The problem with not having a true GM is that the owner, who is also buddies with the players, develops an attachment to them and their service to the Cowboys and doesn't know when to get rid of them while they have value. The Patriots are good at this; the Cowboys, not so much.
Whether Aikman or Deion or Romo or Witten or Ware, Jerry Jones will not get rid of these players when it's time to make a move. We keep them until they're broken down and have no value.
Yes, this is an admirable trait. But it's not like you're kicking them to the curb without adequate compensation. This isn't corporate America laying off the middle class plunging them into the poor class. This is NFL football where you're letting go millionaries who, if they've invested/handled their money wisely, shouldn't have to work another day in their lives.
Besides, it's the business.
As much as I like Romo, it's time to unload him while we can get something for him. Same with Ware.
I just don't see these two winning a Super Bowl with this franchise. Not that they're not capable, but they just need too many pieces around them (not to mention the right scheme around them) and they're not the type players who can get it done "by themselves" (I use that term not in the sense that any player can do it by himself, but some players, rare players, have that ability to lift even average players, and I don't see the Romo of 2013 or Ware being able to do that).
This team needs to be rebuilt, and that means shipping out the valuable players and getting draft picks for them while we can.
Ware can be had for a second round pick. Romo can be had for a first round pick (Kansas City would likely make that trade in a heart beat).
If we had a business-minded, football-competent GM, this would be a no-brainer. But expect Ware and Romo to rot in Dallas and then be discarded like soiled toilet tissue.