You specifically mention old software, but for older software Wine on Linux seemed very reliable to me, probably because older interfaces are better tested already. Some very old games (i.e. Win 95-XP era) worked better for me on Wine than on modern Windows out of the box.
You specifically mention old software, but for older software Wine on Linux seemed very reliable to me, probably because older interfaces are better tested already. Some very old games (i.e. Win 95-XP era) worked better for me on Wine than on modern Windows out of the box.