There have been 50 recent insider transactions recorded for Dropbox, Inc. (DBX), including 5 buys and 43 sells. Total insider buying was valued at RSU Award and total insider selling at $22.57M.
Notable insiders with recent activity include Schubach Sarah Elizabeth, Houston Andrew, Dasdan Ali. Insider transactions can provide insights into how company leadership views the stock's valuation and future prospects.
Insider Transactions — DBX
| Date |
Name |
Role |
Transaction |
Shares |
Avg. Price |
Value |
Shares Owned |
| 2026-04-01 |
Schubach Sarah Elizabeth |
Chief Accounting Officer |
RSU Award |
57,217 |
- |
- |
139,290 |
| 2026-04-01 |
Houston Andrew |
10 Percent Owner, Officer: Chief Executive Officer |
Informative Sell |
111,166 |
$22.89 |
$2.54M |
- |
| 2026-04-01 |
Dasdan Ali |
Chief Technology Officer |
RSU Award |
40,152 |
- |
- |
539,531 |
| 2026-04-01 |
Yoon William T |
Chief Legal Officer |
RSU Award |
200,762 |
- |
- |
390,317 |
| 2026-04-01 |
Alkarmi Ashraf |
General Manager, Core |
RSU Award |
231,680 |
- |
- |
646,341 |
| 2026-03-31 |
Schubach Sarah Elizabeth |
Chief Accounting Officer |
Informative Sell |
1,416 |
$22.60 |
$32K |
82,073 |
| 2026-03-16 |
Schubach Sarah Elizabeth |
Chief Accounting Officer |
Informative Sell |
1,415 |
$25.76 |
$36.45K |
83,489 |
| 2026-03-11 |
Peacock Karen |
Director |
Informative Sell |
2,000 |
$26.50 |
$53K |
21,295 |
| 2026-03-11 |
Yoon William T |
Chief Legal Officer |
Informative Sell |
400 |
$26.57 |
$10.63K |
189,555 |
| 2026-03-05 |
Webster Eric T |
Chief Business Officer |
Unknown |
- |
- |
- |
459,757 |
| 2026-03-03 |
Alkarmi Ashraf |
General Manager, Core |
Informative Sell |
12,472 |
$26.00 |
$324.27K |
414,661 |
| 2026-03-02 |
Houston Andrew |
10 Percent Owner, Officer: Chief Executive Officer |
Informative Sell |
109,498 |
$24.94 |
$2.73M |
- |
| 2026-03-02 |
Schubach Sarah Elizabeth |
Chief Accounting Officer |
Informative Sell |
1,415 |
$24.76 |
$35.04K |
84,904 |
| 2026-02-26 |
Dasdan Ali |
Chief Technology Officer |
Informative Sell |
7,306 |
$24.89 |
$181.86K |
499,379 |
| 2026-02-18 |
Schubach Sarah Elizabeth |
Chief Accounting Officer |
Informative Sell |
1,416 |
$24.49 |
$34.68K |
86,319 |
| 2026-02-17 |
Tennenbaum Ross |
Chief Financial Officer |
Tax Withholding of RSU |
14,496 |
$24.53 |
$355.59K |
799,930 |
| 2026-02-17 |
Dasdan Ali |
Chief Technology Officer |
Tax Withholding of RSU |
13,789 |
$24.53 |
$338.24K |
506,685 |
| 2026-02-17 |
Yoon William T |
Chief Legal Officer |
Tax Withholding of RSU |
7,498 |
$24.53 |
$183.93K |
198,730 |
| 2026-02-17 |
Alkarmi Ashraf |
General Manager, Core |
Tax Withholding of RSU |
8,677 |
$24.53 |
$212.85K |
427,133 |
| 2026-02-17 |
Schubach Sarah Elizabeth |
Chief Accounting Officer |
Tax Withholding of RSU |
3,505 |
$24.53 |
$85.98K |
87,735 |
| 2026-02-02 |
Houston Andrew |
10 Percent Owner, Officer: Chief Executive Officer |
Informative Sell |
164,502 |
$25.66 |
$4.22M |
- |
| 2026-01-30 |
Schubach Sarah Elizabeth |
Chief Accounting Officer |
Informative Sell |
1,462 |
$25.79 |
$37.7K |
91,240 |
| 2026-01-15 |
Schubach Sarah Elizabeth |
Chief Accounting Officer |
Informative Sell |
1,168 |
$26.84 |
$31.35K |
92,702 |
| 2026-01-12 |
Houston Andrew |
10 Percent Owner, Officer: Chief Executive Officer |
Informative Sell |
23,818 |
$27.51 |
$655.13K |
- |
| 2026-01-09 |
Houston Andrew |
10 Percent Owner, Officer: Chief Executive Officer |
Informative Sell |
36,182 |
$27.54 |
$996.33K |
- |
| 2026-01-02 |
Houston Andrew |
10 Percent Owner, Officer: Chief Executive Officer |
Informative Sell |
13,305 |
$27.58 |
$366.99K |
- |
| 2026-01-01 |
Tennenbaum Ross |
Chief Financial Officer |
RSU Award |
814,426 |
- |
- |
814,426 |
| 2025-12-29 |
Schubach Sarah Elizabeth |
Chief Accounting Officer |
Informative Sell |
1,168 |
$27.88 |
$32.56K |
93,870 |
| 2025-12-16 |
Tennenbaum Ross |
Officer |
Unknown |
- |
- |
- |
- |
| 2025-12-15 |
Regan Timothy |
Chief Financial Officer |
Informative Sell |
1,500 |
$28.35 |
$42.53K |
437,647 |
| 2025-12-15 |
Schubach Sarah Elizabeth |
Chief Accounting Officer |
Informative Sell |
1,168 |
$28.35 |
$33.11K |
95,038 |
| 2025-12-03 |
Houston Andrew |
10 Percent Owner, Officer: Chief Executive Officer |
Informative Sell |
9,167 |
$30.00 |
$275.01K |
- |
| 2025-12-01 |
Houston Andrew |
10 Percent Owner, Officer: Chief Executive Officer |
Informative Sell |
92,000 |
$29.53 |
$2.72M |
- |
| 2025-12-01 |
Schubach Sarah Elizabeth |
Chief Accounting Officer |
Informative Sell |
1,168 |
$29.60 |
$34.57K |
96,206 |
| 2025-11-28 |
Regan Timothy |
Chief Financial Officer |
Informative Sell |
1,500 |
$29.64 |
$44.46K |
439,147 |
| 2025-11-24 |
Dasdan Ali |
Chief Technology Officer |
Informative Sell |
5,666 |
$30.00 |
$169.98K |
520,474 |
| 2025-11-20 |
Schubach Sarah Elizabeth |
Chief Accounting Officer |
Informative Sell |
1,168 |
$29.43 |
$34.37K |
97,374 |
| 2025-11-18 |
Dasdan Ali |
Chief Technology Officer |
Informative Sell |
1,700 |
$29.55 |
$50.23K |
526,140 |
| 2025-11-18 |
Yoon William T |
Chief Legal Officer |
Informative Sell |
2,642 |
$29.53 |
$78.02K |
206,228 |
| 2025-11-18 |
Alkarmi Ashraf |
General Manager, Core |
Informative Sell |
3,798 |
$29.52 |
$112.13K |
435,810 |
| 2025-11-17 |
Regan Timothy |
Chief Financial Officer |
Tax Withholding of RSU |
26,474 |
$30.36 |
$803.75K |
440,647 |
| 2025-11-17 |
Dasdan Ali |
Chief Technology Officer |
Tax Withholding of RSU |
19,254 |
$30.36 |
$584.55K |
531,806 |
| 2025-11-17 |
Yoon William T |
Chief Legal Officer |
Tax Withholding of RSU |
10,292 |
$30.36 |
$312.47K |
213,370 |
| 2025-11-17 |
Alkarmi Ashraf |
General Manager, Core |
Tax Withholding of RSU |
13,425 |
$30.36 |
$407.58K |
445,908 |
| 2025-11-17 |
Schubach Sarah Elizabeth |
Chief Accounting Officer |
Tax Withholding of RSU |
5,049 |
$30.36 |
$153.29K |
98,542 |
| 2025-11-14 |
Regan Timothy |
Chief Financial Officer |
Informative Sell |
1,500 |
$30.25 |
$45.37K |
467,121 |
| 2025-11-14 |
Houston Andrew |
10 Percent Owner, Officer: Chief Executive Officer |
Informative Sell |
101,167 |
$30.23 |
$3.06M |
- |
| 2025-10-30 |
Regan Timothy |
Chief Financial Officer |
Informative Sell |
1,500 |
$28.40 |
$42.6K |
468,621 |
| 2025-10-30 |
Schubach Sarah Elizabeth |
Chief Accounting Officer |
Informative Sell |
1,066 |
$28.40 |
$30.27K |
103,591 |
| 2025-10-15 |
Regan Timothy |
Chief Financial Officer |
Informative Sell |
1,500 |
$28.62 |
$42.93K |
470,121 |
■ Informative Buy/Sell — open market transaction (most significant)
■ Uninformative Buy — award, option exercise, conversion
■ Uninformative Sell — tax withholding, award vest sale
■ Neutral — gift, trust, expiry