Weylund: 1: Wasteland (Interplay / Apple IIGS) -- a fantastic RPG from a fantastic company. The godfather of post-apocalyptic RPGs.
2: SEAL Team (EA / PC) -- a pretty darned in-depth first-person simulation of team-level combat in the Mekong Delta during the Vietnam War. Huge, exciting, sometimes brutal -- a great game.
3: The Operational Art of War series (Koger? / PC) -- I've spent hundreds and hundreds of hours playing this series, its customization abilities are unmatched... Steel Panthers runs a close second.
UK_John: Wow - you are my type of gamer - all great games that could have gone in my Top 3 along with the Top 3 already there!
Actually, I would kill for XP/Vista-compatible versions of SEAL Team and Wasteland. I mean, literally. So, GOG, if you need anyone, you know, taken care of. Just sayin'.
(The Operational Art is already XP-compatible. I keep copies of TOAW on my tablet notebook... oh, so good.)