Comment by chocochunks

Red Alert 2. Then there's games like Dark Forces II that work but don't work with hardware rendering out of the box so they look like crap. I've also had games like Grid complain I didn't have enough VRAM (because I had more than 2GB), games that were tricky to get working because I used a 4K monitor (Sims 2, Crysis 2). And there's games where the original release is borked but a newer version on GoG is okay like Alpha Centauri.