With Tailwind, you're not caught up in understanding the relationship between CSS and HTML which includes challenges like inheritance. Another benefit of Tailwind for new learners is the exhaustive documentation which captures all of the rules and their relationship in one place: it's hard to overstate the value of being able to look at a single page to fully understand how you can pad an element.
Certainly, there's limits to what you can achieve with Tailwind, but given it does expose a learner to the key principles of styling, it can then lead into an expanded learning of CSS if a user is interested in learning more -- you don't have to unlearn anything from Tailwind.
I can absolutely understand why someone would dislike Tailwind, especially those with pre-existing knowledge of CSS for whom this is a totally different way of styling, but to describe it as problematic for newcomers seems ignorant of where the real challenges of learning CSS are.