Honest question, how many teams could have traded for Tom Brady this year instead of JG?
You've got a 40 yr old QB with something like a $22M cap hit.
Even if you could resign JG to a long term deal, and were willing to eat millions of dead money in a TB12 trade, the number of teams willing to put together a "1st rounder or multiple 1st rounder" package in the middle of the season, IMO, would be extremely small.
He's not getting dealt to the AFC East, so no BUF, MIA, NYJ. In the AFC North, PIT has Ben, BAL has Flacco, CIN is going no where and has Dalton, and CLE is a mess. In the South, Indy is a mess, HOU has Watson, TEN has Mariota, so maybe JAX? Except Bill isn't trading Tom Brady to possibly their toughest competitor in the AFC. In the West, you might get KC interested, but I'd count LAC, OAK, and DEN out for having QB's or being out of the race. Maybe Elway ponies up draft picks earlier in the year.
In the NFC, you've got: Philly- who had Wentz go down after the trade deadline, so they're out. DAL has Dak, WAS is paying Cousins a ton of money, and the Giants are a mess (and I doubt Bill would send Tom to NY). Maybe you can find a match in the NFC North: Minny, GB (was A-aron hurt before the deadline, I can't remember?), but DET and CHI are likely out. The NFC South has Brees, Ryan, Newton and Winston. The NFC West has the Rams, led by Goff, Wilson in SEA, a middling ARI team and SF.
So we're looking at...what....5 or 6 teams? Let's say JAX, KC, Minny as the top 3 with teams like DEN, ARI, GB sniffing around. Knock off the first two for being legit AFC competition and we're left with fielding offers from 4 teams. Even if Bill considered the AFC teams, a 1st rounder from someone like KC or JAX isn't going to be much higher than a 2nd rounder from SF.
All of this in the hopes that JG is the heir apparent on a playoff team.