I'm betting in the final season, Jake will finally get his win over Doug Judy, but then he'll find a way to get him out of it somehow. Would be cool if they turned Judy into a cop.
Considering Judy is an actual felon on the run from the law, I highly doubt that lol.
I believe NBC extended it again for Season 8 (currently is in the 7th season right now). I think it'll finish up around S9 or S10. The show's episode order has already been cut from 22-24 to 18 last year, to 13 this year.