I still have this somewhere. It was my first version of CM and will always have a special place in my heart. I tried running it again a few years ago, under XP, but it had some problems, and taking screenshots was impossible. But I see you're using a DOS emulator?
That reminds me, when I first began playing CM 97/98, I ran it purely under DOS. Setting up a new game or having the close season calculate took absolutely forever even with just three leagues. I think an hour was about normal. That was back when I still didn't trust Windows to do a good job with games. Yet I eventually gave it a try under Win 98, I believe, and the difference in speed was incredible.