One of the big challenges is onboarding customers and their data. The integration toggles and menu item for data mappings are thoughtfully organized, but how much of it is self service?
VAT tax rate calculations are trivial, but filing returns is complex.
Sales tax calculations are complex, and so is filing returns. Also, the reseller tax exemptions are not easy (in fact, most tax audit fines come from poor records around tax exemption, not from collecting the wrong amount of tax). As someone operating a SaaS business in the US, I wish we had a VAT system.
It's also worth understanding that in many states, sales taxes are the primary way that local governments can directly generate revenues. To simplify the US tax system, we first need to solve how we equitably fund local governments.
> That processor sucks and their fraud protections are weak and their interface is garbage
I have three guesses and they're all CCBill.
Brings me back the glory days of labels like Too Pure and Strange Fruit :)