I’m also considering tailwind and set up a new rails app with tailwind installed to experiment with.
I think the main obstacle is a learning curve. I moved from Zurb Foundation a year or so ago and went with a plain vanilla W3-css. It took a few days to match what I knew to how tailwind works. Tailwind is quite powerful and I’ve just been trying converting basic stuff. Things like w3 grid to tailwind grid or flex.
I may just try using both and convert a model/view at a time. Probably after setting up the main theme in layouts. I think after you do a few, it won’t be that difficult.