Top 24 Quotes by Jason Segel

I always have awkward relationships with the ladies for whatever reason. I don't know and so here we are. I was able to sort of take all of those terrible, terrible, terrible dates and turn them into a money making venture.

I did a show called 'Freaks and Geeks' when I was very young. And I had the naivete and arrogance of youth. You know, I really assumed that when the show got cancelled, like, oh, it doesn't matter, you just keep rolling, you know. I'm about to be the biggest star of the world. And then I was met with five years of unemployment.

I would love to play a villain someday in that I think that what I've done with my whole career is walk this tightrope between charming and creepy, and I always fall on the charming side. I'd like to fall on the creepy side and be like one of those scary old men, like really charming villains.