i am not sure about the selling and buying part(thats at least something i wouldn't like to do), but getting a slim roster might work. Then concentrate on oen game each week, mostly the home game, since if you can win the away games you normally don't have to ask it ;) In the other game, managing the Gameshape and enthusiam should have priority.
He already have a big arena, so the infrastrukture to stay in the league, and pay a 200-300k guy should be there already. But he need to tune the arena prices.
Bleacher: Ask for more, there are many empty seats but don't expect getting much more fans with lower price since heoperate close to the cap.
Lower TIE: Ask for much less, since just filling the half of them isn't a good economic decision
Courtside: the price look relativ good, but could be little lower.
VIP: selling just 2/3 of them is far to less, there he should reduce prices drastically.