I've never played that game & don't really care for football games, but in regards to your question:
1. Do you mean specifically how to play 1 season & 1 season only?
Or
2. Just in general, how to play the game on your PC by using an emulator?
If the answer is 2., that is easy. Download the VICE emulator & the Football Director Game ROM (get it @ www.gamebase64.com). Install VICE, load the ROM/game, play away.
I hope that helps.
PS: I noticed there is also the game: "Football Director II"