Many pirated games installer doesn't work under wine (like from xatab, RG Mechanic, Razor, etc) unless you download pre-installed games like from IGG Games or you just download pirated gog games
Buggy glitching games work under wine (i don't know why that happened)
Many mod organizer & tools (MO, VORTEX, NMM, etc) doesn't work unless you download old version or download some sketchy dll files from sketchy website to make those programs works well
Sometimes after running games under wine my system crashes like unable to restart/shutdown or failed to open some programs like dolphin, terminal, etc (maybe bc my system running on wayland)
No Photoshop, After Effects, or Microsoft Office (yes....i know linux has similar programs but those suck & my workplace has standard)
Hard to fine tuning some apps unless you wanna do some dirty work in YAML or XML or CONF files