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why dont you just let people have whatever coach they want. so there could be 40 of coach X. realistically maybe only 10 coaches (at the max) would be drafted, but whatever. and your coach doesnt really do anything, except what style you're going to run (no coach is better than others persay)
like if you're going to run the triangle, you pick X. if you want to focus on defense, you pick Y, etc.
just 'pick' your coach once you're done drafting, imo.
No, this would be too weird, you can't have Phil Jackson coaching against himself, and you certainly can't have Larry Bird coaching for and against himself.
There will be enough good coaches, we're talking about a 30 year time period and there's no rule about how recent their first season had to be.