Across the past 12 months, open-market trades by Dropbox insiders were all sales, totaling $72.64 million (2.3Mn shares).
| # | Insider | Position | Direct | Indirect | Total | Share of Insiders | Last Filed |
|---|---|---|---|---|---|---|---|
| 1 | Andrew Houston | Co Ceo | 8,266,666 | 65,177,229 | 73,443,895 | 91.7% | 04 Nov, 2026 |
| 2 | Timothy H. Young | President | 1,108,945 | 0 | 1,108,945 | 1.4% | 26 Jan, 2023 |
| 3 | Ashraf Alkarmi | Co Ceo | 1,004,081 | 0 | 1,004,081 | 1.3% | 15 Sep, 2026 |
| 4 | Michael Ivan Torres | Chief Product Officer | 842,316 | 0 | 842,316 | 1.1% | 03 Sep, 2026 |
| 5 | Ross Tennenbaum | Chief Financial Officer | 690,666 | 0 | 690,666 | 0.9% | 14 Sep, 2026 |
| 6 | Ali Dasdan | Chief Technology Officer | 471,052 | 0 | 471,052 | 0.6% | 19 Aug, 2026 |
| 7 | Timothy Regan | Chief Financial Officer | 437,647 | 0 | 437,647 | 0.5% | 17 Dec, 2025 |
| 8 | Eric T Webster | Chief Business Officer | 416,236 | 0 | 416,236 | 0.5% | 19 Aug, 2026 |
| 9 | Eric Cox | Chief Customer Officer | 378,427 | 0 | 378,427 | 0.5% | 19 May, 2025 |
| 10 | William T Yoon | Chief Legal Officer | 366,693 | 0 | 366,693 | 0.5% | 09 Sep, 2026 |
| 11 | Bart Volkmer | Chief Legal Officer | 348,737 | 0 | 348,737 | 0.4% | 20 Feb, 2025 |
| 12 | Paul E Jacobs | Director | 143,844 | 0 | 143,844 | 0.2% | 19 May, 2025 |
| 13 | Sarah Elizabeth Schubach | Chief Accounting Officer | 128,766 | 0 | 128,766 | 0.2% | 03 Nov, 2026 |
| 14 | Donald W Blair | Director | 111,115 | 0 | 111,115 | 0.1% | 20 May, 2024 |
| 15 | Michael Seibel | Director | 65,333 | 0 | 65,333 | 0.1% | 26 May, 2026 |
| 16 | Abhay Parasnis | Director | 47,811 | 0 | 47,811 | 0.1% | 26 May, 2026 |
| 17 | Sara Mathew | Director | 40,432 | 0 | 40,432 | 0.1% | 20 May, 2024 |
| 18 | Karen Peacock | Director | 22,366 | 0 | 22,366 | 0.0% | 31 Jul, 2026 |
| 19 | Warren Jenson | Director | 20,253 | 0 | 20,253 | 0.0% | 26 May, 2026 |
| 20 | Lisa M Campbell | Director | 19,471 | 0 | 19,471 | 0.0% | 09 Sep, 2026 |
| 21 | Andrew William Moore | Director | 9,071 | 0 | 9,071 | 0.0% | 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 |
|---|---|---|---|---|---|---|---|---|
| 02 Nov, 2026 | Andrew Houston | Co Ceo | Acquired C | 383,800 | $0.00 | $0 | 383,800 | Indirect |
| 02 Nov, 2026 | Andrew Houston | Co Ceo | Disposed S | 383,800 | $35.81 | $13.74Mn | 0 | Indirect |
| 02 Nov, 2026 | Andrew Houston | Co Ceo | Disposed C | 383,800 | $0.00 | $0 | 65,177,229 | Indirect |
| 30 Oct, 2026 | Sarah Elizabeth Schubach | Chief Accounting Officer | Disposed S | 2,055 | $36.44 | $74.88K | 128,766 | Direct |
| 30 Sep, 2026 | Sarah Elizabeth Schubach | Chief Accounting Officer | Disposed S | 1,991 | $32.54 | $64.79K | 132,877 | Direct |
| 15 Sep, 2026 | Sarah Elizabeth Schubach | Chief Accounting Officer | Disposed S | 1,991 | $36.78 | $73.23K | 134,868 | Direct |
| 15 Oct, 2026 | Sarah Elizabeth Schubach | Chief Accounting Officer | Disposed S | 2,056 | $35.79 | $73.58K | 130,821 | Direct |
| 12 Oct, 2026 | Andrew Houston | Co Ceo | Acquired C | 29,500 | $0.00 | $0 | 29,500 | Indirect |
| 12 Oct, 2026 | Andrew Houston | Co Ceo | Disposed S | 29,500 | $35.09 | $1.04Mn | 0 | Indirect |
| 12 Oct, 2026 | Andrew Houston | Co Ceo | Disposed C | 29,500 | $0.00 | $0 | 65,561,029 | Indirect |
| 01 Oct, 2026 | Andrew Houston | Co Ceo | Acquired C | 354,300 | $0.00 | $0 | 354,300 | Indirect |
| 01 Oct, 2026 | Andrew Houston | Co Ceo | Disposed S | 354,300 | $34.01 | $12.05Mn | 0 | Indirect |
| 01 Oct, 2026 | Andrew Houston | Co Ceo | Disposed C | 354,300 | $0.00 | $0 | 65,590,529 | Indirect |
| 30 Sep, 2026 | Sarah Elizabeth Schubach | Chief Accounting Officer | Disposed S | 2,025 | $32.54 | $65.89K | 132,809 | Direct |
| 15 Sep, 2026 | Sarah Elizabeth Schubach | Chief Accounting Officer | Disposed S | 2,025 | $36.78 | $74.48K | 134,834 | Direct |
| 11 Sep, 2026 | Ashraf Alkarmi | Co Ceo | Disposed S | 28,800 | $35.54 | $1.02Mn | 1,004,081 | Direct |
| 10 Sep, 2026 | Ross Tennenbaum | Chief Financial Officer | Disposed S | 97,558 | $35.02 | $3.42Mn | 690,666 | Direct |
| 10 Sep, 2026 | Andrew Houston | Co Ceo | Acquired C | 383,800 | $0.00 | $0 | 383,800 | Indirect |
| 10 Sep, 2026 | Andrew Houston | Co Ceo | Disposed S | 324,432 | $34.98 | $11.35Mn | 59,368 | Indirect |
| 10 Sep, 2026 | Andrew Houston | Co Ceo | Disposed S | 59,368 | $35.19 | $2.09Mn | 0 | Indirect |