I have a weird relationship with The IT Crowd. I haven't watched a lot of it, and didn't really enjoy it when I watched it, hence why I stopped.
...but having watched it, I find myself really enjoying when people made references to it. Like it was more enjoyable referentially than it was to actually watch.
Similar situation with some of the less popular Monty Python movies or sketches, while watching I'm just like, ok this is weird, then while you're explaining it or talking to someone who knows you're just cracking up...
This is how I feel about a lot of shows in this vein, The Office, Parks and Rec, Sienfeld etc. They have really funny and quotable/refrenceable bits but actually watching whole episodes or seasons can get oddly depressing.
I have this relationship with the Old Gregg video. Hated it the first time I saw it, love it now (it gets funnier every time), don't really care for the show