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What were the early days of WINE like?
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I think I first used it around 2004ish. It was barely useful with basic applications without doing work, you could use it to have fairly decent support once you figured out the process. I think I was able to get an SNES emulator and a barely stable N64 emulator to run.
It was basically a best last option if you needed to run a windows program and couldn't/wouldn't do a dual boot.
So yeah, they definitely improved things.