Hi there! Kelly, PM and David, Tech Lead for Stripe Tax here! We just launched Stripe Tax to simplify tax compliance for startups and indie hackers like yourself.
Stripe Tax (https://stripe.com/tax) tells you when and where you need to collect tax and automatically calculates the right amount of tax during checkout. The product is currently in invite-only, but the long term goal is to help you offload ALL the hard work that is involved in collecting tax–from registering to filing and remittance. Happy to answer any questions you may have in the next hour!