10) The Best Burger In New York
While Marshall is usually hilarious, he also has some of the most emotional storylines on the show. There’s obviously the breakup with Lily and the death of his father, but one that isn’t quite as overt is the continuing plot of how he’s forced to work jobs that are very different from what he originally wanted to do. One episode that best showed his struggle at balancing his morals and his job is “The Best Burger In New York.”
The storyline here sees Marshall recalling the best burger he ever ate, one that he found his very first weekend in New York. On a quest to satisfy his taste buds and make up for his terrible string of job interviews that he’s had, Marshall sets out searching for the mysterious restaurant where he had the burger. Along the way there are great moments from all of the characters, flashbacks to when Ted and Marshall were young, and some heartfelt moments delivered by Jason Segel.
The episode also features an absolutely hilarious cameo from Regis Philbin. Every single burger place in New York has a picture of him in it, which is funny enough, but then to watch him yell in rage at Barney and call Ted “Satchel Mouth” for not being able to find the proper burger place, well, that’s on a whole other level.