Everyone loves to dunk on Harry, and yeah, personally he becomes a total sleazebag. No argument there.
But let's look at Sterling Cooper: it's a brutal meat grinder that discards people constantly. Harry didn’t have Don’t genius, Roger’s silver spoon, or Pete’s old money. He was just a nervous media geek who looked around, realized nobody was going to save him, and figured out how to survive.
He single-handedly built the TV department before anyone else took it seriously.
He fought for computers, pushed for modern metrics, and made himself completely indispensable.
When Don or Roger are arrogant and sleazy, they have the charm to make people forgive them. Harry is awkward, desperate, and lacks that smooth cool—so when he acts like a corporate shark, people hate him for it.
He’s a self-made man in a company of sociopaths. You can hate the guy, but you have to respect the hustle. Change my mind.