The Debatable Morality of Jim Halpert in The Office

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Its absolutely crazy how differently I see shows/characters as a grown up and married man.

The best part of the Charles seasons is for the first time, someone other than Dwight actually acknowledges how much company time Jim wastes.

Karen was way too good for Jim.

In 'Branch Wars', after Dwight, Jim, and Michael get chewed out by Karen, I was hopeful that Jim would take the opportunity to apologize to Karen for how he'd mistreated her during their relationship. Instead, he tells her about how his relationship with Pam, who he ditched Karen for, is going, and while Karen is telling him how upset that made her feel, he just leaves.

Dwight getting payback and destroying Jim in the snowball fight is the most satisfying moment in the whole show.

I always assumed Jim represented "pretty privilege" in male form. Because he is one of the more conventionally attractive people on the show, people tended to overlook or downplay his bad actions. It helped that he often targeted Dwight who definitely was a bully in his own right.

For me one of Jim's biggest bully behaviours has to be when Andy comes back from anger management and requests from everyone to call him Drew, but Jim rudely refuses to. You have a man trying to make a fresh honest start, declaring it to everyone by asking them to change the way they call him, and good guy Jim not only refuses but openly mocks him for it, shuting down his attempts to improve himself and his image on the rest of the office, after the embarassing incindent of punching the wall.

Bullying from people who consider themselves "normal" is an admittance that they don't think they themselves are very special. The second they detect someone more special or driven than them, they HAVE to sniff them out for the sake of their own ego.

So Jim is the stereotypical kid who was put in the gifted program and never developed a work ethic. So yes he’s a paper salesman, but this is an obvious speed bump in guaranteed success in life.