Know what would have helped with that? Brady showing up for OTAs like he always did before last season.
It absolutely would have helped, but's it's December - they should be on the same page by now.
Tom's done everything and then some, not going to blame him for taking the time he needs to be ready at his age.
I think of one the things with Brady, and I'm not trying to throw him under the bus for this, is that his focus is on preparing himself to play. He's bought into the "Do Your Job" mantra, so he prepares to do his job and expects others to be fully capable of doing theirs. I think that's part of why his chemistry with younger players has struggled compared to vets. Those younger players aren't yet ready to do their jobs, and he's not going to change how he does things to accommodate for that.
It should come as no surprise that the years he's struggled the most are when they've had significant changes in the receiver corps (2006, 2013, 2019). 2007 is the one outlier, and that's just because the combo of Moss and Welker was just too talented.
They went 5 years without drafting a WR or TE in the top 3 rounds, where you're more likely to get quality talent. It's where you wish they had drafted D.J. Chark, James Washington, Michael Gallup, or Mark Andrews instead of Duke Dawson in 2018. Where you wanted Chris Godwin or Kenny Golladay instead of Derek Rivers or Antonio Garcia in 2017. Austin Hooper instead Cyrus Jones in 2016. Tyler Lockett instead of Jordan Richards in 2015. (I don't think I have to point out the pattern of terrible defensive backs, a position where they've been better than any other team at developing UDFAs making the fact that they've spent so much draft capital on them literally insane).