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Dropbox CEO Drew Houston steps down after 19 years, hands reins to Ashraf Alkarmi

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Dropbox founder Drew Houston will leave the CEO seat after 19 years, moving to executive chairman. Co‑CEO Ashraf Alkarmi, promoted from product chief, will eventually assume full responsibility. Houston, who grew the company from a Y Combinator demo to a public listing, now turns his focus toward new ventures.

The move comes as Dropbox’s market cap sits just over $6 billion, half its 2018 peak and far below the $10 billion valuation once assigned by private investors. Despite stable revenue near $2 billion, competition from Apple, Google, Amazon and Microsoft keeps pressure on growth in the highly competitive cloud storage sector.

Houston highlights the company’s AI‑powered Dash feature, which lets users query text, video and audio across third‑party apps. Analysts see the tool as a foothold in the AI wave, noting that Dropbox can still compete by enhancing search and collaboration for media professionals and designers.

With Houston stepping back, the company will add Mike Torres from Google as chief product officer in July, reinforcing its product strategy. Dropbox’s trajectory illustrates how early cloud pioneers must pivot toward AI and niche markets to maintain relevance after initial hype fades for enterprise teams worldwide.