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While this sounds good, I don't believe that Jerry Jones knew Alonzo Highsmith from a fence post back in 1990.
Highsmith played for Jimmy Johnson for three years at Miami, and was a captain for two of those seasons. He was one of Johnson's all time favorite players in college. Being that Johnson was in charge of personnel back then, and with his personal history with the player, I think this had Jimmy's name written all over it.
In Bayless' book The Boys, he indicated that Johnson needed to be convinced by his coaching staff that Highsmith couldn't play anymore. When confronted about it, he said, "no, not Alonzo - he can still play!" He was eventually convinced.
The Miami connection is obvious, and it's a 25 year old example, but it still is a pretty good example of Jerry bragging about going against the recommendations of multiple doctors.