Scenario Number 3: Keep Justin Fields, trade both picks
Finally, the Bears could try and accumulate as many draft picks as possible by dealing both the no. 1 and no. 2 picks. As I've already mentioned, the Bears could keep Fields and give him an offensive-minded head coach.
Only in this instance, the Bears are using quarterback-needy teams to trade both picks, assuming Caleb Williams and Drake Maye will go first and second overall. By doing this, they wouldn't necessarily have to move back too far. Let's say the draft was tomorrow. In that case, Chicago could move back to no. 3 (Denver), no. 4 (Las Vegas) or no. 5 (Minnesota) who could all be in the market for a quarterback next year, depending on how desperate each franchise is to move forward.
At that point, the Bears can address positions like the offensive and defensive line early on, but still may end up with Marvin Harrison Jr. There is a very real possibility that Chicago finds themselves holding 10-12 picks in the draft after making both of these deals. From there, it's a do-or-die year for Ryan Poles, if he is still there.