You’re thinking too far behind. They can just use the AI to generate what your taxes would’ve been.

Just have a script with “what are the taxes owed by $name” and print the output

I’ll take $5M now and you can own 50% of my startup: GenTaxAI

I suspect something like this may already be in place.

Half-joking but this is genuinely the trajectory. The problem is that tax analysis requires understanding intent behind complex structures — is this a legitimate trust or a shell game? That's adversarial reasoning, not pattern matching.

The real risk isn't that AI can't find anomalies — it's great at that. The risk is that the people creating complex avoidance structures will use AI too, and they'll iterate faster than a government system updated on procurement cycles. You end up with AI vs AI where one side has a 3-year upgrade timeline and the other ships weekly.