Issue No. 1-Can he and Ryan Poles co-exist together?
When the Bears fired both Matt Nagy and Ryan Pace, they once again used a hiring committee led by Hall Of Fame Executive Bill Polian to hand-pick the coaching finalist for the General Manager, who was not hired at the time. Just like they did with the hiring of Ryan Pace. Polian and the committee presumably selected three finalists for the head coach: Matt Eberflus, Jim Caldwell, and Dan Quinn.
Then, when Poles was hired as the general manager, he did not interview other candidates and selected Eberflus. It is presumed that Poles chose him because they are both represented by ex-Bear and former president of the NFL Players Association, Trace Armstrong.
Remember, Warren hired neither him nor Matt Eberflus. There is no doubt that the hiring of Eberflus will be a huge stench on Poles' resume, along with the costly trade for Chase Claypool and drafting Velus Jones. If Warren feels Poles lacks conviction and was easily influenced by others into hiring Eberflus, then he has every reason to move on from him.
As the roster looks noticeably better this year, Poles can make his case to be brought back as the general manager to Warren and fire Eberflus. If Ryan Pace can hire two head coaches in his tenure, then Poles can make the same argument.
With Warren in charge of the football operations, there is no need for a search committee nor a search firm that George McCaskey used in the past with not much success. Warren has both connections in the NFL and NCAA having been a Big Ten commissioner before joining the Chicago Bears. Whoever the general manager will be, how much will Warren exerts himself into hiring the next head coach will be interesting to see.