Breh, it looks bad for them right now. They can't even find assistants that are willing to join the staff right now...they offered Monty Williams, Darren Irman (former Warriors assistant, decided to go to the Celtics) and the Spanish National team coach Sergio Scarcolo the associate head coach position and they all rejected the Raptors.
Masai needs to make some moves for sure. This is the DeRozan's last year of his contract and I don't feel comfortable with them paying him $15-20 mil with the cap going up. Ross has been a complete bust. JV has lost all of his athleticism. Bruno hasn't learned anything this year besides how to get at women on Instagram. Casey is easily the worst coach in the NBA right now. Something has be done.
It's obvious that Casey is a lame duck so If you take the assistant job how long will you have it...He needs to improve that roster somehow this offseason without moving the teams own 1st rd picks in the future...Is Terrance Ross value really that low....Also he may need to consider letting Lou Will go if he wants anything more than the going rate of a top 6th man.