Docusign's three largest insider shareholders as of September 05, 2026 are Daniel D. Springer (President And Ceo, 911.28K shares), Scott V. Olrich (Chief Operating Officer, 233.61K shares), Scott V. Olrich (Chief Operating Officer, 233.61K shares).
| # | Insider | Position | Direct | Indirect | Total | Share of Insiders | Last Filed |
|---|---|---|---|---|---|---|---|
| 1 | Daniel D. Springer | President And Ceo | 911,279 | 0 | 911,279 | 39.6% | 18 Mar, 2025 |
| 2 | Scott V. Olrich | Chief Operating Officer | 233,610 | 0 | 233,610 | 10.2% | 16 Jun, 2022 |
| 3 | Loren Alhadeff | Chief Revenue Officer | 179,815 | 0 | 179,815 | 7.8% | 13 Jan, 2022 |
| 4 | Enrique T Salem | Director | 168,414 | 0 | 168,414 | 7.3% | 03 Sep, 2026 |
| 5 | Allan C. Thygesen | President And Ceo | 159,038 | 0 | 159,038 | 6.9% | 01 Jul, 2026 |
| 6 | Blake Jeffrey Grayson | Chief Financial Officer | 126,429 | 0 | 126,429 | 5.5% | 11 Aug, 2026 |
| 7 | Inhi Cho Suh | President, Product Engineering | 92,671 | 0 | 92,671 | 4.0% | 19 Dec, 2023 |
| 8 | Paula Hansen | Chief Revenue Officer | 89,972 | 0 | 89,972 | 3.9% | 01 Jul, 2026 |
| 9 | Robert Chatwani | President General Mgr, Growth | 89,434 | 0 | 89,434 | 3.9% | 22 Jun, 2026 |
| 10 | Cynthia Gaylor | Chief Financial Officer | 85,491 | 0 | 85,491 | 3.7% | 15 Jun, 2023 |
| 11 | James P Shaughnessy | Chief Legal Officer | 52,815 | 0 | 52,815 | 2.3% | 01 Jul, 2026 |
| 12 | Blake Irving | Director | 27,189 | 0 | 27,189 | 1.2% | 03 Sep, 2026 |
| 13 | Cain A Hayes | Director | 16,813 | 0 | 16,813 | 0.7% | 03 Sep, 2026 |
| 14 | James A Beer | Director | 15,682 | 0 | 15,682 | 0.7% | 03 Sep, 2026 |
| 15 | Anna Marrs | Director | 14,073 | 0 | 14,073 | 0.6% | 03 Sep, 2026 |
| 16 | Teresa Briggs | Director | 11,359 | 0 | 11,359 | 0.5% | 03 Sep, 2026 |
| 17 | Peter Solvik | Director | 10,066 | 0 | 10,066 | 0.4% | 03 Sep, 2026 |
| 18 | Tram T Phi | Svp, General Counsel | 7,579 | 0 | 7,579 | 0.3% | 11 Apr, 2022 |
| 19 | Mary Agnes Wilderotter | Interim Ceo | 4,295 | 0 | 4,295 | 0.2% | 03 Sep, 2026 |
| 20 | Michael George Rosenbaum | Director | 2,088 | 0 | 2,088 | 0.1% | 03 Sep, 2026 |
| 21 | Rowan M Trollope | Director | 869 | 0 | 869 | 0.0% | 04 Aug, 2026 |
| 22 | Brian Keith Roberts | Director | 855 | 0 | 855 | 0.0% | 05 Jun, 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 |
|---|---|---|---|---|---|---|---|---|
| 28 Aug, 2026 | James A Beer | Director | Disposed S | 450 | $64.02 | $28.81K | 14,586 | Direct |
| 07 Aug, 2026 | Blake Jeffrey Grayson | Chief Financial Officer | Disposed S | 15,000 | $60.00 | $900.00K | 126,429 | Direct |
| 02 Aug, 2026 | Rowan M Trollope | Director | Acquired M | 869 | $0.00 | $0 | 869 | Direct |
| 02 Aug, 2026 | Rowan M Trollope | Director | Acquired M | 869 | $0.00 | $0 | 869 | Direct |
| 02 Aug, 2026 | Rowan M Trollope | Director | Disposed M | 869 | $0.00 | $0 | 9,569 | Direct |
| 02 Aug, 2026 | Rowan M Trollope | Director | Disposed M | 869 | $0.00 | $0 | 9,569 | Direct |
| 09 Jul, 2026 | Robert Chatwani | President General Mgr, Growth | Acquired A | 74,333 | $0.00 | $0 | 74,333 | Direct |
| 09 Jul, 2026 | Allan C. Thygesen | President And Ceo | Acquired A | 182,366 | $0.00 | $0 | 182,366 | Direct |
| 09 Jul, 2026 | Paula Hansen | Chief Revenue Officer | Acquired A | 89,200 | $0.00 | $0 | 89,200 | Direct |
| 09 Jul, 2026 | James P Shaughnessy | Chief Legal Officer | Acquired A | 49,555 | $0.00 | $0 | 49,555 | Direct |
| 09 Jul, 2026 | Blake Jeffrey Grayson | Chief Financial Officer | Acquired A | 89,200 | $0.00 | $0 | 89,200 | Direct |
| 09 Jul, 2026 | Robert Chatwani | President General Mgr, Growth | Acquired A | 37,166 | $0.00 | $0 | 37,166 | Direct |
| 09 Jul, 2026 | James P Shaughnessy | Chief Legal Officer | Acquired A | 24,777 | $0.00 | $0 | 24,777 | Direct |
| 09 Jul, 2026 | Paula Hansen | Chief Revenue Officer | Acquired A | 44,600 | $0.00 | $0 | 44,600 | Direct |
| 09 Jul, 2026 | Blake Jeffrey Grayson | Chief Financial Officer | Acquired A | 44,600 | $0.00 | $0 | 44,600 | Direct |
| 09 Jul, 2026 | Allan C. Thygesen | President And Ceo | Acquired A | 136,774 | $0.00 | $0 | 136,774 | Direct |
| 09 Jul, 2026 | Paula Hansen | Chief Revenue Officer | Acquired A | 44,600 | $0.00 | $0 | 44,600 | Direct |
| 09 Jul, 2026 | Allan C. Thygesen | President And Ceo | Acquired A | 136,774 | $0.00 | $0 | 136,774 | Direct |
| 09 Jul, 2026 | Blake Jeffrey Grayson | Chief Financial Officer | Acquired A | 44,600 | $0.00 | $0 | 44,600 | Direct |
| 09 Jul, 2026 | James P Shaughnessy | Chief Legal Officer | Acquired A | 24,777 | $0.00 | $0 | 24,777 | Direct |