I think retirement and business career was always going to be difficult for Jordan, who was so used to willing himself and others to the top, especially in sports where so much is out of one's control and dependent on the performance of others.
I think it's undeniable, just based on his success, that he was a good leader. He may have ran practices tyrannically behind closed doors, but (at least to my recollection) he also shielded teammates from criticism, took criticisms of the team head-on, and didn't throw teammates or coaches under the bus like Lebron has done repeatedly.
If I'm listing basketball GOAT's just based on their dominance/influence on winning games/championships, I'm going: (1) Michael Jordan, (2) Shaquille O'Neal. Maybe I put Lebron next, or maybe not. I'm tempted to rank Duncan over him based on the fact that I don't think the Spurs win as many championships with Lebron rather than TD.