I thought I would kick things off by recommending 10 episodes, with at least a little consideration for avoiding the massively popular ones. I know you know about The Contest!
The Stake Out (Season 1, Episode 2)
The first truncated season of Seinfeld is but a glimpse of the greatness to come, but there’s plenty of bright spots even early on; this is the second ever episode of the show! The chemistry between Jerry and George already feels pretty well-established. Most important of all: this episode marks the creation of Art Vandelay, the most iconic alias in a show packed with ‘em.
The Apartment (Season 2, Episode 5)
I adore this episode. It’s very unusual, with a bunch of it set in a unique apartment set never seen again. It’s also just a really nice apartment; Jerry you bozo, you should have taken it! “Shooting” for the apartment. The vagaries of what you tip a Wood Guy. Elaine’s expression when Jerry lets her out of the closet. The housewarming party at the end! Great stuff.
The Library (Season 3, Episode 5)
This show is well-known for its memorable guest spots, but I think Philip Baker Hall’s Bookman — a “library cop” who tracks down Jerry about an overdue book from high school — might just take the throne:
I am not an actor, but this scene always make me think of how impossible it would be to be yelled at by Bookman and not laugh.
The Trip (Season 4, Episodes 1&2)
This is cheating a little, but I wanted to highlight what I think is the most successful two-parter of the show. The citizens of LA bebopping and scatting all over George; discussing what gauge of shotgun is most popular; Kramer being interrogated for being a suspected serial killer! And that shot of Kramer combing his hair. It felt like the perfect time for the show to take its now diamond-sharp characters into terra incognita.
The Cheever Letters (Season 4, Episode 8)
Maybe it’s the English Lit major in me, but I find something so amusing about this episode’s central conceit: George’s father-in-law’s secret, gay affair with author John Cheever is exposed. Warren Frost does an amazing job in this episode, showing a genuine hurt and yearning while still being very, very funny. George breaking the news about the cabin is one of my all-time favourite scenes:
The Sniffing Accountant (Season 5, Episode 4)
This episode has another one of my all-time favourite Seinfeld moments, one I still yearn to emulate: chugging a beer and smoking a cigarette at the same time:
It’s good aside from that too, but seriously. That’s amazing!
The Doorman (Season 6, Episode 18)
Seinfeld has a murderer’s row of memorable guest performances, but Larry Miller’s performance as the sinister, conniving Doorman is emblazoned into my memory. I feel like I don’t even want to say more!
The Wink (Season 7, Episode 4)
I fucking hate it when people wink, and so this episode speaks very specifically to me. It’s also just really funny to see George fucked over, and that’s pretty much the A plot of this episode! Jason Alexander’s winks are very funny, and him yelling “GET IT BACK!” while holding his eyes open always makes me laugh.
The Andrea Doria (Season 8, Episode 10)
I love this episode for lots of reasons. If I had to pick just one, it’s that it is one hell of a capper for the character of George, with a clever use of his character history. But there is other great stuff too! Elaine’s bad breaker-upper boyfriend, who calls George “chinless.” Jerry trying to give a dog-like Kramer his meds. George ripping on the Andrea Doria survivor because it took so long to sink is peak Seinfeld.
The Merv Griffin Show (Season 9, Episode 6)
Larry David departed Seinfeld at the end of Season 7. In his absence the show became a lot more cartoonish. In my mind, there is no more elevated episode than this one: Kramer discovers the discarded set of the titular late night talk show, and reconstructs it inside of his apartment. His life then becomes completely amalgamated with the set, his social interactions taking the shape of guest interviews. It is completely bonkers in a way that frankly goes against some of the foundational pillars of Seinfeld, but that’s the beauty of it. This is the kind of episode you get to make in your last season, after a near-decade of success.