Jed is like unbelievably high functioning. When Leo came to him, asked him to run, Leo saw a guy who wanted to speak up, to do things. What wasn't clear was the Barltet psychosis, the ability to make brick walls where there are none - the desperate effort to please the father that never would be, at the cost of almost anything. The drive, in a way, to fail.
Perhaps better put the drive to please leading to never sticking one's neck out, never being able to really push when the chips are down. Sure, Jed wanted to, but in the end, he'd always take the safe road, always pull back, never go as far as his vision let him see, because of that fear.
Leo didn't see that, couldn't see that. After all, who could? The family, maybe, but certainly not anyone who wasn't in close and/or constant contact with the man.
It's funny, how these things come out after awhile to those closest.