Insider trading activities (stock purchases, sales, and option exercises) reported by insiders of Dropbox, Inc. (DBX) since 2018 are shown in Table 1 and Table 2. Table 1 shows the monthly insider trading data of Dropbox, Inc.. Table 2 shows the detailed insider transactions. This company's CIK number is 1467623.
Total stock buying since 2018: $12,027,700.
Total stock sales since 2018: $394,918,578.
Total stock option exercises since 2018: $0.
| Insider Buying | Insider Sales | Option Exercises | ||||
|---|---|---|---|---|---|---|
| Year | Shares | Value | Shares | Value | Shares | Value |
| 2025 | 0 | $0 | 1,276,419 | $36,824,847 | 0 | $0 |
| 2024 | 0 | $0 | 2,491,246 | $64,928,964 | 0 | $0 |
| 2023 | 0 | $0 | 3,128,809 | $76,492,020 | 0 | $0 |
| 2022 | 0 | $0 | 1,353,182 | $28,406,470 | 0 | $0 |
| 2021 | 100,000 | $2,458,700 | 1,389,786 | $37,604,697 | 0 | $0 |
| 2020 | 0 | $0 | 1,555,765 | $31,052,806 | 0 | $0 |
| 2019 | 500,000 | $9,569,000 | 415,562 | $9,245,926 | 0 | $0 |
| 2018 | 0 | $0 | 5,309,986 | $110,362,848 | 0 | $0 |
| Trading Period | Insider Buying | Insider Sales | Option Exercises | |||
|---|---|---|---|---|---|---|
| year-month | Shares | Value | Shares | Value | Shares | Value |
| 2025-09 | 0 | $0 | 93,067 | $2,654,242 | 0 | $0 |
| 2025-08 | 0 | $0 | 137,579 | $3,838,958 | 0 | $0 |
| 2025-07 | 0 | $0 | 117,000 | $3,256,729 | 0 | $0 |
| 2025-06 | 0 | $0 | 334,098 | $9,511,065 | 0 | $0 |
| 2025-05 | 0 | $0 | 25,027 | $722,476 | 0 | $0 |
| 2025-04 | 0 | $0 | 5,000 | $138,067 | 0 | $0 |
| 2025-03 | 0 | $0 | 11,386 | $287,578 | 0 | $0 |
| 2025-02 | 0 | $0 | 3,765 | $99,008 | 0 | $0 |
| 2025-01 | 0 | $0 | 549,497 | $16,316,724 | 0 | $0 |
| 2024-12 | 0 | $0 | 286,999 | $8,368,973 | 0 | $0 |
| 2024-11 | 0 | $0 | 803,481 | $22,227,481 | 0 | $0 |
| 2024-10 | 0 | $0 | 463,668 | $11,666,449 | 0 | $0 |
| 2024-09 | 0 | $0 | 333,335 | $8,370,067 | 0 | $0 |
| 2024-08 | 0 | $0 | 85,000 | $1,993,178 | 0 | $0 |
| 2024-07 | 0 | $0 | 105,000 | $2,354,872 | 0 | $0 |
| 2024-06 | 0 | $0 | 8,536 | $181,577 | 0 | $0 |
| 2024-05 | 0 | $0 | 97,433 | $2,288,599 | 0 | $0 |
| 2024-04 | 0 | $0 | 104,587 | $2,527,084 | 0 | $0 |
| 2024-03 | 0 | $0 | 177,039 | $4,227,395 | 0 | $0 |
| 2024-02 | 0 | $0 | 13,143 | $311,998 | 0 | $0 |
| 2024-01 | 0 | $0 | 13,025 | $411,291 | 0 | $0 |
| 2023-12 | 0 | $0 | 10,055 | $295,398 | 0 | $0 |
| 2023-11 | 0 | $0 | 16,088 | $433,931 | 0 | $0 |
| 2023-10 | 0 | $0 | 40,025 | $1,098,957 | 0 | $0 |
| Trade Date | Insider Name | Trade Type | Shares | Price ($) | Value ($) |
|---|---|---|---|---|---|
| 2025-09-02 | Schubach Sarah Elizabeth (Chief Accounting Officer) | Sale | 1,067 | 28.49 | 30,402 |
| 2025-09-02 | Houston Andrew (Chief Executive Officer) | Sale | 92,000 | 28.52 | 2,623,840 |
| 2025-08-29 | Regan Timothy (Chief Financial Officer) | Sale | 2,500 | 29.01 | 72,525 |
| 2025-08-28 | Moore Andrew William | Sale | 14,105 | 28.78 | 405,998 |
| 2025-08-20 | Parasnis Abhay | Sale | 3,564 | 28.26 | 100,718 |
| 2025-08-18 | Alkarmi Ashraf (General Manager, Core) | Sale | 10,098 | 27.30 | 275,695 |
| 2025-08-18 | Dasdan Ali (Chief Technology Officer) | Sale | 5,666 | 27.30 | 154,698 |
| 2025-08-15 | Regan Timothy (Chief Financial Officer) | Sale | 2,500 | 27.95 | 69,880 |
| 2025-08-14 | Dasdan Ali (Chief Technology Officer) | Sale | 7,146 | 27.82 | 198,808 |
| 2025-08-14 | Houston Andrew (Chief Executive Officer) | Sale | 92,000 | 27.83 | 2,560,636 |
| 2025-07-29 | Regan Timothy (Chief Financial Officer) | Sale | 2,500 | 27.98 | 69,945 |
| 2025-07-15 | Regan Timothy (Chief Financial Officer) | Sale | 7,500 | 26.83 | 201,210 |
| 2025-07-01 | Houston Andrew (Chief Executive Officer) | Sale | 92,000 | 27.96 | 2,572,044 |
| 2025-07-01 | Regan Timothy (Chief Financial Officer) | Sale | 10,000 | 27.94 | 279,390 |
| 2025-06-30 | Regan Timothy (Chief Financial Officer) | Sale | 2,500 | 28.40 | 71,000 |
| 2025-06-13 | Alkarmi Ashraf (General Manager, Core) | Sale | 10,098 | 28.10 | 283,743 |
| 2025-06-13 | Regan Timothy (Chief Financial Officer) | Sale | 2,500 | 28.10 | 70,245 |
| 2025-06-11 | Houston Andrew (Chief Executive Officer) | Sale | 319,000 | 28.48 | 9,086,077 |
| 2025-05-30 | Regan Timothy (Chief Financial Officer) | Sale | 2,500 | 28.78 | 71,950 |
| 2025-05-27 | Peacock Karen | Sale | 7,000 | 28.53 | 199,689 |
| 2025-05-16 | Yoon William T (Chief Legal Officer) | Sale | 5,449 | 28.94 | 157,688 |
| 2025-05-16 | Cox Eric (Chief Customer Officer) | Sale | 2,339 | 28.94 | 67,697 |
| 2025-05-16 | Campbell Lisa M | Sale | 5,239 | 28.94 | 151,627 |
| 2025-05-15 | Regan Timothy (Chief Financial Officer) | Sale | 2,500 | 29.53 | 73,825 |
| 2025-04-30 | Regan Timothy (Chief Financial Officer) | Sale | 2,500 | 28.29 | 70,730 |
| 2025-04-15 | Regan Timothy (Chief Financial Officer) | Sale | 2,500 | 26.93 | 67,337 |
| 2025-03-28 | Regan Timothy (Chief Financial Officer) | Sale | 2,500 | 26.57 | 66,432 |
| 2025-03-14 | Regan Timothy (Chief Financial Officer) | Sale | 2,500 | 25.27 | 63,170 |
| 2025-03-13 | Yoon William T (VP Product Counsel & Privacy) | Sale | 6,386 | 24.74 | 157,976 |
| 2025-02-27 | Cox Eric (Chief Customer Officer) | Sale | 3,765 | 26.30 | 99,008 |
| 2025-01-30 | Regan Timothy (Chief Financial Officer) | Sale | 2,500 | 32.17 | 80,437 |
| 2025-01-15 | Regan Timothy (Chief Financial Officer) | Sale | 2,500 | 30.37 | 75,935 |
| 2025-01-06 | Houston Andrew (Chief Executive Officer) | Sale | 29,917 | 30.07 | 899,574 |
| 2025-01-03 | Houston Andrew (Chief Executive Officer) | Sale | 4,257 | 30.00 | 127,710 |
| 2025-01-02 | Houston Andrew (Chief Executive Officer) | Sale | 500,323 | 29.65 | 14,836,578 |
| 2025-01-02 | Regan Timothy (Chief Financial Officer) | Sale | 10,000 | 29.65 | 296,490 |
| 2024-12-13 | Regan Timothy (Chief Financial Officer) | Sale | 2,500 | 29.99 | 74,975 |
| 2024-12-11 | Houston Andrew (Chief Executive Officer) | Sale | 137,499 | 30.05 | 4,132,257 |
| 2024-12-11 | Regan Timothy (Chief Financial Officer) | Sale | 15,000 | 30.01 | 450,165 |
| 2024-12-02 | Houston Andrew (Chief Executive Officer) | Sale | 132,000 | 28.12 | 3,711,576 |
| 2024-11-29 | Regan Timothy (Chief Financial Officer) | Sale | 2,500 | 27.87 | 69,680 |
| 2024-11-22 | Houston Andrew (Chief Executive Officer) | Sale | 4,940 | 27.71 | 136,872 |
| 2024-11-21 | Campbell Lisa M | Sale | 6,149 | 27.43 | 168,667 |
| 2024-11-21 | Houston Andrew (Chief Executive Officer) | Sale | 147,085 | 27.57 | 4,055,868 |
| 2024-11-18 | Cox Eric (Chief Customer Officer) | Sale | 2,330 | 26.41 | 61,525 |
| 2024-11-15 | Houston Andrew (Chief Executive Officer) | Sale | 13,444 | 27.61 | 371,121 |
| 2024-11-15 | Regan Timothy (Chief Financial Officer) | Sale | 2,500 | 27.17 | 67,932 |
| 2024-11-14 | Houston Andrew (Chief Executive Officer) | Sale | 624,533 | 27.69 | 17,295,816 |
| 2024-10-29 | Regan Timothy (Chief Financial Officer) | Sale | 2,500 | 25.71 | 64,277 |
| 2024-10-15 | Regan Timothy (Chief Financial Officer) | Sale | 2,500 | 26.18 | 65,442 |
| 2024-10-02 | Houston Andrew (Chief Executive Officer) | Sale | 97,362 | 25.26 | 2,459,169 |
| 2024-10-01 | Houston Andrew (Chief Executive Officer) | Sale | 351,306 | 25.12 | 8,826,211 |
| 2024-10-01 | Regan Timothy (Chief Financial Officer) | Sale | 10,000 | 25.14 | 251,350 |
| 2024-09-30 | Regan Timothy (Chief Financial Officer) | Sale | 2,500 | 25.44 | 63,590 |
| 2024-09-27 | Houston Andrew (Chief Executive Officer) | Sale | 132,036 | 25.25 | 3,334,437 |
| 2024-09-26 | Houston Andrew (Chief Executive Officer) | Sale | 28,012 | 25.01 | 700,664 |
| 2024-09-25 | Houston Andrew (Chief Executive Officer) | Sale | 80,030 | 25.04 | 2,004,031 |
| 2024-09-24 | Houston Andrew (Chief Executive Officer) | Sale | 66,064 | 25.00 | 1,651,600 |
| 2024-09-19 | Houston Andrew (Chief Executive Officer) | Sale | 3,493 | 25.00 | 87,328 |
| 2024-09-19 | Regan Timothy (Chief Financial Officer) | Sale | 3,177 | 25.00 | 79,425 |
| 2024-09-17 | Houston Andrew (Chief Executive Officer) | Sale | 5,500 | 25.00 | 137,500 |
| 2024-09-17 | Regan Timothy (Chief Financial Officer) | Sale | 400 | 25.00 | 10,000 |
| 2024-09-16 | Houston Andrew (Chief Executive Officer) | Sale | 3,200 | 25.00 | 80,000 |
| 2024-09-16 | Regan Timothy (Chief Financial Officer) | Sale | 400 | 25.00 | 10,000 |
| 2024-09-13 | Regan Timothy (Chief Financial Officer) | Sale | 2,500 | 24.35 | 60,875 |
| 2024-09-03 | Regan Timothy (Chief Financial Officer) | Sale | 6,023 | 25.01 | 150,617 |
| 2024-08-30 | Regan Timothy (Chief Financial Officer) | Sale | 3,000 | 25.15 | 75,444 |
| 2024-08-01 | Houston Andrew (Chief Executive Officer) | Sale | 82,000 | 23.39 | 1,917,734 |
| 2024-07-15 | Regan Timothy (Chief Financial Officer) | Sale | 3,000 | 22.76 | 68,271 |
| 2024-07-15 | Volkmer Bart (Chief Legal Officer) | Sale | 7,000 | 22.76 | 159,334 |
| 2024-07-01 | Houston Andrew (Chief Executive Officer) | Sale | 82,000 | 22.40 | 1,836,964 |
| 2024-07-01 | Regan Timothy (Chief Financial Officer) | Sale | 13,000 | 22.33 | 290,303 |
| 2024-06-10 | Cox Eric (Chief Customer Officer) | Sale | 8,536 | 21.27 | 181,577 |
| 2024-05-17 | Campbell Lisa M | Sale | 5,539 | 23.76 | 131,584 |
| 2024-05-16 | Regan Timothy (Chief Financial Officer) | Sale | 3,000 | 23.71 | 71,136 |
| 2024-05-16 | Volkmer Bart (Chief Legal Officer) | Sale | 6,894 | 23.72 | 163,553 |
| 2024-05-01 | Houston Andrew (Chief Executive Officer) | Sale | 82,000 | 23.44 | 1,922,326 |
| 2024-04-30 | Regan Timothy (Chief Financial Officer) | Sale | 3,000 | 23.60 | 70,788 |
| 2024-04-15 | Regan Timothy (Chief Financial Officer) | Sale | 3,000 | 23.11 | 69,339 |
| 2024-04-15 | Volkmer Bart (Chief Legal Officer) | Sale | 6,682 | 23.12 | 154,474 |
| 2024-04-01 | Houston Andrew (Chief Executive Officer) | Sale | 82,000 | 24.29 | 1,991,534 |
| 2024-04-01 | Regan Timothy (Chief Financial Officer) | Sale | 9,905 | 24.33 | 240,949 |
| 2024-03-27 | Regan Timothy (Chief Financial Officer) | Sale | 3,000 | 24.36 | 73,074 |
| 2024-03-15 | Regan Timothy (Chief Financial Officer) | Sale | 3,000 | 24.02 | 72,048 |
| 2024-03-15 | Volkmer Bart (Chief Legal Officer) | Sale | 7,039 | 24.02 | 169,069 |
| 2024-03-05 | Houston Andrew (Chief Executive Officer) | Sale | 164,000 | 23.86 | 3,913,204 |
| 2024-02-29 | Regan Timothy (Chief Financial Officer) | Sale | 3,000 | 23.84 | 71,511 |
| 2024-02-23 | Regan Timothy (Chief Financial Officer) | Sale | 3,000 | 23.49 | 70,470 |
| 2024-02-23 | Volkmer Bart (Chief Legal Officer) | Sale | 7,143 | 23.80 | 170,017 |
| 2024-01-30 | Regan Timothy (Chief Financial Officer) | Sale | 3,000 | 32.50 | 97,503 |
| 2024-01-16 | Regan Timothy (Chief Financial Officer) | Sale | 3,000 | 31.29 | 93,864 |
| 2024-01-16 | Volkmer Bart (Chief Legal Officer) | Sale | 7,025 | 31.31 | 219,924 |
| 2023-12-15 | Regan Timothy (Chief Financial Officer) | Sale | 3,000 | 29.41 | 88,221 |
| 2023-12-15 | Volkmer Bart (Chief Legal Officer) | Sale | 7,055 | 29.37 | 207,177 |
| 2023-11-30 | Regan Timothy (Chief Financial Officer) | Sale | 3,000 | 28.07 | 84,216 |
| 2023-11-16 | Volkmer Bart (Chief Legal Officer) | Sale | 7,088 | 26.55 | 188,186 |
| 2023-11-15 | Regan Timothy (Chief Financial Officer) | Sale | 3,000 | 27.61 | 82,839 |
| 2023-11-09 | Regan Timothy (Chief Financial Officer) | Sale | 3,000 | 26.23 | 78,690 |
| 2023-10-16 | Regan Timothy (Chief Financial Officer) | Sale | 3,000 | 27.96 | 83,895 |
| 2023-10-16 | Volkmer Bart (Chief Legal Officer) | Sale | 7,025 | 27.97 | 196,482 |
| 2023-10-02 | Regan Timothy (Chief Financial Officer) | Sale | 20,000 | 27.29 | 545,720 |
| 2023-09-29 | Regan Timothy (Chief Financial Officer) | Sale | 6,000 | 27.36 | 164,130 |
| 2023-09-15 | Regan Timothy (Chief Financial Officer) | Sale | 3,000 | 27.09 | 81,270 |
| 2023-09-15 | Volkmer Bart (Chief Legal Officer) | Sale | 7,054 | 27.14 | 191,438 |
| 2023-09-05 | Volkmer Bart (Chief Legal Officer) | Sale | 7,088 | 27.68 | 196,167 |
| 2023-08-30 | Regan Timothy (Chief Financial Officer) | Sale | 3,000 | 27.71 | 83,142 |
| 2023-08-15 | Regan Timothy (Chief Financial Officer) | Sale | 3,000 | 28.16 | 84,495 |
| 2023-08-10 | Houston Andrew (Chief Executive Officer) | Sale | 162,500 | 27.68 | 4,498,812 |
| 2023-08-10 | Regan Timothy (Chief Financial Officer) | Sale | 75,000 | 27.76 | 2,081,850 |
| 2023-07-25 | Regan Timothy (Chief Financial Officer) | Sale | 2,585 | 26.84 | 69,376 |
| 2023-07-18 | Regan Timothy (Chief Financial Officer) | Sale | 3,231 | 28.00 | 90,468 |
| 2023-07-11 | Volkmer Bart (Chief Legal Officer) | Sale | 10,000 | 27.55 | 275,490 |
| 2023-07-05 | Houston Andrew (Chief Executive Officer) | Sale | 162,500 | 26.52 | 4,308,687 |
| 2023-07-03 | Regan Timothy (Chief Financial Officer) | Sale | 4,308 | 26.64 | 114,765 |
| 2023-06-26 | Regan Timothy (Chief Financial Officer) | Sale | 2,585 | 26.02 | 67,274 |
| 2023-06-21 | Peacock Karen | Sale | 4,667 | 25.83 | 120,553 |
| 2023-06-21 | Campbell Lisa M | Sale | 6,148 | 25.84 | 158,839 |
| 2023-06-14 | Houston Andrew (Chief Executive Officer) | Sale | 1,030,452 | 25.04 | 25,804,578 |
| 2023-06-14 | Regan Timothy (Chief Financial Officer) | Sale | 4,738 | 25.00 | 118,450 |
| 2023-06-09 | Volkmer Bart (Chief Legal Officer) | Sale | 10,113 | 23.96 | 242,317 |
| 2023-06-05 | Houston Andrew (Chief Executive Officer) | Sale | 162,500 | 23.92 | 3,886,837 |
| 2023-05-25 | Regan Timothy (Chief Financial Officer) | Sale | 2,585 | 22.10 | 57,128 |
| 2023-05-16 | Volkmer Bart (Chief Legal Officer) | Sale | 10,550 | 22.05 | 232,574 |
| 2023-05-11 | Houston Andrew (Chief Executive Officer) | Sale | 162,500 | 21.66 | 3,518,937 |
| 2023-04-25 | Regan Timothy (Chief Financial Officer) | Sale | 1,939 | 21.40 | 41,494 |
| 2023-04-14 | Regan Timothy (Chief Financial Officer) | Sale | 1,723 | 22.00 | 37,906 |
| 2023-04-10 | Volkmer Bart (Chief Legal Officer) | Sale | 10,000 | 21.01 | 210,130 |
| 2023-04-04 | Houston Andrew (Chief Executive Officer) | Sale | 162,500 | 21.31 | 3,463,362 |
| 2023-03-27 | Regan Timothy (Chief Financial Officer) | Sale | 2,369 | 21.21 | 50,246 |
| 2023-03-13 | Volkmer Bart (Chief Legal Officer) | Sale | 11,506 | 19.06 | 219,292 |
| 2023-03-06 | Houston Andrew (Chief Executive Officer) | Sale | 162,500 | 20.55 | 3,340,187 |
| 2023-02-27 | Regan Timothy (Chief Financial Officer) | Sale | 2,369 | 20.70 | 49,038 |
| 2023-02-27 | Volkmer Bart (Chief Legal Officer) | Sale | 13,667 | 20.54 | 280,774 |
| 2023-02-06 | Houston Andrew (Chief Executive Officer) | Sale | 162,500 | 23.56 | 3,828,662 |
| 2023-01-25 | Regan Timothy (Chief Financial Officer) | Sale | 2,369 | 22.82 | 54,062 |
| 2023-01-05 | Houston Andrew (Chief Executive Officer) | Sale | 162,500 | 22.14 | 3,597,425 |
| 2022-12-23 | Young Timothy H. (President) | Sale | 30,000 | 22.39 | 671,580 |
| 2022-12-12 | Volkmer Bart (Chief Legal Officer) | Sale | 10,264 | 22.79 | 233,947 |
| 2022-11-25 | Young Timothy H. (President) | Sale | 15,000 | 22.33 | 334,965 |
| 2022-11-25 | Regan Timothy (Chief Financial Officer) | Sale | 3,000 | 22.32 | 66,960 |
| 2022-11-16 | Volkmer Bart (Chief Legal Officer) | Sale | 31,602 | 22.48 | 710,475 |
| 2022-10-25 | Regan Timothy (Chief Financial Officer) | Sale | 3,000 | 21.75 | 65,250 |
| 2022-10-11 | Houston Andrew (Chief Executive Officer) | Sale | 293,550 | 20.13 | 5,907,987 |
| 2022-10-11 | Volkmer Bart (Chief Legal Officer) | Sale | 11,000 | 20.12 | 221,330 |
| 2022-10-10 | Houston Andrew (Chief Executive Officer) | Sale | 696,675 | 20.79 | 14,483,176 |
| 2022-09-26 | Regan Timothy (Chief Financial Officer) | Sale | 3,000 | 20.08 | 60,239 |
| 2022-09-23 | Young Timothy H. (President) | Sale | 15,000 | 20.06 | 300,945 |
| 2022-08-16 | Volkmer Bart (Chief Legal Officer) | Sale | 11,270 | 24.26 | 273,410 |
| 2022-07-25 | Young Timothy H. (President) | Sale | 15,000 | 22.68 | 340,140 |
| 2022-07-25 | Regan Timothy (Chief Financial Officer) | Sale | 2,500 | 22.67 | 56,672 |
Insider trading activities including stock purchases, stock sales, and option exercises of DBX listed in the above tables cannot be completely guaranteed as to their accuracy. For more insider trading information of Dropbox, Inc. (symbol DBX, CIK number 1467623) see the Securities and Exchange Commission (SEC) website.