Dropbox's top three insider shareholders as of September 29, 2026 are Andrew Houston (Chief Executive Officer, 8.27Mn shares), Timothy H. Young (President, 1.11Mn shares), Ashraf Alkarmi (Co Ceo, 1.00Mn shares).
| # | Insider | Position | Direct | Indirect | Total | Share of Insiders | Last Filed |
|---|---|---|---|---|---|---|---|
| 1 | Andrew Houston | Chief Executive Officer | 8,266,666 | 0 | 8,266,666 | 55.5% | 16 Jun, 2023 |
| 2 | Timothy H. Young | President | 1,108,945 | 0 | 1,108,945 | 7.5% | 26 Jan, 2023 |
| 3 | Ashraf Alkarmi | Co Ceo | 1,004,081 | 0 | 1,004,081 | 6.7% | 15 Sep, 2026 |
| 4 | Michael Ivan Torres | Chief Product Officer | 842,316 | 0 | 842,316 | 5.7% | 03 Sep, 2026 |
| 5 | Ross Tennenbaum | Chief Financial Officer | 690,666 | 0 | 690,666 | 4.6% | 14 Sep, 2026 |
| 6 | Ali Dasdan | Chief Technology Officer | 471,052 | 0 | 471,052 | 3.2% | 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 | Eric Cox | Chief Customer Officer | 378,427 | 0 | 378,427 | 2.5% | 19 May, 2025 |
| 10 | William T Yoon | Chief Legal Officer | 366,693 | 0 | 366,693 | 2.5% | 09 Sep, 2026 |
| 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 | 134,834 | 0 | 134,834 | 0.9% | 17 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 | Sara Mathew | Director | 40,432 | 0 | 40,432 | 0.3% | 20 May, 2024 |
| 18 | Karen Peacock | Director | 22,366 | 0 | 22,366 | 0.2% | 31 Jul, 2026 |
| 19 | Warren Jenson | Director | 20,253 | 0 | 20,253 | 0.1% | 26 May, 2026 |
| 20 | Lisa M Campbell | Director | 19,471 | 0 | 19,471 | 0.1% | 09 Sep, 2026 |
| 21 | 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 |
|---|---|---|---|---|---|---|---|---|
| 15 Sep, 2026 | Sarah Elizabeth Schubach | Chief Accounting Officer | Disposed S | 2,025 | $36.78 | $74.48K | 134,834 | Direct |
| 04 Sep, 2026 | William T Yoon | Chief Legal Officer | Disposed S | 12,382 | $34.78 | $430.70K | 366,693 | Direct |
| 04 Sep, 2026 | Lisa M Campbell | Director | Disposed S | 4,598 | $34.78 | $159.93K | 19,471 | Direct |
| 01 Sep, 2026 | William T Yoon | Chief Legal Officer | Acquired A | 28,945 | $0.00 | $0 | 379,075 | Direct |
| 01 Sep, 2026 | Michael Ivan Torres | Chief Product Officer | Acquired A | 842,316 | $0.00 | $0 | 842,316 | Direct |
| 01 Sep, 2026 | Ross Tennenbaum | Chief Financial Officer | Acquired A | 28,945 | $0.00 | $0 | 788,224 | Direct |
| 31 Aug, 2026 | Sarah Elizabeth Schubach | Chief Accounting Officer | Disposed S | 1,631 | $35.50 | $57.90K | 115,150 | Direct |
| 01 Sep, 2026 | Sarah Elizabeth Schubach | Chief Accounting Officer | Acquired A | 21,709 | $0.00 | $0 | 136,859 | Direct |
| 20 Aug, 2026 | Sarah Elizabeth Schubach | Chief Accounting Officer | Disposed S | 1,631 | $34.01 | $55.47K | 116,781 | Direct |
| 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 | Sarah Elizabeth Schubach | Chief Accounting Officer | Disposed F | 5,854 | $34.42 | $201.49K | 118,412 | Direct |
| 17 Aug, 2026 | Ross Tennenbaum | Chief Financial Officer | Disposed F | 20,326 | $34.42 | $699.62K | 759,279 | Direct |
| 17 Aug, 2026 | Eric T Webster | Chief Business Officer | Disposed F | 14,820 | $34.42 | $510.10K | 432,066 | Direct |
| 17 Aug, 2026 | Ali Dasdan | Chief Technology Officer | Disposed F | 19,255 | $34.42 | $662.76K | 482,384 | Direct |
| 18 Aug, 2026 | Eric T Webster | Chief Business Officer | Disposed S | 15,830 | $34.09 | $539.69K | 416,236 | Direct |
| 18 Aug, 2026 | Ali Dasdan | Chief Technology Officer | Disposed S | 11,332 | $34.13 | $386.73K | 471,052 | Direct |
| 31 Jul, 2026 | Sarah Elizabeth Schubach | Chief Accounting Officer | Disposed S | 1,632 | $31.61 | $51.59K | 124,266 | Direct |
| 29 Jul, 2026 | Karen Peacock | Director | Disposed S | 2,000 | $33.00 | $66.00K | 22,366 | Direct |
| 15 Jul, 2026 | Sarah Elizabeth Schubach | Chief Accounting Officer | Disposed S | 1,306 | $30.13 | $39.35K | 125,898 | Direct |