DROPBOX, INC.·4

May 19, 5:27 PM ET

Tennenbaum Ross 4

4 · DROPBOX, INC. · Filed May 19, 2026

Research Summary

AI-generated summary of this filing

Updated

Dropbox (DBX) CFO Ross Tennenbaum Sells 20,325 Shares (Tax Withholding)

What Happened
Ross Tennenbaum, Chief Financial Officer of Dropbox, had 20,325 shares of Class A common stock withheld by the company to satisfy tax withholding related to the vesting and net settlement of restricted stock units. The shares were valued at $26.20 each, for a total disposition of $532,515. This was a tax-withholding/net settlement transaction (code F), not an open-market sale.

Key Details

  • Transaction date: 2026-05-15; Filing date: 2026-05-19 (filed 4 days after the transaction; appears late relative to the 2-business-day Form 4 reporting requirement)
  • Price per share: $26.20; Shares withheld/disposed: 20,325; Total value: $532,515
  • Transaction code: F (shares withheld to satisfy tax withholding obligations)
  • Shares owned after transaction: Not disclosed in the provided filing
  • Footnotes:
    • F1: Shares were withheld by the issuer to satisfy tax withholding and remittance obligations for the vesting/net settlement.
    • F2: These securities are restricted stock units (RSUs). Each RSU converts to one share subject to vesting through November 15, 2029; unvested RSUs are canceled if the reporting person ceases service.

Context
This was a routine tax-withholding net settlement of RSUs (cashless in effect) rather than a discretionary sale, so it does not necessarily signal a change in insider outlook. The withheld shares simply covered tax obligations arising from RSU vesting. The late filing is a procedural note investors may want to monitor for compliance patterns.

Insider Transaction Report

Form 4
Period: 2026-05-15
Tennenbaum Ross
Chief Financial Officer
Transactions
  • Tax Payment

    Class A Common Stock

    [F1][F2]
    2026-05-15$26.20/sh20,325$532,515779,605 total
Footnotes (2)
  • [F1]Represents shares that have been withheld by the Issuer to satisfy tax withholding and remittance obligations in connection with the vesting and net settlement of restricted stock units previously reported.
  • [F2]Certain of these securities are restricted stock units. Each restricted stock unit represents the Reporting Person's right to receive one share of Class A Common Stock, subject to the applicable vesting schedule through November 15, 2029. In the event the Reporting Person ceases to be a Service Provider, the unvested restricted stock units will be cancelled by the Issuer.
Signature
/s/ Cara Angelmar, Attorney-in-Fact|2026-05-19

Documents

4 files
  • 4
    wk-form4_1779226025.xmlPrimary

    FORM 4

  • EX-24
  • GRAPHIC
    sec16powerofattorneyrt001.jpg
  • GRAPHIC
    sec16powerofattorneyrt002.jpg