One challenge of mine is a self-hosted AI doing my full tax return, without errors that would get me in trouble. Bonus points if it exploits legal loopholes.
I want AI to replace me in my chores, not in my enjoyable activities.
In recent years, I have not been able to find a human CPA who can accomplish this feat. (If anyone has a reco who's taking new clients in the US west coast, feel free to email me.)
That particular one is solved in other countries. The tax authority just sends you a bill and you text yes or no. Only people with very complex situations need to file.
They don't do this in this country because (a) it's a political project to make people to sympathize with the rich by feeling their pain (b) it's a great scheme for legalized corruption by creating incentives to build companies around a fake problem.
i filed my swiss taxes for 2025 in 2026 (april) by dumping everything (local tax law, tax guide, my and my wife's documents, bank statements, income statements, etc.) into a folder and asking claude to fill it out. i had nothing to fix. submitted it.