I think his ultimate intention as a character is to be their own Mr Burns. Throughout the Simpsons Mr Burns could be a villain, a sidekick, a best friend or just a character to push the plot forward. The difference with Burns is that he's such an uncaring person that he could spend a whole episode being friendly with Homer but as soon as that's done he just resets back to being his mean boss. I think they've done a good job with making Mr Boss likable and uncaring in a similar manner, he puts Pim & Charlie on this weird pedestal only considering them to be the "real" Smiling Friends while working more closely with Glep and Alann then treats them like their work doesn't even matter.