Ok this is a good and difficult question.
For _our particular service_ this happens, but that's partially because the service is designed to scale to very large customers and the market has set a price for cloud computing resources. Companies already spend money on infrastructure, we're not having to convince them to do that from scratch. We do have to convince them to point that firehose our direction.
What you're doing is more difficult. In general, big companies will spend $10k per month as easily as they'll spend $2.4k per month. It's equally difficult to convince them to do either.
Does filestash get used by multiple people in an organization? If I were trying to price this, I'd invent a "per user" price and target $500/mo for small organizations (like $50/user). Enterprises don't love per user prices that scale, so it gives you a story for "we'll give you unlimited users for $10k per month".
I am more than happy to talk more about this if you want to send me an email, but I'm mostly guessing about OSS licensing. I haven't done the work for real.