How I Met Your Mother: Ted's Relationships Ranked
6. Karen
Karen was Ted's on and off again college girlfriend who re-enters his life in Season 4. As the episodes with Karen aired long before the name "Karen" gained a negative connotation, this Karen was technically ahead of her time.
Karen comes across as a pretentious jerk to Ted's friends. She would often berate them for their interests, such as Wrestlemania, and struggled with their boundaries, like when she and Ted crashed Marshall's trip to Paris to see Lily, and she broke up with Ted on the flight and stayed in Lily's room. What's worse is that Karen brings out many of these qualities in Ted, turning him into her snobby yes-man.
Karon would also relentlessly cheat on Ted. Each time, unfortunately, he forgave her, and her new paramour would simply give Ted a "sorry, bro." Despite how poorly she treated him and those around him, Ted could never see what was wrong with Karen. Until their final breakup in Season 4.
For any Karen fans hoping she'd place higher on this list, Sorry, bro.