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Dropbox Inc

Dropbox, Inc. provides a content collaboration platform in the United States and internationally. The company's platform enables individuals, families, teams, and organizations to collaborate for free through its website or app, or through a paid subscription plan for premium features. Its platform consists of various elements, such as unified home for content, global sharing network, and product experiences and integrations. The company serves customers in the professional services, technology, media, education, industrial, consumer and retail, and financial services industries. The company was formerly known as Evenflow, Inc. and changed its name to Dropbox, Inc. in October 2009. Dropbox, Inc. was incorporated in 2007 and is headquartered in San Francisco, California.

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Dropbox Chief Business Officer Sells $1 Million in Stock

Dropbox Chief Business Officer Eric T. Webster sold 30,650 shares of Class A Common Stock for about $1.0 million on August 18, according to an SEC Form 4 filing. The weighted average sale price was $34.25 per share, a premium to the August 18 close of $33.87. Roughly 48% of the shares were withheld to cover tax liabilities from vesting restricted stock units, while the rest were open-market sales at $34.05 to $34.23 per share. Webster retains about 416,000 directly held shares and holds restricted stock units vesting through November 2029. The sale came as Dropbox reported paying users grew 96,000 to 18.19 million and guided third-quarter revenue of $627 million to $630 million.
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Dropbox CFO Sells Shares Days After Raising Guidance

Dropbox CFO Ross Tennenbaum sold 20,326 shares of Class A Common Stock on August 17 for $699,621, according to an SEC Form 4 filing. The sale was a non-discretionary event executed for tax purposes and does not indicate a shift in his outlook on the company. Tennenbaum continues to hold 759,279 shares directly, valued at $25.34 million based on the August 17 close. He also holds restricted stock units vesting through November 15, 2029. Days earlier, on the latest earnings call, Tennenbaum raised full-year operating margin guidance by 50 basis points to 40% to 40.5%, lifted unlevered free cash flow guidance by $15 million, and moved revenue guidance up $13.5 million at the midpoint.
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Dropbox Raises 2026 Revenue Guidance to About $2.52 Billion

Dropbox has slightly raised its full-year 2026 revenue guidance to about US$2.52 billion while reporting weaker profitability. The company now expects full-year revenue of US$2.513 billion to US$2.523 billion and third-quarter revenue of US$627 million to US$630 million, with second-quarter sales of US$631.5 million but lower net income year over year. The modest upgrade and margin pressure highlight Dropbox's balancing act between growth initiatives and earnings management. The key catalyst remains whether new AI and workflow products can offset flat user and revenue trends.
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Dropbox raises 2026 revenue and margin guidance, names Ashraf Alkarmi sole CEO

Dropbox raised its full-year 2026 revenue guidance to between $2.513 billion and $2.523 billion and lifted its non-GAAP operating margin target by 50 basis points to a range of 40.0% to 40.5%, while also announcing that co-CEO Ashraf Alkarmi will become sole CEO after a transition period. The company reported second-quarter revenue of $631.5 million, up 0.9% year-over-year, and added 96,000 paying users, its third consecutive quarter of paying user growth. Unlevered free cash flow reached $283.5 million, and the board authorized a new $900 million share repurchase program. For the third quarter, Dropbox guided revenue of $627 million to $630 million and a non-GAAP operating margin of approximately 38.5%. Management also raised its full-year unlevered free cash flow guidance to at or above $1.070 billion.
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Airbnb, Twilio surge while Trade Desk, Sweetgreen plunge in after-hours trading

Several companies made significant after-hours moves following their quarterly earnings reports. Airbnb surged about 7% after posting second-quarter earnings of $1.37 per share on revenues of $3.61 billion, beating analyst forecasts of $1.25 per share and $3.58 billion. Twilio jumped roughly 16% on strong current-quarter guidance, projecting adjusted earnings of $1.42 to $1.47 per share on revenue of $1.51 billion to $1.52 billion, above consensus estimates. Trade Desk tumbled 22% after its adjusted earnings of 34 cents per share and revenue of $715 million missed expectations of 40 cents and $751 million. Sweetgreen plunged 14% as its second-quarter loss of 22 cents per share on $193 million in revenue fell short of the anticipated loss of 15 cents on $195 million. DraftKings slipped over 1.5% after revenue of $1.44 billion missed the $1.51 billion estimate, though it reaffirmed its 2026 fiscal-year guidance. Cloudflare rallied 17% on upbeat guidance, while Akamai Technologies gained 12% and Instacart rose more than 8% on better-than-expected revenue. Dropbox fell nearly 6% after its non-GAAP gross margin of 81.6% narrowly missed the 81.7% consensus.
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Dropbox CTO Sells Nearly 13,000 Shares Under Pre-Arranged Trading Plan

Dropbox Chief Technology Officer Ali Dasdan sold 12,972 shares on July 14, 2026, for a total of $389,160 at a weighted average price of $30.00 per share. The transaction was executed under a Rule 10b5-1 trading plan established in May 2025, which allows insiders to trade on a predetermined schedule. Following the sale, Dasdan retains approximately 501,639 directly held shares, valued at roughly $15.2 million based on a July 15 closing price of $30.35, and continues to hold restricted stock units vesting through November 2030. Dropbox reported trailing twelve-month revenue of $2.5 billion and net income of $472.6 million, with the stock returning 11% over the prior year.
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