I just think he’s incredibly unfunny and not really all that talented 

Right? “I had this job security but I was losing these pieces that I felt were more part of my being.” Really sorry you can’t find a job that’s a part of your being, Elizabeth. Welcome to the lives of 98% of the rest of us.  And we don’t even get paid millions of dollars to settle for a job that’s not a part of our…

Or arguably it’s Phil Burbank’s assumption of what a real cowboy does. Most of the other characters do not. George Burbank certainly doesn’t. It’s almost like that whole aesthetic might have been part of the point.