My wife is playing lots of old “obsolete” PC-games so i know the feeling, can be a pain in the ass to get them working on new hardware on win 10. I always use google then as support, usually the game has some fans running a support page were you can find valuable info.
MVP baseboll has this page, you might find some usueful info on it
This thread has become the official talking point of getting MVP Baseball 2005 to run on Windows 10. The common issue for 10 users is that the game will not start on launch. As of now Ive decided to revert back to Windows 7. Hopefully as we further discuss this issue a solution will prevent itself.