Flipstar is getting old which means he is forgetting things.
I am looking for an pretty old game.
I cant tell you when it was released or who made it.
You were playing as the coach of a fantasy football team.
Traveling from town to town, buying new players from the local slave market, bribing the refere in the local pub.
Afaik it was only released for ms-dos and I would guess it got released around the early 90s.
My google skills let me down but maybe someone here remembers.