Webb is the guy that makes a ton of sense for Bears' offense

To evaluate Webbs arm from his college experience you need to look at his Texas Tech stuff.  Their offense was called "The Air Raid" based on their team name, The Red Raiders (yeah I know, stupid useless trivia).

The Tech offense has a fair amount of downfield passing.  I've seen him throw balls a good 30 yds in the air with some velocity.  I would not say he has the strongest arm but he could have a decent enough armfor the NFL.  I'll leave that for the rocket scientists.

I don't see tons of stuff on Webb on YouTube be here is some that has a bit from Texas Tech,  While a lot of it is short passes, look at the throw at about 0:40 in the clip





Here's some more.  All Texas Tech.