I'm more like Savage now that I am older, but there was a time I was more like Flair. All about the good times, parties, and among other things, the women of the night. There are times I miss that younger lifestyle I once had. Like when I haven't had "real" fun in six-months because I've been a miser with my money because of bills. But there are times I'm glad that lifestyle is over. I don't have to worry about rides home, coming up with explanations about my whereabouts, or all of the overdraft fees my bank penalizes me for.
Flair has always been consumed by the frat boy syndrome. He has to be the party. Not just the coolest kid at the party, or the life of the party, but the party itself. Randy was apparently just fine with being the guy who holds up the counter or leaves an indentation in the wall he leaned against all night while sipping on the one beer he's had all night. His standards of material things, social identification, and resume of women he slept with in comparison to Flair's is like trying to compare the winter in Michigan to the winters in Florida.
After a second and third read of Flair's comments, I get the impression that Flair holds two regrets about Savage's passing. One, I get the impression Flair is envious of the lifestyle Savage had, which is one he has never climbed the fence to explore before. Maybe he thinks his life would be better if he had been more mature with his money and personal life. He'd have a stabler relationship with his children. Would probably still be married to his second wife. Two, and at the same time, he also has regret that Savage never dipped his toes into Flair's pool. That he wasn't one of the boys, not like Arn, Tully, or any of the West Texas boys. Flair's fondest memories involve any number of men's men that Flair partied with, like Harley, Wahoo, or Blackjack Mulligan. Space is also reserved for wild parties, angry hotel managers, and the amount of cash that was put into his hands that poured out into things that made him feel alive. Maybe Flair thinks Savage didn't "live" enough. Nothing wrong with that to me. Just one man thinking back on another man's life. Savage got a good review in my opinion.