I didn't complicate anything. I pointed out you tried to guarantee something you can't guarantee. Pretty straightforward.
As far as trading Romo goes, multiple teams would be interested if he were on the market today, and they'd easily put a conditional trade in place based off of future productivity. It won't happen, because he's too valuable to trade, but any number of deals could be put in place.
Joe Namath guaranteed a win in SB III and my guarantee that no will offer or give up a first round pick for Romo IF he's traded is a lot more assured than his guarantee. Anyone can make a guarantee when it comes to sports, it's not a formal guarantee you're making way too much of it. I'm not saying no one would be interested in trading for Romo that hasn't been my argument, I'm saying no one will give up a first round pick for him if he's traded. If Dak's game continues to get better and we continue to win and make the playoffs there is a possibility Romo could be traded if someone made the Cowboys an enticing enough offer. Drew Bledsoe had just signed a then record $103M contract with NE in March of 2001 and got injured in week 2 of that season. Brady took over and Bledsoe lost his job and was traded that offseason to Buffalo.
Joe Montana missed the entire 91 season with an elbow injury and most of the 92 season but by the time he was healthy, Steve Young established himself as the starter and Montana was traded to KC. I could see a scenario where Romo is traded if Dak plays so well this season that he takes the job. Romo's value has gone down due to repeated injures that have made him a liability. He's missed the Cowboys last 16 regular season games and counting. Hard to go forward with him putting in the work it takes to prepare him to be the starter if something is going to break every time he gets planted. Someone could offer a #3 and a #5 for Romo and the Cowboys might bite knowing that his time is nearly up and seeing an opportunity to get something for him.
He's not going to want to backup Dak but for him to garner any value in a trade he's going to have to play some this season and show he can still play and can take a hit. Montana got to play one half of football when Young got injured in 92 and played brilliantly showing he still had it which made him enticing to KC. Bledsoe got to play the entire 2001 AFC title game when Brady was injured and showed he recovered from his injury and could still play. If Romo doesn't get on the field this season and Dak takes the job, some team is bound to offer the Cowboys something for Romo to see if they would bite but it won't be much.