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Doesn't that make it a kind of chicken and egg problem?

Customers don't care if you're going to be around for n years when they are first paying to buy your software. So they most probably will not be ready to pay the premium for your long-lived company, and without those premiums you really can't live long. No?

I see your point, but what I'm advocating is a solid service similar to Instapaper or Pinboard (not necessarily premium) that comes with a guarantee that the service and positive product development will continue.