A trade is being described as "messy" in various sports media reports.
After missing nearly all of the 2016 season with a fractured back suffered during the preseason, Romo expects to be released, not traded, by the Cowboys this offseason, according to ESPN's Ed Werder. Though trading Romo would obviously be ideal for the Cowboys, it's not insane to think they might end up having to cut him instead.
But Romo's trade value may not have been particularly high. The Texans gave him a four-year, $72 million deal with $37 million fully guaranteed, so they already have a lot of money devoted to the quarterback position. There are lingering concerns about his durability moving forward. By the team Romo was ready to return to the team a year ago, Dak Prescott had established himself as the future of the organization at the position, rendering Romo expendable.
The option exists of choosing not to do right by Romo and instead trading him to a rebuilding team. They have a late 1st-round pick in Paxton Lynch, but he's probably a year or two away from being ready. "If Romo plays primary for incentives then it doesn't get the whole thing out of whack so it doesn't balance". Prescott clearly had an impressive rookie season, but we all still remember Nick Foles once going 27-2.
Tony, 36, was made the backup quarterback of the Dallas Cowboys this season when Dak Prescott replaced him after an injury. That would make for incredible schadenfreude for Eagles fans. Either way, they will be stuck with some dead cap space, so it's really a matter of how the Cowboys treat Romo during this transition. He's playing to win a Super Bowl.
"Don't just take the man, take this offense with him so you can get the best part of the man". Dallas would never trade him to a division rival, but if he was free and clear, maybe Washington makes a play.