I truly believe he'd be a better quarterback if he was on a different team. The Bears record of developing young quarterbacks speaks for itself.
I was a bit skeptical of the generational stuff, in part because he had played in the Pac 8, which isn't exactly the SEC. Not that great quarterbacks can't come out of what that conference used to be, it's just that it's easier to look great when you don't routinely have Georgia, Alabama, LSU, etc. on your schedule every year. Caleb was surrounded with talent this season (Moore, Allen, Odunze, Swift), and yet he looked lost at times. Having your HC and OC fired during the season isn't ideal, but at some point you just have to overcome that stuff and ball out.
I think he can be adequate to very good for the Bears. With a better organization with a superior culture, he might have a higher ceiling.
Time will tell, but for right now, meh.