I personally find it hard to maintain "normal" CSS. Especially when things change a lot. That first version of a site might be great. But I honestly never seen an old site with good maintainable CSS, it seems developers just give up after a while.

That said, I don't think Tailwind is the solution for everything. Tailwind DX/Gimli is created with styling in the Shadow DOM, which works great. For more regular websites I would use Tailwind. But for more App like solutions I would preferably put the styling scoped within components.