It seems the common take on Simon's issues, other than the Hedburg on a Bicycle guru wannabe, is he is rushing things, impatient, and learning the level he is at... I don't even know where a Holiday Inn is anymore, so is my take accurate.
Slippery slope to advance players based on their 2nd level attributes, best man to win the game seems like a good approach, how Bubba & company function is a head scratcher, being a coach would be almost as !@#!$ as an LEO these days.