Very interesting to hear the experiences with Paddle. I started out building against Stripe for https://app.photoephemeris.com earlier this year and had the solution (I thought) 80% built until I started digging into the tax side of things. After a week of conversations with TaxJar, Avalara, Taxamo and others, plus a bunch of reading, I ended up switching to Paddle precisely because they take all that on for you.
As it is, Paddle in production has been excellent. Paddle in development is a different story - testing capabilities still don’t exist, and I found a couple of issues which still remain unaddressed. The reporting and dashboards remain rather limited, but for the basic day to day job of completing transactions, collecting money and paying out to sellers, they’ve been great.
From a developer/API perspective, Stripe is fabulous, but the lack of an integrated solution for SaaS tax was rather a showstopper, given the number of tax jurisdictions I needed to cover.
If I’d known more about Quaderno at the time, I might well have gone down the Stripe + Quaderno route.