v3.26.1
Stockholders’ Deficit
6 Months Ended
Jun. 30, 2026
Stockholders' Equity Note [Abstract]  
Stockholders’ Deficit Stockholders’ Deficit
Common stock
The Company’s articles of incorporation authorizes the issuance of Class A common stock, Class B common stock, and Class C common stock. Holders of Class A common stock, Class B common stock, and Class C common stock are entitled to dividends on a pro rata basis, when, as, and if declared by the Company’s Board of Directors, subject to the rights of the holders of the Company’s preferred stock. Holders of Class A common stock are entitled to one vote per share, holders of Class B common stock are entitled to 10 votes per share, and holders of Class C common stock are entitled to zero votes per share.

As of June 30, 2026, the Company had authorized 2,400.0 million shares of Class A common stock, 475.0 million shares of Class B common stock, and 800.0 million shares of Class C common stock, each at par value of $0.00001. Holders of Class B common stock voluntarily converted 0.2 million and 0.6 million shares into an equivalent number of shares of Class A common stock during the three and six months ended June 30, 2026, respectively. Holders of Class B common stock voluntarily converted 0.3 million and 0.9 million shares during the three and six months ended June 30, 2025, respectively.
As of June 30, 2026, 144.5 million shares of Class A common stock, 75.2 million shares of Class B common stock, and no shares of Class C common stock were issued and outstanding. As of December 31, 2025, 167.2 million shares of Class A common stock, 75.7 million shares of Class B common stock, and no shares of Class C common stock were issued and outstanding. Class A shares issued and outstanding as of June 30, 2026 and December 31, 2025 exclude unvested restricted stock awards granted to certain executives, including 8.3 million unvested restricted stock awards granted to one of the Company's co-founders. See "Co-Founder Grant" section below for additional information.

Preferred stock

The Company's Board of Directors has the authority, without further action by the Company's stockholders, to issue up to 240.0 million shares of undesignated preferred stock with rights and preferences, including voting rights, designated from time-to-time by the Board of Directors.

Stock repurchase program

The Board of Directors has authorized a share repurchase program for the repurchase of shares of the Company's Class A common stock. As of June 30, 2026, $1.4 billion remained available for repurchases, including an increase of $900.0 million authorized by the Board of Directors in June 2026. Share repurchases are made from time-to-time in private transactions or open market purchases, as permitted by securities laws and other legal requirements and are subject to a review of the circumstances in place at that time, including prevailing market prices. The program does not obligate the Company to repurchase any specific number of shares and may be discontinued at any time.
During the three and six months ended June 30, 2026, the Company repurchased and subsequently retired 12.6 million and 26.9 million shares of its Class A common stock, for aggregate amounts of $318.0 million and $688.0 million, respectively. During the three and six months ended June 30, 2025, the Company repurchased and subsequently retired 14.2 million and 32.2 million shares of its Class A common stock, for aggregate amounts of $403.0 million and $907.0 million, respectively. Included in the cost of treasury stock acquired pursuant to common share repurchases is the 1% excise tax imposed as part of the Inflation Reduction Act, in addition to repurchase execution costs incurred in connection with the Company’s share repurchase program.

Equity incentive plans

Under the 2018 Plan, the Company may grant stock-based awards to purchase or directly issue shares of common stock to employees, directors, and consultants. RSUs and RSAs are granted under the 2018 Plan. The 2018 Plan will terminate 10 years after the later of (i) its adoption or (ii) the most recent stockholder-approved increase in the number of shares reserved under the 2018 Plan, unless terminated earlier by the Company's Board of Directors. The 2018 Plan was adopted on March 22, 2018.
As of June 30, 2026, there were 29.1 million stock-based awards issued and outstanding and 135.3 million shares available for issuance under the Dropbox Equity Incentive Plans, Dropbox Sign's 2011 Equity Incentive Plan, DocSend's 2013 Stock Plan and DocSend's 2015 Stock Option and Grant Plan (collectively, the "Plans").
There was no stock option activity for the six months ended June 30, 2026. Restricted stock activity for the Plans was as follows for the six months ended June 30, 2026:

Restricted stock
outstanding
Number of
shares
available for
issuance
under the
Plans
Number of
shares
outstanding
under the
Plans
Weighted-
average
grant date
fair value
per share
Balance at December 31, 2025
131.0 24.9 $26.24 
Additional shares authorized12.2 — — 
Restricted stock units and awards released— (6.1)25.01 
Restricted stock units and awards canceled4.1 (4.1)25.81 
Shares withheld related to net share settlement of restricted stock units and awards2.4 — — 
Restricted stock units and awards granted(14.4)14.4 24.02 
Balance as of June 30, 2026
135.3 29.1 $25.47 
Vested at June 30, 2026
— $— 
Unvested at June 30, 2026
29.1 $25.47 


As of June 30, 2026, unamortized stock-based compensation related to RSAs and RSUs was $726.0 million. The weighted-average period over which such compensation expense will be recognized if the requisite service is provided is approximately 2.9 years as of June 30, 2026.

Co-Founder Grant
In December 2017, the Board of Directors approved the Co-Founder Grant, consisting of 10.3 million shares of Class A common stock in the form of RSAs granted to Drew Houston, the Company’s co-founder and Co-Chief Executive Officer. The Co-Founder Grant is subject to service-, market-, and performance-based vesting conditions and is excluded from issued and outstanding shares until vesting. Mr. Houston holds voting rights and rights to cumulative declared dividends prior to vesting.

The Co-Founder Grant vests over ten years following the Company’s IPO, based on the achievement of stock price targets during a consecutive thirty-day trading period within the Performance Period, which began on January 1, 2019.

The first tranche, or 2.1 million shares, vested in the fourth quarter of 2021. Stock-based compensation expense was recognized over the derived service period using the accelerated attribution method and will not be reversed if the market conditions are not met for the remaining tranches. The stock-based compensation expense related to the Co-Founder Grant was fully recognized as of the fourth quarter of 2024.