Pros
The founders could not possibly be more generous with benefits. The company itself is still a very respected name in the .com world. Compensation has the potential to be significant when larger deals are sold.
Cons
One side of Dropbox is this really strong consumer product driven by some of the best engineering and design talent in the industry. The other lesser known side of Dropbox is the B2B sales division run with absentee, toxic management and almost zero accountability. It's this awkward, failing experiment. The deals are somewhere between smb and MM which calls into question the label of "Enterprise." Management has been operating in a vacuum and there is no reason to believe that will change. Sales is dominated by transactional, short term thinking and arrogance is rampant. Professionalism does not exist internally or customer facing. The Management playbook consists of unethical, HR and [potentially] GDPR violating strategies (consider the faux security concerns used to manipulate customers into buying). "Sellers "are mostly "account managers" focused almost exclusively on up-selling existing books of businesses which in most cases are over sold.