Maybe he will, and maybe there's someone out there waiting to do that for him, but of the teams that are both legitimate Super Bowl contenders with a Tony Romo, and are believed to have interest in him, who's gonna do that?
Tony's scheduled base salary for 2017 is (was?) $14 Million. That's what a team trading for him would have had to pay him in cash, and that's what a team trading for him would have charged against the 2017 cap. Considering I'm guessing the Cowboys would have taken virtually nothing for him (as opposed to cutting him and getting literally nothing for him), if someone was planning on a Brock Osweiler type contract, why wouldn't they have pulled the trigger on a trade instead?