DROPBOX, INC.·4

May 18, 6:23 PM ET

Houston Andrew 4

4 · DROPBOX, INC. · Filed May 18, 2026

Research Summary

AI-generated summary of this filing

Updated

Dropbox (DBX) CEO Andrew Houston Sells 37,498 Shares

What Happened
Andrew Houston, CEO of Dropbox, converted 37,498 shares of Class B common stock into 37,498 shares of Class A common stock and then sold those 37,498 Class A shares in the open market on May 14, 2026. The shares were sold at a weighted average price of $25.96, producing proceeds of approximately $973,549. The conversion was a one-for-one, at his election, and the Class B shares have no expiration date.

Key Details

  • Transaction date: May 14, 2026. Filing date: May 18, 2026 (filed 4 days after the transaction). Form 4s are typically due within 2 business days, so this appears late.
  • Sale details: 37,498 shares sold in multiple trades at prices ranging $25.73–$26.42; weighted average price $25.96; total proceeds ≈ $973,549.
  • Conversion: 37,498 Class B shares converted to Class A on a one-for-one basis at the reporting person’s election.
  • Plan: Shares were sold pursuant to a Rule 10b5-1 trading plan adopted March 12, 2025 (pre-arranged trading plan).
  • Holdings after transaction: Not specified in the provided filing excerpt.
  • Other notes: Multiple footnotes indicate some shares are held in various trusts (including the Andrew Houston Revocable Trust and others) and that certain securities are restricted stock awards that vest over up to ten years subject to service, market and liquidity-event conditions.

Context
This was a conversion plus immediate sale under a pre-established 10b5-1 plan — a routine, pre-planned disposition rather than an ad hoc sale. Conversions of Class B to Class A are mechanical changes in share class (one-for-one) and do not by themselves represent a purchase or sale. Because the sale used a 10b5-1 plan, the timing was pre-determined; retail investors should view this as a routine insider liquidity event rather than a direct signal of changed conviction.

Insider Transaction Report

Form 4
Period: 2026-05-14
Houston Andrew
DirectorChief Executive Officer10% Owner
Transactions
  • Conversion

    Class A Common Stock

    [F1][F2]
    2026-05-14+37,49837,498 total(indirect: See Footnote)
  • Sale

    Class A Common Stock

    [F3][F4][F2]
    2026-05-14$25.96/sh37,498$973,5490 total(indirect: See Footnote)
  • Conversion

    Class B Common Stock

    [F8][F2]
    2026-05-1437,49866,358,961 total(indirect: See foonote)
    Class A Common Stock (37,498 underlying)
Holdings
  • Class A Common Stock

    [F5]
    8,266,666
  • Class A Common Stock

    [F6]
    (indirect: See Footnote)
    716,728
  • Class A Common Stock

    [F7]
    (indirect: See Footnote)
    444,444
  • Class B Common Stock

    [F8][F6]
    (indirect: See Footnote)
    Class A Common Stock (7,608,764 underlying)
    7,608,764
  • Class B Common Stock

    [F8][F9]
    (indirect: See foonote)
    Class A Common Stock (500,500 underlying)
    500,500
Footnotes (9)
  • [F1]37,498 shares of Class B Common Stock were converted into 37,498 shares of Class A Common Stock at the election of the Reporting Person and had no expiration date.
  • [F2]Shares held by the Andrew Houston Revocable Trust u/a/d 9/7/2011, for which Reporting Person serves as trustee.
  • [F3]These shares were sold pursuant to a Rule 10b5-1 trading plan adopted by the Reporting Person on March 12, 2025.
  • [F4]This transaction was executed in multiple trades at prices ranging from $25.73 to $26.42. The price reported above reflects the weighted average sale price. The Reporting Person hereby undertakes to provide upon request to the SEC staff, the issuer or a security holder of the issuer full information regarding the number of shares and prices at which the transaction was effected.
  • [F5]These securities are restricted stock awards of Class A Common Stock. The restricted stock awards vest over a period of up to ten years following the closing of the Issuer's initial public offering of Class A Common Stock, or March 27, 2028, upon achievement of service-based, market-based, and liquidity event-related performance vesting conditions.
  • [F6]Shares held by the Houston Remainder Trust u/a/d 12/30/2010, for which Reporting Person serves as trustee.
  • [F7]Shares held by The Erin Yu Houston Revocable Trust u/a/d 1/18/2024, for which the Reporting Person's spouse serves as trustee.
  • [F8]The Issuer's Class B Common Stock is convertible into the Issuer's Class A Common Stock on a one-for-one basis at the Reporting Person's election and has no expiration date.
  • [F9]Shares held by the Houston 2012 Irrevocable Children's Trust u/a/d 4/12/2012, for which Reporting Person serves as trustee.
Signature
/s/ Cara Angelmar, Attorney-in-Fact|2026-05-18

Documents

3 files