It is very liberating to use Tailwind instead of creating unique CSS classes for every div in a page. The code is much more maintainable - in a single stroke Tailwind gets rid of selector specificity issues, design inconsistency, and naming woes.
From a programming perspective, the conventional style of "semantic" CSS classes creates deep and fragile coupling between markup and CSS. It goes against everything good code is supposed to be - when you change the structure of the HTML you're forced to change the CSS, and if you truly use the power of CSS selectors, then modifying CSS becomes a difficult enterprise: one change can create multiple unrelated changes at a distance.
Tailwind solves all this, with just two downsides: until you spend a few hours mucking with it, the markup look will look unwieldy, and you have to be ready to really think about semantic CSS and "separation of concerns" dogma we've taken for granted for so long.