Was Staubach good friends with Hollywood? I doubt it. Was Staubach aware? You tell me.
Dude, you made the assertion that Staubach would have handled it as a leader. It happened on his team to a FAR worse degree, as Henderson was doing cocaine during games, and he didn't (nor was it his responsibility to) prevent it. Staubach and the whole team were completely aware that Henderson was off the rails and had a drug problem, though they likely didn't know how deep he was in trouble. I mean, Henderson got kicked off the team after they lost to Washington on the road in 1979 - you think they didn't know why?
Staubach and Henderson got along. Staubach helped Henderson out after he got out of prison, and Henderson went as far as to say that if he were ever in an alley, and could have one teammate to have his back in a fight, he would pick Roger Staubach.
It's not Prescott's responsibility in any way, shape or form to make sure that La'el Collins is appearing for his drug tests. That's La'el Collins' responsibility, and no one else's.