“Bart the Daredevil” – Season 2, Episode 8

This episode contains what might be the most well-known, iconic scene from the entire franchise: Homer jumping the Springfield Gorge and failing. It’s a scene the show’s writers have endlessly referenced, including with a direct nod in The Simpsons Movie. But don’t assume “Bart the Daredevil” is a one-trick pony. The episode features some other classic jokes, like the hospital ward filled with kids who did dumb stunts. It’s also the first appearance of Dr. Hibbert.