Chief Financial Officer

Ross Tennenbaum

Dropbox, Inc.

Tim Regan stepped down as Dropbox's Chief Financial Officer in December 2025, and Ross Tennenbaum was subsequently appointed as successor, per the company's Form 10-K for fiscal year 2025. He certified Dropbox's Quarterly Report on Form 10-Q for the quarter ended June 30, 2026 as Chief Financial Officer (Principal Financial Officer) on August 7, 2026.

Source: SEC EDGAR — Dropbox, Inc. Form 10-K for fiscal year 2025; SEC EDGAR — Dropbox, Inc. Q2 2026 10-Q Exhibit 31.3 (CFO certification)

Linked issues

January–September 202610 sources

Low

2026 first half: revenue growth under 1%, a routine insider stock disposition, and a leadership reset

Dropbox's Q1 and Q2 2026 results both kept total reported revenue growth under 1% year-over-year, the company refinanced debt and repurchased hundreds of millions of dollars in stock over the same six months, and the period closed with a co-CEO handoff, a new product chief, and a routine, tax-related insider stock disposition reported by the Motley Fool; in September three executives reported sales under Rule 10b5-1 plans adopted in June.

Pricing & Business PracticesCurrent / Ongoing Issues (2024–2026)

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February 2026 (FY2025 results)3 sources

Highpaying users 18.07M (down from 18.24M year over year)

Fiscal 2025 results and the flat 2026 guidance: a year of managed stagnation

Dropbox closed fiscal 2025 with revenue of about $2.52 billion, down roughly 1% year over year, paying users down to 18.07 million, and guidance for 2026 of essentially flat revenue — confirming that the core business has stopped growing even as margins expand.

Pricing & Business PracticesCurrent / Ongoing Issues (2024–2026)

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