Dropbox reviews

3.9

67% would recommend to a friend

(265 total reviews)
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Drew Houston

54% approve of CEO

37% positive business outlook

Reviews by job title

265 reviews

Reviews about "Compensation"

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1.0
Sep 22, 2025
Recommend
CEO approval
Business Outlook

Pros

There are some genuinely great leaders here who care about the company and the culture it once had. Pay and benefits are competitive, which makes it easier to stay. Most teammates and cross-functional partners are talented and collaborative, and it is easy to build strong working relationships. The company is also investing heavily in AI and is actively looking for ways to make it more relevant.

Cons

Leadership here is a mess. Most leaders do not know what they should be doing, and the disconnect between upper and middle management is obvious. Toxic positivity is everywhere. If every idea is treated as a good idea, then none of them actually are. Restructures happen constantly, but leaders do not bother to actually assess their teams. The org structure is dysfunctional: senior folks report to junior folks, roles are outsourced when the skills already exist in-house, and promotions are based on favoritism instead of ability. The company talks a big game about “people first” and “making work human,” but it is just virtue signaling. The review process is brutal and inconsistent, some managers use reviews to punish people they do not like, and restructures feel like random experiments that set people up to fail. Instead of listening to employees who understand the real issues, leadership chases shiny objects and surrounds themselves with yes-men. Core systems are crumbling under massive tech debt, breakages happen weekly (sometimes daily), and there is no real investment to fix it. On top of all that, there are annual layoffs, little to no career growth, and promotions are nearly impossible even when roles are available.

2.0
Jul 19, 2025

Chaos and Favoritism

Recommend
CEO approval
Business Outlook

Pros

Remote work; benefits and pay are better than average

Cons

The reviews about change of strategy don't do it justice - this company shifts everything from the product it is focused on (so many failed acquisitions), customer focus, route to market on a quarterly basis. This forces teams to pivot, produce results immediately and if they don't, they are let go while leadership continues the cycle over and over again. Executive leadership changes every 1-2 years because they see it as a launchpad - not because they see a future with the company.

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