I've a freelancer tax companion idea, but unsure if it's worth it. A simple transactions tracker (both income & expense) that would give you profit/loss picture. — tells you how much to pay taxes quarterly; — prepares expenses sheet to enter into tax return. Would you use it?

The challenge in terms of finding value at $X cost is that unless you can hook into banking & CC software, this is potentially double work (depending on how you do your overall accounting), and errors come in. Unforch 'simple' bookkeeping & taxes is actually pretty tricky.

Oh yeah, this would absolutely use something like Plaid API to pull the transactions. I agree strongly on the cost-to-value challenge though. How much freelancers would be willing to pay so that it's actually removes the tax burden? How much is ”yeah, this is worth it”.