If Jerry releases Romo by training camp then he'll probably retire and go into broadcasting. Maybe that's Jerry's plan, is to wait so long to release Romo that he decides to retire. Neither Jerry or anyone else in the organization wants to see Romo play for another team. If he retires he can't come back to haunt us on the field and there won't be any second guessing about moving on from him.
For Romo to have success on the field in 2017 he needs to be apart of his new team by OTA's so he can start learning a new offense and get familiar with his new teammates. He's played very little football the past 2 years so he needs to start working on his game and a new offense well before training camp. With him back to playing golf it appears he's seriously thinking about retirement.
There are a couple of huge differences between us cutting him or Romo retiring
1. If he retires, we still hold his rights in case a QB gets hurt and another team comes calling
2. Maybe someone can correct me but I thought Romo had to give back almost 10 million if he retires vs if we cut him. No way he can make up 10 million in any broadcasting role over the next 2-3 years
Bottom line is that his retiring is just an empty threat