I'm gonna setup a league in the next few days and i'm trying to explain how it works to my friend.

If we setup for example 1990-1998 would gms be able to get two Jordans from different seasons?

Currently, no. When teams draft players, they have the choice to pick any version of Michael Jordan within that 1990-1998 time frame. Once a single Michael Jordan is drafted, however, nobody else can draft him.

What you're describing may be available in the future. It's something we've discussed.

Thank you very much for the answer!