Currently I pay for LWN, SourceHut, and an email service I'm trying out. I often forget to read LWN for weeks, but I keep renewing it year after year, because I honestly love taking a few minutes out of my morning, get coffee and read an article or two.

SourceHut, I don't use as much as I'd like, but the build and chat services keeps me paying. It's cheap, and I get a lot of enjoyment from using it.

I think if you do these types of services, then you really need to make sure that people feel good about using your service. I know that's a tricky and rather fluffy goal, but you either need to be REALLY good and then you can charge more than $5, or you can make people feel good and if the amount is low, it becomes an easy renewal next month/year.

If you're making a tool, fixed price for the current version, upgrade price for the next version, no subscription. I think we're at a point in time where your target audience would rather fork over $25 right now and then get a license, but would be hard press to give you $5 per month, even for a single month.