DBX DROPBOX, INC. Insider Trading

Co-CEO Ashraf Alkarmi sold 22,700 DBX shares at $27.86 on 2026-06-02 for $632,496.91; retains 1,080,746 shares post-sale.

Alkarmi's sale of 22,700 shares (-2.1% of pre-transaction holdings) reduced his position to 1,080,746 shares, representing a modest liquidation that does not suggest abandonment of the company. The transaction price of $27.86 is slightly above the current price of $27.59 and within the 52-week range of $21.70–$32.40; the current price sits 14.8% below the 52-week high, reflecting recent price weakness. Given the company's solid net income of $114,500,000.00 on revenue of $629,500,000.00 and a reasonable P/E of 14.60, the fundamentals do not immediately signal distress, though annual revenue growth of -1.1% reflects modest contraction. The sale scale and retained insider holdings suggest routine portfolio management rather than a large-scale departure or liquidation pattern.

CEO Houston Andrew sells 30.3K DBX shares at $27.50 via scheduled 10b5-1 plan; reduces holdings to zero.

Houston Andrew, Dropbox's Chief Executive Officer, executed a scheduled sale of 30,332 shares at $27.50 on 2026-05-18 via a pre-arranged 10b5-1 trading plan adopted on 2025-03-12, reducing his holdings to zero from 30.3K shares. The transaction was automatic and non-discretionary per the 10b5-1 framework, so it reflects a predetermined schedule rather than a tactical market timing decision. His cross-ticker track record shows 20 prior open-market sells with an average 90-day return of -4.8%, while his same-ticker history at DBX across 5 prior sales presents mixed outcomes: one recent sale on 2026-04-01 was followed by a 90-day gain of +17.2%, while three others faced 90-day losses ranging from -2.8% to -19.8%. The complete exit of all CEO holdings warrants disclosure attention, though the scheduled nature of the sale limits inference about current conviction.

CEO Houston Andrew sold all 37,498 DBX shares at $25.96 under 10b5-1 plan; current price $27.98.

Houston Andrew, Chief Executive Officer, sold all 37,498 shares of DROPBOX, INC. at $25.96 on 2026-05-14 under a pre-arranged 10b5-1 trading plan adopted on 2025-03-12, reducing his holdings to zero. The sale was scheduled rather than discretionary. At his prior trades at DBX, the 30-day and 90-day post-sale returns ranged from -11.2% to +17.2%, showing mixed outcomes; this particular transaction occurred near the 52-week high ($32.40), with current price at $27.98 representing -13.6% from that peak. The company reports net income of $114.5M on revenue of $629.5M for the latest quarter, with annual revenue growth of -1.1%.