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There’s a definite niche in the $5-50 a month range where people can buy b2b software rentals that help their job without much paperwork.

But once you hit consumer signups or bigger prices it gets much harder.

Many companies require receipts for anything > $50 on an expense report. Under that and employees will buy/try tools that help them with their job, and not have to justify it to anyone.

As an end user who has requested subscription licenses from my employer, this is also my experience.

They are very very reluctant to purchase subscriptions, even if it's year to year cancel any time.

> it was easier to sell a $2,000 software package once, then a $200 monthly subscription

Good work selling a subscription after already charging a one-off fee!