I just tried an old app on Windows 10 that I really like: Tournament Chess II. Works perfectly if running in compatibility mode (Windows XP SP3). One of the best game level simulators of all time, superb graphics, 80 opponents in 3 sections (Home-Tournament-Pro), a very special engine (Treebeard of Jeff Rollason) that deserves more attention (take a look, please, here: https://www.chessprogramming.org/Treebeard ).
.... The old days.....