The upside: the could end up working a lot like the Jamie Collins pick. Early second round after we trade out of the first, everyone's waiting for an impact pick, and Belichick comes off the top rope with some obscure-ish guy that most people consider a reach. Then everyone goes back and watches his film and realizes he's actually an insane athlete who projects well, and probably would've been higher on more people's boards if he didn't play on such a ****ty team.
That's pretty much the best case scenario, anyway.