Hoss,
You say Sky got into aviation for the wrong reasons, that his only goal was a job at a major and a big paycheck. But as your career at UAL shows, your goals and motives ended up converging right along with his. In the end, you also wanted more money, a better QOL and the chance to spend more time with your family. I see no problem with that but why all the criticism towards Sky for doing nothing more than basically being envious of how your career turned out? Sure maybe he's a little bitter about it but who wouldn't be, especially with guys like you rubbing it in his face.
I apologize if anything in my posts offended you. That's not my intention.