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Company Analysis

DBX Insider Trading

DROPBOX, INC. | Services-Prepackaged Software

Comprehensive Trading Performance Summary

The investment history of corporate insiders at DROPBOX, INC. provides a unique lens into the internal conviction of the company's leadership. By analyzing SEC Form 4 filings, investors can track how directors and officers are allocating their own capital. High-conviction buying often signals that management believes the current market price significantly undervalues future growth prospects, while strategic selling might occur for personal liquidity or portfolio diversification. Monitoring these shifts in ownership is essential for understanding the alignment between management and shareholders in the Services-Prepackaged Software sector.

Transactions on Chart

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Filing Date Trade Date Reporting Person Relationship Type Price Qty Total, $ Owned After Change, %
2025-08-20 01:57 2025-08-18 Alkarmi Ashraf Officer - General Manager, Core SELL $27.30 10,098 $275,693 469,333 -2.1%
2025-08-20 01:41 2025-08-15 Regan Timothy Officer - Chief Financial Officer SELL $27.95 2,500 $69,880 482,121 -0.5%
2025-08-19 00:03 2025-08-14 Dasdan Ali Officer - Chief Technology Officer SELL $27.82 7,146 $198,809 588,793 -1.2%
2025-08-18 23:50 2025-08-14 Houston Andrew Director, Officer, 10% owner - Chief Executive Officer SELL $27.83 92,000 $2,560,664 0 -100.0%
2025-08-01 00:24 2025-07-29 Regan Timothy Officer - Chief Financial Officer SELL $27.98 2,500 $69,944 511,094 -0.5%
2025-07-18 02:38 2025-07-15 Regan Timothy Officer - Chief Financial Officer SELL $26.83 2,500 $67,070 513,594 -0.5%
2025-07-03 23:26 2025-07-01 Houston Andrew Director, Officer, 10% owner - Chief Executive Officer SELL $27.96 92,000 $2,571,998 0 -100.0%
2025-07-03 00:20 2025-06-30 Regan Timothy Officer - Chief Financial Officer SELL $28.03 12,500 $350,393 516,094 -2.4%
2025-06-18 00:30 2025-06-13 Regan Timothy Officer - Chief Financial Officer SELL $28.10 2,500 $70,245 528,594 -0.5%
2025-06-18 00:21 2025-06-13 Alkarmi Ashraf Officer - General Manager, Core SELL $28.10 10,098 $283,740 492,856 -2.0%
2025-06-13 23:29 2025-06-11 Houston Andrew Director, Officer, 10% owner - Chief Executive Officer SELL $28.48 319,000 $9,085,949 716,728 -30.8%
2025-06-03 21:04 2025-05-30 Regan Timothy Officer - Chief Financial Officer SELL $28.78 2,500 $71,950 531,094 -0.5%
2025-05-29 20:56 2025-05-27 Peacock Karen Director SELL $28.53 7,000 $199,687 25,295 -21.7%
2025-05-20 00:51 2025-05-15 Regan Timothy Officer - Chief Financial Officer SELL $29.53 2,500 $73,825 533,594 -0.5%
2025-05-20 00:39 2025-05-16 Yoon William T Officer - Chief Legal Officer SELL $28.94 5,449 $157,690 245,837 -2.2%
2025-05-20 00:36 2025-05-16 Cox Eric Officer - Chief Customer Officer SELL $28.94 2,339 $67,699 378,427 -0.6%
2025-05-20 00:22 2025-05-16 Campbell Lisa M Director SELL $28.94 5,239 $151,627 19,220 -21.4%
2025-05-03 04:38 2025-04-30 Regan Timothy Officer - Chief Financial Officer SELL $28.29 2,500 $70,731 562,568 -0.4%
2025-04-18 00:31 2025-04-15 Regan Timothy Officer - Chief Financial Officer SELL $26.94 2,500 $67,338 565,068 -0.4%
2025-04-03 23:46 2025-04-01 Regan Timothy Officer - Chief Financial Officer SELL $27.00 10,000 $270,021 567,568 -1.7%
2025-04-01 23:37 2025-03-28 Regan Timothy Officer - Chief Financial Officer SELL $26.57 2,500 $66,432 367,791 -0.7%
2025-03-18 23:21 2025-03-14 Regan Timothy Officer - Chief Financial Officer SELL $25.27 2,500 $63,170 370,291 -0.7%
2025-03-17 23:12 2025-03-13 Yoon William T Officer - VP Product Counsel & Privacy SELL $24.74 6,386 $157,974 68,721 -8.5%
2025-03-05 00:55 2025-02-28 Regan Timothy Officer - Chief Financial Officer SELL $25.88 2,500 $64,704 372,791 -0.7%
2025-03-04 01:41 2025-02-27 Cox Eric Officer - Chief Customer Officer SELL $26.30 3,765 $99,009 309,550 -1.2%
2025-02-12 00:06 2025-02-07 Regan Timothy Officer - Chief Financial Officer SELL $32.19 2,500 $80,487 396,264 -0.6%
2025-02-04 00:24 2025-01-30 Regan Timothy Officer - Chief Financial Officer SELL $32.17 2,500 $80,437 398,764 -0.6%
2025-01-24 00:27 2025-01-21 Houston Andrew Director, Officer, 10% owner - Chief Executive Officer SELL $30.97 80,499 $2,492,764 0 -100.0%
2025-01-18 02:25 2025-01-15 Regan Timothy Officer - Chief Financial Officer SELL $30.37 2,500 $75,936 401,264 -0.6%
2025-01-09 00:03 2025-01-06 Houston Andrew Director, Officer, 10% owner - Chief Executive Officer SELL $30.07 29,917 $899,562 0 -100.0%
2025-01-07 01:58 2025-01-02 Houston Andrew Director, Officer, 10% owner - Chief Executive Officer SELL $29.66 504,580 $14,964,077 0 -100.0%
2025-01-07 01:58 2025-01-02 Regan Timothy Officer - Chief Financial Officer SELL $29.65 10,000 $296,485 403,764 -2.4%
2025-01-03 00:14 2024-12-30 Regan Timothy Officer - Chief Financial Officer SELL $30.38 2,500 $75,950 413,764 -0.6%
2024-12-18 00:36 2024-12-13 Regan Timothy Officer - Chief Financial Officer SELL $29.99 2,500 $74,975 416,264 -0.6%
2024-12-14 01:46 2024-12-11 Houston Andrew Director, Officer, 10% owner - Chief Executive Officer SELL $30.05 137,499 $4,132,230 0 -100.0%
2024-12-14 00:18 2024-12-11 Regan Timothy Officer - Chief Financial Officer SELL $30.01 15,000 $450,171 418,764 -3.5%
2024-12-05 00:02 2024-12-02 Houston Andrew Director, Officer, 10% owner - Chief Executive Officer SELL $28.12 132,000 $3,711,550 0 -100.0%
2024-12-04 01:17 2024-11-29 Regan Timothy Officer - Chief Financial Officer SELL $27.87 2,500 $69,679 433,764 -0.6%
2024-11-26 00:42 2024-11-21 Campbell Lisa M Director SELL $27.43 6,149 $168,666 16,016 -27.7%
2024-11-26 00:42 2024-11-21 Houston Andrew Director, Officer, 10% owner - Chief Executive Officer SELL $27.58 152,025 $4,192,728 0 -100.0%
2024-11-20 00:14 2024-11-15 Regan Timothy Officer - Chief Financial Officer SELL $27.17 2,500 $67,932 436,264 -0.6%
2024-11-20 00:09 2024-11-18 Cox Eric Officer - Chief Customer Officer SELL $26.41 2,330 $61,526 321,871 -0.7%
2024-11-19 00:11 2024-11-14 Houston Andrew Director, Officer, 10% owner - Chief Executive Officer SELL $27.69 637,977 $17,666,795 0 -100.0%
2024-11-01 01:31 2024-10-29 Regan Timothy Officer - Chief Financial Officer SELL $25.71 2,500 $64,277 464,247 -0.5%
2024-10-17 23:01 2024-10-15 Regan Timothy Officer - Chief Financial Officer SELL $26.18 2,500 $65,443 466,747 -0.5%
2024-10-03 23:48 2024-10-01 Houston Andrew Director, Officer, 10% owner - Chief Executive Officer SELL $25.15 448,668 $11,285,481 0 -100.0%
2024-10-02 23:08 2024-09-30 Regan Timothy Officer - Chief Financial Officer SELL $25.19 12,500 $314,936 469,247 -2.6%
2024-09-30 23:57 2024-09-26 Houston Andrew Director, Officer, 10% owner - Chief Executive Officer SELL $25.21 160,048 $4,035,146 0 -100.0%
2024-09-27 02:27 2024-09-24 Houston Andrew Director, Officer, 10% owner - Chief Executive Officer SELL $25.02 146,094 $3,655,623 0 -100.0%
2024-09-24 00:18 2024-09-19 Regan Timothy Officer - Chief Financial Officer SELL $25.00 3,177 $79,425 481,747 -0.7%
SHOW ENTRIES

How to Interpret $DBX Trades

Not every insider transaction in DROPBOX, INC. is a signal for immediate action. Professional investors look for "cluster buying"—when multiple executives simultaneously purchase $DBX shares on the open market. It is crucial to distinguish between scheduled sales (under Rule 10b5-1) and voluntary increases in ownership, which demonstrate management’s true conviction that the stock is undervalued.

Data Source & Accuracy for DBX

Insider activity data for DROPBOX, INC. is streamed in real-time directly from the SEC EDGAR system. We analyze raw Form 4 filings, filtering out technical adjustments and complex derivative transactions. This provides a transparent view of how ownership structure is evolving in $DBX, allowing you to follow the capital of those with the most intimate knowledge of the company.

UNDERSTANDING THE DATA

FILING DATE: The date and time when the transaction was reported to the SEC. This is when the public first receives the information.

TRADE DATE: The actual day the insider executed the purchase or sale in the market.

INDUSTRY: The specific market sector the company operates in. Useful for identifying broader institutional capital flows across sectors.

OWNED AFTER: The total number of shares held by the insider following the transaction. This highlights the insider's remaining conviction in the company.

CHANGE %: The percentage increase or decrease of the insider's total position. Large percentage changes often carry more weight than the dollar amount alone.

TRADE TYPES DEFINITIONS

BUY: An open market purchase. Typically indicates an insider's belief that the stock is undervalued or poised for growth.

SELL: An open market sale. While often used for diversification or liquidity, large or unexpected sales can be a warning signal.

OPT+S (OPTION EXERCISE & SALE): This occurs when an insider exercises their stock options and sells them immediately. Often part of a structured compensation plan.