Dropbox's three largest insider shareholders as of September 05, 2026 are Andrew Houston (Chief Executive Officer, 8.27Mn shares), Timothy H. Young (President, 1.11Mn shares), Timothy H. Young (President, 1.11Mn shares).
| # | Insider | Position | Direct | Indirect | Total | Share of Insiders | Last Filed |
|---|---|---|---|---|---|---|---|
| 1 | Andrew Houston | Chief Executive Officer | 8,266,666 | 0 | 8,266,666 | 55.2% | 16 Jun, 2023 |
| 2 | Timothy H. Young | President | 1,108,945 | 0 | 1,108,945 | 7.4% | 26 Jan, 2023 |
| 3 | Ashraf Alkarmi | Co Ceo | 1,032,881 | 0 | 1,032,881 | 6.9% | 19 Aug, 2026 |
| 4 | Michael Ivan Torres | Chief Product Officer | 842,316 | 0 | 842,316 | 5.6% | 03 Sep, 2026 |
| 5 | Ross Tennenbaum | Chief Financial Officer | 788,224 | 0 | 788,224 | 5.3% | 03 Sep, 2026 |
| 6 | Ali Dasdan | Chief Technology Officer | 471,052 | 0 | 471,052 | 3.1% | 19 Aug, 2026 |
| 7 | Timothy Regan | Chief Financial Officer | 437,647 | 0 | 437,647 | 2.9% | 17 Dec, 2025 |
| 8 | Eric T Webster | Chief Business Officer | 416,236 | 0 | 416,236 | 2.8% | 19 Aug, 2026 |
| 9 | William T Yoon | Chief Legal Officer | 379,075 | 0 | 379,075 | 2.5% | 03 Sep, 2026 |
| 10 | Eric Cox | Chief Customer Officer | 378,427 | 0 | 378,427 | 2.5% | 19 May, 2025 |
| 11 | Bart Volkmer | Chief Legal Officer | 285,617 | 0 | 285,617 | 1.9% | 20 Feb, 2025 |
| 12 | Paul E Jacobs | Director | 143,844 | 0 | 143,844 | 1.0% | 19 May, 2025 |
| 13 | Sarah Elizabeth Schubach | Chief Accounting Officer | 136,859 | 0 | 136,859 | 0.9% | 02 Sep, 2026 |
| 14 | Donald W Blair | Director | 111,115 | 0 | 111,115 | 0.7% | 20 May, 2024 |
| 15 | Michael Seibel | Director | 65,333 | 0 | 65,333 | 0.4% | 26 May, 2026 |
| 16 | Abhay Parasnis | Director | 47,811 | 0 | 47,811 | 0.3% | 26 May, 2026 |
| 17 | Lisa M Campbell | Director | 24,069 | 0 | 24,069 | 0.2% | 26 May, 2026 |
| 18 | Karen Peacock | Director | 22,366 | 0 | 22,366 | 0.1% | 31 Jul, 2026 |
| 19 | Warren Jenson | Director | 20,253 | 0 | 20,253 | 0.1% | 26 May, 2026 |
| 20 | Andrew William Moore | Director | 9,071 | 0 | 9,071 | 0.1% | 26 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 |
|---|---|---|---|---|---|---|---|---|
| 17 Aug, 2026 | William T Yoon | Chief Legal Officer | Disposed F | 16,833 | $34.42 | $579.39K | 350,130 | Direct |
| 17 Aug, 2026 | Ashraf Alkarmi | Co Ceo | Disposed F | 47,865 | $34.42 | $1.65Mn | 1,032,881 | Direct |
| 17 Aug, 2026 | Eric T Webster | Chief Business Officer | Disposed F | 14,820 | $34.42 | $510.10K | 432,066 | Direct |
| 17 Aug, 2026 | Ross Tennenbaum | Chief Financial Officer | Disposed F | 20,326 | $34.42 | $699.62K | 759,279 | Direct |
| 18 Aug, 2026 | Eric T Webster | Chief Business Officer | Disposed S | 15,830 | $34.09 | $539.69K | 416,236 | Direct |
| 29 Jul, 2026 | Karen Peacock | Director | Disposed S | 2,000 | $33.00 | $66.00K | 22,366 | Direct |
| 14 Jul, 2026 | Ali Dasdan | Chief Technology Officer | Disposed S | 12,972 | $30.00 | $389.16K | 501,639 | Direct |
| 07 Jul, 2026 | Karen Peacock | Director | Disposed S | 2,000 | $29.00 | $58.00K | 24,366 | Direct |
| 30 Jun, 2026 | Sarah Elizabeth Schubach | Chief Accounting Officer | Disposed S | 1,305 | $27.11 | $35.38K | 127,204 | Direct |
| 15 Jun, 2026 | Sarah Elizabeth Schubach | Chief Accounting Officer | Disposed S | 1,306 | $26.90 | $35.13K | 128,509 | Direct |
| 01 Jun, 2026 | Sarah Elizabeth Schubach | Chief Accounting Officer | Disposed S | 1,305 | $27.66 | $36.10K | 129,815 | Direct |
| 21 May, 2026 | Karen Peacock | Director | Acquired A | 9,071 | $0.00 | $0 | 26,366 | Direct |
| 21 May, 2026 | Abhay Parasnis | Director | Acquired A | 9,071 | $0.00 | $0 | 47,811 | Direct |
| 21 May, 2026 | Andrew William Moore | Director | Acquired A | 9,071 | $0.00 | $0 | 9,071 | Direct |
| 21 May, 2026 | Warren Jenson | Director | Acquired A | 9,071 | $0.00 | $0 | 20,253 | Direct |
| 18 May, 2026 | Andrew Houston | Chief Executive Officer | Acquired C | 30,332 | $0.00 | $0 | 30,332 | Indirect |
| 18 May, 2026 | Andrew William Moore | Director | Disposed S | 3,706 | $27.27 | $101.07K | 4,737 | Direct |
| 18 May, 2026 | Andrew William Moore | Director | Disposed S | 4,737 | $27.80 | $131.71K | 0 | Direct |
| 18 May, 2026 | Andrew Houston | Chief Executive Officer | Disposed S | 30,332 | $27.50 | $834.13K | 0 | Indirect |
| 18 May, 2026 | Andrew Houston | Chief Executive Officer | Disposed C | 30,332 | $0.00 | $0 | 66,328,629 | Indirect |