This sums it all up and tells me he is not serious about winning. Doing the same thing over and over for nearly 30 years and getting the same result, that is being stubborn. He also runs this franchise like the local small town grocery store. This was very evident in the All Or Nothing Amazon series that featured Dallas years back. He employs all his hillbilly family to make decisions that determine the outcome of this franchise. He takes draft advice from his grandson. No one in his family comes close to being qualified to be the GM of this team. Sure, Will McClay is dangled out there but the Jones family still makes the final decisions.
So Jerry does know how to win, he just chooses not to because he'd rather lose his way than win someone else's way. He is so desperate to have his fingerprints over this team. He wanted Jason Garrett to be his Tom Landry. Jason Garrett was hired as OC before we even hired Wade. That is unheard of. HC usually brings all his guys in. Nope, Wade was given that clown Garrett as his OC. Then Garrett deliberately sabotages Wade in 2010 and gets him fired after the GB loss on SNF. And we get Garrett as our HC for about a decade.
All of this tells me he doesn't really want to win. He's an egotistical maniac who only wants to win if he's in charge and gets all the credit. Jerry could hire a real GM and a whole team of people to make sure Dallas stayed on track and kept competing for Super Bowls but nope. And here we are 30 years later dealing with the outcome of his ego.