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This year will be the biggest challenge Thibodeau will face as a head coach, as he'll be forced to face two unique challenges.
First, he'll have to manage the first part of the season without his MVP, Derrick Rose, who is recovering from ACL surgery. No date has been set for Rose to return, though there's a lot of random speculation that it will be after the All-Star break. However, it should be noted that this is nothing but speculation.
Until Rose returns, there will need to be a re-configuring of the offense. The Bulls' new starter, Kirk Hinrich, just does not have the same ability to penetrate off the dribble and run the Bulls' drive-and-kick offense the way that Rose does.
Both Marquis Teague and Nate Robinson have the ability to penetrate, but neither has the same ability to pass or the same vision that Rose does.
Thibodeau will need to manage his offense and adjust it on the fly depending on who is in the game.
This is in addition to the new bench coming in with four key players, Omer Asik, Ronnie Brewer, C.J. Watson and Kyle Korver all being replaced; five if you count John Lucas III.
Most importantly will be the new players learning Thibodeau's defense, which has kept the Bulls in games, even when their offense struggled. While some of the players, such as Marco Belinelli, have more offensive ability, they are defensively more challenged.
Thibodeau's second big challenge will be getting them up to speed on his defense and maintaining the Bulls as an elite defense this year.
If he can manage both of these aspects of the game, the Bulls should have a better team than many project until the #thereturn of Derrick Rose.
There are two teams in the NBA whose entire starting five has been either All-Star or All-Defense in their careers, the Los Angeles Lakers and the Chicago Bulls, and that's with Kirk Hinrich starting.
No, the Bulls won't be the Lakers, but they'll be a lot better than the lottery team or bottom-tier playoff team that many predict. They should stay in contention for a top-four seed, and Rose's return should help them secure one.
Once they get to the postseason, if Rose returns and is up to speed, they have a real shot at a deep postseason run.
Thibodeau's job this year is to just keep the Bulls in position to be able to do that.