I'm still not feeling you on Belichick's ability to incorporate everything you said as it relates to Brady and translate it into Romo having the same level of success. I don't think Belichick would cut a talented QB due to "Farve-ness' pre 2014 if he didn't already have Brady. How does Romo attacking defenses with precise gameplans as was displayed at a much simpler level in 2014 that relied on the run game and his phenomenal 3rd down efficiency lower his chances of success in a NE gameplan. Or Beli would have cut him prior to 2006?
Belichick's system, as exemplified by Bledsoe, Brady, and a cast of backups, is for the QB to execute his game plan as presented. Brady may redirect a player if he sees a weakness he wishes to exploit, but it is within the confines of the game plan.
Romo, whether due to the weakness of the game plan, his personal preference,or a combination of the two, freestyles. Once the game starts, he is his own OC, based on what he sees on the field while under center. Romo will reset the WRs, TEs and RBs as he finds appropriate. It seems less based on an offensive game plan and more on offensive tendencies and the defensive set.
If you believe Romo's play is due to weakness of the game plan, then perhaps he could fit in Belichick's scheme. But if it is due to his own style - Belichick isn't going to keep a player he doesn't trust.
Romo in his first and second years wasn't a talented QB, as shown by his place at the bottom of the depth charts. In fact, if Quincy Carter isn't cut in 2003, TR does not make the team.
All Belichick's QBs were tall, stand in the pocket QBs. Tony ain't that.