We hold the draft. We determine our twelve man roster. Then, when everyone has their twelve guys, I spend a couple hours on random.org randomly assigning a season for every one of the 288 players, minus my own. As I stated in the initial rules, you could get His Airness in a great season, or you could get him with Birmingham. Then, after everyone has their seasons, any player who's value is below a certain point, 500k salary, or draws a missing season (MJ with baseball or Cousy retired etc before playing like 7 years later) will be temporarily removed from the active roster (they are still yours to keep mind you) and we will have another short draft to fill those roster spots. Then those players are randomized. You are, however, stuck with what you get after that. As I said, you could get great, you could get less than that. If you aren't willing to deal with that, this league isn't for you. All of this was laid out. The teams were laid out. Bofore a single roster was selected.
You could get bad draws. That's part of the fun of this league. Is it frustrating some times, yes. But it is also pure awesome.