 | $0 | 46,875 | Indirect |
| 26 Aug, 2026 | Benjamin Silbermann | Director, TenPercentOwner | Disposed S | 46,875 | $23.57 | $1.10Mn | 0 | Indirect |
| 25 Aug, 2026 | Benjamin Silbermann | Director, TenPercentOwner | Disposed C | 46,875 | $0.00 | $0 | 34,752,513 | Indirect |
| 26 Aug, 2026 | Benjamin Silbermann | Director, TenPercentOwner | Disposed C | 46,875 | $0.00 | $0 | 34,705,638 | Indirect |
| 20 Aug, 2026 | Matthew Madrigal | Chief Product Tech. Officer | Disposed F | 27,343 | $23.23 | $635.18K | 1,577,503 | Direct |
| 19 Aug, 2026 | Gokul Rajaram | Director | Disposed S | 1,050 | $23.03 | $24.18K | 37,246 | Direct |
| 18 Aug, 2026 | Benjamin Silbermann | Director, TenPercentOwner | Acquired C | 46,875 | $0.00 | $0 | 46,875 | Indirect |
| 18 Aug, 2026 | Benjamin Silbermann | Director, TenPercentOwner | Disposed S | 46,875 | $23.40 | $1.10Mn | 0 | Indirect |
| 19 Aug, 2026 | Benjamin Silbermann | Director, TenPercentOwner | Acquired C | 46,875 | $0.00 | $0 | 46,875 | Indirect |
| 19 Aug, 2026 | Benjamin Silbermann | Director, TenPercentOwner | Disposed S | 46,875 | $23.11 | $1.08Mn | 0 | Indirect |
| 18 Aug, 2026 | Benjamin Silbermann | Director, TenPercentOwner | Disposed C | 46,875 | $0.00 | $0 | 34,846,263 | Indirect |
| 19 Aug, 2026 | Benjamin Silbermann | Director, TenPercentOwner | Disposed C | 46,875 | $0.00 | $0 | 34,799,388 | Indirect |
| 11 Aug, 2026 | Benjamin Silbermann | Director, TenPercentOwner | Acquired C | 46,875 | $0.00 | $0 | 46,875 | Indirect |
| 11 Aug, 2026 | Claude Leonard Brown | Chief Business Officer | Disposed S | 12,240 | $23.88 | $292.29K | 1,206,834 | Direct |
| 11 Aug, 2026 | Benjamin Silbermann | Director, TenPercentOwner | Disposed S | 46,875 | $23.88 | $1.12Mn | 0 | Indirect |
| 12 Aug, 2026 | Benjamin Silbermann | Director, TenPercentOwner | Acquired C | 46,875 | $0.00 | $0 | 46,875 | Indirect |
| 12 Aug, 2026 | Benjamin Silbermann | Director, TenPercentOwner | Disposed S | 46,875 | $23.23 | $1.09Mn | 0 | Indirect |
| 11 Aug, 2026 | Benjamin Silbermann | Director, TenPercentOwner | Disposed C | 46,875 | $0.00 | $0 | 34,940,013 | Indirect |