The only serious issue I had was when implementing designs provided by an outside designer:
1. The design says this width needs to be 28 px
2. That'd be "w-7", which TW doesn't provide. Guess I'll add it to my tailwind config file.
3. Repeat ad nauseam until I broke down and added all "w-n" widths to my tailwind config from 1 to 500.
4. Repeat for min-width, spacing, border-radius, etc.
The result is that A) I get really good at converting pixels to rems to tailwind-scale, then back again in my head and B) My tailwind config is huge - the saving grace being the purge tool that gets rid of unused styles.