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Hmm. There are about 2 billion internet users, and Dropbox's cheapest paying plan is $99/year. Assuming 50% profit or so, and that no one buys the more expensive plan, it would take a billion paying customers to hit $100B/year, 50% of everyone with internet access. It would definitely be a gradual progression, but probably doable, especially if they branch out into other areas - though I can't think of anything obvious, other than licensing the technology to big businesses for internal stuff. Of course, they can certainly afford to experiment.

Well there are 2 billion internet users - i.e. individuals. But each individual has multiple functions.

E.g. I have a dropbox account at home, and had one for work. So did my boss, and some other coworkers.

So while there are 2 billion internet users, there are many organiztions - profit, non-profit, ngo, etc - which makes the pie even bigger.

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