As someone who built their entire platform on Tailwind and has been running gpt-6-astra for the last 5 days straight working on the migration away from it because it leaves an irrecoverable pile of slop when your project becomes large enough... Heed my warning.

It's not that Tailwind itself is bad. It's good. But agents are notorious for re-inventing the wheel without hard constraints that prevent them from doing it - and when I say hard constraints, I don't just mean an AGENTS.md file or a skill they can ignore. As such, I found that design consistency was near impossible and a constant firefight. It worked at first, but when my project got sufficiently large, it became worse and worse.

I initially tried combatting this with a spaghetti-soup of linter rules, but it wasn't very effective to maintain. So I'm biting the bullet and moving on to greener pastures.