[jchw]

Honestly, the only problem I ran into with Stripe ever was administrating subscriptions. IIRC even via the API there were a lot of limitations with what state you could put a subscription in, limiting our ability to seamlessly transition from Recurly to Stripe; we ended up duplicating a lot of the subscription logic in the end.

I know subscriptions have been significantly rehauled since then, but this was my only gripe. Stripe was absolutely excellent back when I used it.

[kwindla]

I think subscriptions are complicated because the surface area of the problem is so large. The Stripe Billing APIs (the recurring revenue/subscriptions part of Stripe) have gotten very good. But the challenges involved in the average subscription implementation are a lot bigger than the challenges involved in implementing simple checkout workflows for non-recurring charges.

We wrote a blog post detailing our Stripe Billing implementation: https://www.daily.co/blog/implementing-api-billing-with-stri...