[confounded]

Excellent work!

If there was a way to pay for semi-permanent links (a month?) I would probably cough up!

[feross]

Interesting!

Would you want to pay for a single link? For example, pay $2 to make a particular link last for 30 days?

Or, would you want to pay as a subscription? For example, pay $10 per month for 2TB of storage to use however you want?

[nikisweeting]

A wetransfer-style model is popular for contractors and small businesses who often need to share files with clients and don't want to run their own file hosting service.

I think a few small businesses I worked with in the past paid something like $10/mo for 250gb of file sharing w/ links that worked indefinitely + custom branding on the upload/download pages they created.

[stevej_cbr]

Have you checked Protonmail's history / model?

Multiple price points & options for those with a need.

Free, limited access for occasional & low-end users.