Personally, I adore The Office. To me, every character is endearing in their own way. Jim and Pam, of course, are impossible not to love. Michael, as annoying and inappropriate as he can be, still has his redeeming qualities: he loves his job and the people he works with, even though he loves attention just as much. Even Stanley, whose infidelity made me livid, still makes me laugh almost more than any other character. There are certainly moments in this show that make me squirm with uncomfortableness, but as a whole, I love these fictional characters just as I would love my own coworkers and friends.
My dad, on the other hand, cannot stand The Office. I think that part of this is due to the depiction of corporate life. Parts of the work setting in this show are relatable. For instance, we all know a Dwight, who is constantly seeking approval and advancement. We all know an Andy, who is the silly one in the setting. We all know the experience of having an annoying boss who calls unnecessary meetings.
What is unrealistic, and what my father dislikes, is how the show is centered on complete awkwardness, strange interpersonal interactions, and a company that is still somehow alive despite its terrible performance. He cannot relate to such a dysfunctional workplace. The uncomfortable interactions between the characters makes him uncomfortable as well, because no one would truly act in these ways.
In my opinion, the comedy of the show and the dedication the characters have to one another makes the inappropriate comments unimportant. The fact that this show has been so long lasting and so iconic speaks to this, even if the strange relationships and interactions of the employees of Dunder Mifflin are somewhat improbable.