Depends what it is and how thick it is. I've noticed tubeless ready rims are a bit more tricky to fit tyres to but there were some annoying combos in the past, before TLR, so perhaps it's no worse than before, just seems it.
Yeah. What a massive fucking pain in the arse. I basically need it sorted for Friday as I'm taking the bike away for Christmas but at this point I might just take my summer bike as I know I can get the tyres off that.
Whatever shit stuff came on the wheels. I do have some other stuff somewhere, is it worth trying?