Yeah, I have a difficult time with the sheer volume of needs vs. the number of valuable picks the Bears have.
I look at it like this: 1st round pick = starter/building block. 2nd round = starter or very prominent backup. 3rd round = heavy snapcount in rotation. 4th = backup who maybe sees the field more at midseason or if injury. 5th round = depth/special teams. 6th/7th rounds = have to play special teams to make roster, possible practice squad guys.
So, in that case....the Bears have 3 maybe 4 draft picks that are going to be needed to help this team right away. Granted there are exceptions, like White getting hurt and Amos being much more than depth last year. But I think this is a decent general rule of what to reasonably expect from draft picks.
The problem is the Bears have desperate needs for starters at: ILB, DE, and RG....and that's assuming Porter, Jeffery, and at least Miller are back. The Bears could also use upgrades at the other DE spot, the other ILB spot, CB, SS, and maybe LT. Then the Bears need to start looking at players for the future at QB and OLB. Not to mention all the upgraded depth.
So, I think you gotta use free agency for the desperate needs. And the first 3-4 draft picks should go to either the upgrades or developmental players for the future. So, ILB, DE, RG are the main FA signings. And that means 3 of ILB, DE, CB, SS, LT, QB, OLB are going to have to be neglected in the first 4 rounds of the draft.