Ranking Every Episode of Bored to Death

For one reason or another, and without really meaning to, I’ve found myself for the past few years re-watching Bored to Death almost exactly every six months. Despite its cult fanbase, Jonathan Ames’s take on the adventures of a struggling writer (named, coincidentally, Jonathan Ames) leading a double life as an unlicensed private detective remains criminally underrated. Maybe I revisit the show so often because the slightly heightened version of New York inhabited by Jonathan (Jason Schwartzman), alternative cartoonist Ray (Zach Galifianakis) and socialite magazine editor George (Ted Danson) is a deeply comforting sandbox to play it. Maybe it’s because the chemistry between the three leads is practically unmatched. But with rumors of a film revival still slowly milling around, now is the time to grab some pot or white wine—or both—and dive back into Bored to Death.
22. “Escape from the Castle!” (Season 2, Episode 7)
Listen, even as we start from the bottom, I should say that I don’t think Bored to Death ever aired a bad episode. But if I had to pick the one that clicks the least, it would be “Escape from the Castle,” a mildly problematic adventure in a Korean health spa. That said, Jonathan’s writing class remains compelling and reliably hilarious throughout.
21. “Two Large Pearls and a Bar of Gold” (Season 3, Episode 6)
A supremely goofy caper involving a sex pact between Jonathan and his college flame (Casey Wilson) features a fun sword fight and is a refreshing change of pace as far as mysteries go, but ultimately doesn’t land. Ray’s conclusive break up with his girlfriend Leah, however, does.
20. “Forty-Two Down!” (Season 2, Episode 5)
A pretty great Kevin Bacon cameo doesn’t end up doing a whole lot for this one, though it does introduce Ajay Naidu as Vikram, who quickly fits in as the unofficial (and easily the most capable) fourth member of the team.
19. “The Case of the Lonely White Dove” (Season 1, Episode 5)
A slightly all over the place episode where Jonathan gets wrapped up in some kind of confusing drama between Russian gangsters is thoroughly saved by George’s misguided but sweet experiment with bisexuality.
18. “The Alanon Case” (Season 1, Episode 2)
Bored to Death dips a little in its second outing, as we already assume Jonathan won’t be winning back his ex Suzanne. But it also features the first of many wonderful hard-boiled guest stars: Kristin Wiig as an alcoholic femme fatale.
17. “Escape from the Dungeon!” (Season 2, Episode 1)
Ames gets to thoroughly explore his fascination with sexual fetishes of all stripes as Jonathan attempts to wipe the hard drive of an S&M dungeon for a cop, a plotline that still can’t match the emotional beats from Ray and George.
16. “Make It Quick, Fitzgerald!” (Season 2, Episode 2)
George’s archrival, GQ editor Richard Antrem (played by Oliver Platt), hires Jonathan to investigate his wife’s infidelity, which, of course, involves George, putting Jonathan in a difficult position. This episode strains itself a little as it begins to wrap up the romance between Jonathan and Stella (Jenny Slate), but otherwise succeeds.
15. “We Could Sing a Duet” (Season 3, Episode 4)
A truly bizarre episode featuring, among other things, a plushy orgy (“It smells like fur and jizz in here”), “We Could Sing a Duet” features a killer supporting turn from Brett Gelman as a hard-talking amateur detective impersonating Jonathan.
14. “I Keep Taking Baths Like Lady Macbeth” (Season 3, Episode 5)
A low point for the show, ratings-wise, but still a charming episode, with great turns from Sarah Silverman as the friendship counselor George and Jonathan visit, as well as Mary Steenburgen as George’s seductive singing teacher.
13. “The Case of the Stolen Sperm” (Season 1, Episode 7)
Ray discovers that though his sperm has been sold to lesbian couples all over Brooklyn without his knowledge, he’s been shooting blanks in every instance but one. It’s an episode that nicely sets up one of three prominent father-son plots the show will flesh out.
12. “The Gowanus Canal Has Gonorrhea!” (Season 2, Episode 3)
Ray and George rescue Jonathan in a satisfying team-up that’s also a good example of the show’s efforts to humanize the tertiary characters that populate Jonathan’s cases.