PINS's three largest insider shareholders as of September 17, 2026 are William J Ready (Chief Executive Officer, 1.89Mn shares), Matthew Madrigal (Chief Product Tech. Officer, 1.58Mn shares), Claude Leonard Brown (Chief Business Officer, 1.21Mn 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 | 18.5% | 22 Jul, 2026 |
| 2 | Matthew Madrigal | Chief Product Tech. Officer | 1,577,503 | 0 | 1,577,503 | 15.4% | 24 Aug, 2026 |
| 3 | Claude Leonard Brown | Chief Business Officer | 1,206,834 | 0 | 1,206,834 | 11.8% | 12 Aug, 2026 |
| 4 | Jeremy S. Levine | Director | 1,158,833 | 0 | 1,158,833 | 11.3% | 10 Jun, 2025 |
| 5 | Donnelly Julia Brau | Chief Financial Officer | 817,409 | 0 | 817,409 | 8.0% | 07 Aug, 2026 |
| 6 | Malik Ducard | Chief Content Officer | 695,187 | 0 | 695,187 | 6.8% | 03 Feb, 2026 |
| 7 | Wanjiku Juanita Walcott | Chief Legal Bus Affairs Ofc. | 691,840 | 0 | 691,840 | 6.8% | 25 Jun, 2026 |
| 8 | Sabrina Ellis | Chief Product Officer | 474,533 | 0 | 474,533 | 4.6% | 29 Aug, 2024 |
| 9 | Andrea Acosta | Chief Accounting Officer | 276,568 | 0 | 276,568 | 2.7% | 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 | Renee Marie-Bentley Jewell | Chief Accounting Officer | 108,604 | 0 | 108,604 | 1.1% | 01 Sep, 2026 |
| 16 | Andrea M Wishom | Director | 67,582 | 0 | 67,582 | 0.7% | 27 May, 2026 |
| 17 | Salaam Coleman | Director | 62,893 | 0 | 62,893 | 0.6% | 27 May, 2026 |
| 18 | Tseli Lily Yang | Chief Accounting Officer | 59,634 | 0 | 59,634 | 0.6% | 15 Oct, 2021 |
| 19 | Marc Steinberg | Director | 55,543 | 0 | 55,543 | 0.5% | 27 May, 2026 |
| 20 | Scott F. Schenkel | Director | 44,242 | 0 | 44,242 | 0.4% | 27 May, 2026 |
| 21 | Leslie J Kilgore | Director | 42,112 | 0 | 42,112 | 0.4% | 27 May, 2025 |
| 22 | Kecia Steelman | Director | 39,936 | 0 | 39,936 | 0.4% | 27 May, 2026 |
| 23 | Charles V Bergh | Director | 38,062 | 0 | 38,062 | 0.4% | 27 May, 2026 |
| 24 | Gokul Rajaram | Director | 37,246 | 0 | 37,246 | 0.4% | 19 Aug, 2026 |
| 25 | Jeffrey D Jordan | Director | 0 | 34,215 | 34,215 | 0.3% | 02 Apr, 2024 |
| 26 | Emily Reuter | Director | 25,015 | 0 | 25,015 | 0.2% | 27 May, 2026 |
| 27 | 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 |
|---|---|---|---|---|---|---|---|---|
| 08 Sep, 2026 | Benjamin Silbermann | Director, TenPercentOwner | Acquired C | 46,875 | $0.00 | $0 | 46,875 | Indirect |
| 08 Sep, 2026 | Benjamin Silbermann | Director, TenPercentOwner | Disposed S | 46,875 | $20.07 | $940.56K | 0 | Indirect |
| 09 Sep, 2026 | Benjamin Silbermann | Director, TenPercentOwner | Acquired C | 46,875 | $0.00 | $0 | 46,875 | Indirect |
| 09 Sep, 2026 | Benjamin Silbermann | Director, TenPercentOwner | Disposed S | 46,875 | $20.04 | $939.49K | 0 | Indirect |
| 08 Sep, 2026 | Benjamin Silbermann | Director, TenPercentOwner | Disposed C | 46,875 | $0.00 | $0 | 34,565,013 | Indirect |
| 09 Sep, 2026 | Benjamin Silbermann | Director, TenPercentOwner | Disposed C | 46,875 | $0.00 | $0 | 34,518,138 | Indirect |
| 01 Sep, 2026 | Benjamin Silbermann | Director, TenPercentOwner | Acquired C | 46,875 | $0.00 | $0 | 46,875 | Indirect |
| 02 Sep, 2026 | Benjamin Silbermann | Director, TenPercentOwner | Disposed S | 46,875 | $21.63 | $1.01Mn | 0 | Indirect |
| 02 Sep, 2026 | Benjamin Silbermann | Director, TenPercentOwner | Acquired C | 46,875 | $0.00 | $0 | 46,875 | Indirect |
| 02 Sep, 2026 | Benjamin Silbermann | Director, TenPercentOwner | Disposed S | 46,875 | $21.23 | $995.09K | 0 | Indirect |
| 01 Sep, 2026 | Benjamin Silbermann | Director, TenPercentOwner | Disposed C | 46,875 | $0.00 | $0 | 34,658,763 | Indirect |
| 02 Sep, 2026 | Benjamin Silbermann | Director, TenPercentOwner | Disposed C | 46,875 | $0.00 | $0 | 34,611,888 | Indirect |
| 31 Aug, 2026 | Renee Marie-Bentley Jewell | Chief Accounting Officer | Acquired A | 108,604 | $0.00 | $0 | 108,604 | Direct |
| 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 |