The 20 Best HBO Series of All Time

HBO may gotten its start in movies and sports broadcasts, but the cable giant has now aired more than 100 series and 20 miniseries in its 42-year history. And looking at that lineup of shows, it’s not an overstatement to say the channel helped usher in the current golden age of television. The Sopranos and The Wire raised the bar for drama, while The Larry Sanders Show and Curb Your Enthusiasm helped shape today’s comedy landscape. Now untethered from cable with HBO Go and HBO Now, the current creative strategy seems to involve bringing big-screen filmmakers to TV land with new and upcoming projects created or directed by the Duplass brothers (Togetherness), Paul Haggis (Show Me a Hero), Jonathan Nolan (Westworld), David Fincher (Utopia) and Steve McQueen (Codes of Conduct). We took a look at four decades of HBO shows (not miniseries) and picked our favorite 20.
20. Boardwalk Empire
Creator: Terence Winter
Stars: Steve Buscemi, Michael Pitt, Kelly Macdonald, Michael Shannon
Easily dismissed as just a Sopranos clone set in the 1920s, Boardwalk Empire wisely took many of the best elements of its predecessor and expanded its scope. It’s this wide-ranging spotlight, drifting from the highest levels of political office down to lowly bootleggers and prostitutes, that makes the show something special, offering up morality plays that hold the lives of millions at stake, while putting an actual face on those being affected. The show’s political commentary is apt without seeming preachy, while characters have maintained the balance between being archetypal ciphers and real people. Boardwalk Empire isn’t as energetic as other dramas but its meticulous slow-burn has a depth and beauty to it that’s rarely been matched on the little screen. And it only improved over time as it became less concerned with the minutiae of New Jersey politics in favor of featuring a much more compelling national landscape. As a result, both its characters and its stories became grander, more operatic and expressionistic. By its third season, Boardwalk Empire found its voice, finally living up to the promise of its Scorsese-directed premiere.—Sean Gandert
19. Oz
Creator: Tom Fontana
Stars: Kirk Acevedo, Adewale Akinnuoye-Agbaje, Ernie Hudson, Terry Kinney, Christopher Meloni, George Morfogen, Rita Moreno, Harold Perrineau, J. K. Simmons, Lee Tergesen, Eamonn Walker, Dean Winters
Certainly a “water cooler show” if there ever was one, Oz made waves with its violence and sexual content early on and its equally deep and disturbing storytelling once people got over the fact that it was set in a maximum security prison. It’s probably safe to say that there’s an entire subset of former viewers out there who think of every prison and prison caricature in terms of what they saw on Oz, from the racial gangs to the unpredictable violence and stress of daily living. A truly ensemble cast was one of the selling points for the large and ambitious HBO series, which showed that an adult-content drama could still turn great ratings. The fact that it was on a premium network was essential, allowing a much deeper (and more realistic) depiction of the horrors of incarceration in the United States.—Jim Vorel
18. Sex and the City
Creator: Darren Star
Stars: Sarah Jessica Parker, Kim Cattrall, Kristin Davis, Cynthia Nixon
Okay, bad news first: Darren Star’s Sex and the City was not a perfect show. Most of us who watched could not relate to the very specific demographic of women who were showcased. And, for a series whose beating heart was NYC, the show did not do well in its presentation of gay characters or characterS of color (whenever they showed up). Hell, even the main character was problematic and difficult to root for at times—Carrie Bradshaw (Sarah Jessica Parker), the not-so-eloquent writer who was better at choosing a pair of Manolo Blahniks than making decisions in her love life (Team Aiden)? This was an infuriating show to experience sometimes, and that’s partly why we loved it. It remains a phenomenon, and as cliché as it may sound, it opened the door for more complex narratives about women and sex, and it did so unapologetically thanks in large part to Kim Cattrall’s role as Samantha Jones. And if Samantha was too much for you, Charlotte York (Kristin Davis) and Miranda Hobbes (Cynthia Nixon) offered up their own unique perspectives, giving the foursome an original, entertaining, and important balance of personalities and feminist (or anti-feminist) outlooks. So when we talk about the impact of HBO, Sex and the City has to be a big part of the discussion. This is especially true in a time when excellent shows like True Detective are being accused of putting their women characters in lazy, typical plot positions, without agency. Whatever class issues, or race issues, or gender and sexuality issues Sex and the City might have swept under the rug (or addressed in a problematic way), it still functioned as a loud, oft-obscene call for agency among the marginalized. And it did all of this with some of the funniest dialogue and sex talk we’d ever heard. “My man has funky tasting spunk!” will go down in history as one of the most horrifying, incredible TV moments of all time, and that’s just the tip (ahem) of the legendary SaTC iceberg.—Shannon M. Houston
17. Mr. Show with Bob and David
Creators: Bob Odenkirk, David Cross
Stars: Bob Odenkirk, David Cross, John Ennis, Tom Kenny, Jill Talley, Jay Johnston
Before alternative comedy was a recognized thing, there was Mr. Show with Bob and David, a genius sketch comedy show that had a criminally short run on HBO from 1995 to 1998. Each episode was loosely based around a central theme and laboriously structured, with sketches leading directly into each other, and sometimes even wrapping around each other like Russian nesting dolls of comedy. Although celebrated for its absurd point of view, Mr. Show didn’t shy away from the real world, often tearing into the inequalities of society and the increasing domination of corporate America. Not every bit landed, but the show still had a shockingly high batting average over its four seasons, and very little of it feels dated today. The show isn’t available on any of the major streaming sites, including HBO Go, but the DVDs are still cheap on Amazon, and much of the show can be found on YouTube. If you’re wondering why the recent news of a reunion is such a big deal, check out the original Mr. Show and you’ll find the answer.—Garrett Martin
16. Eastbound & Down
Creators: Ben T. Best, Jody Hill, Danny McBride
Stars: Danny McBride, Katy Mixon, John Hawkes, Andrew Daly, Ben Best
I feel like a lot of people dismiss Eastbound & Down as vulgar shock comedy, a TV version of the fratty comedies that proliferated over a decade ago after the success of the Farrelly brothers and American Pie. Jody Hill and Danny McBride’s vision is far deeper and pointed than that, though, parodying not just sports or Southern culture but the type of unhealthy masculinity that underpins so much of American culture. It has more in common with the best work of Adam McKay and Will Ferrell, but it’s darker and edgier than Stepbrothers or Talladega Nights, more violent and more truthful. It’s one of the few comedies I can think of where I was often afraid of what was about to happen, like I was watching a horror film or thriller. The first season in particular was a modern masterpiece, but the show remained on point throughout its four seasons.—Garrett Martin
15. The Leftovers
Creator: Damon Lindelof and Tom Perrotta
Stars: Justin Theroux, Amy Brenneman, Christopher Eccleston
Network: HBO
No, this is not a show for everyone. And it’s true that the first few episodes so consistently furrowed one’s brow, that, for many, it didn’t even seem worth it to finish the initial season. Watching those early episodes felt a bit like trudging your way through all of the “So-and-so begat so-and-so”s in the Bible, just to get to those beautiful Psalms, or the book of Isaiah, or perhaps—more accurately—the book of Ecclesiastes, or Revelations. But few shows have ever achieved such intoxicating sensations of pure hopefulness and near-simultaneous hopelessness in its plots and themes. Leftovers played like an epic poem of rapture (or non-rapture), and, indeed, there was a hero… we think. The hero shifted with each scene in a way that we rarely see in TV, or even film. Justin Theroux’s Kevin Garvey was the good guy, turned bad, turned pitiable, turned very bad, turned good—oftentimes, all in one episode. And Liv Tyler’s Meg Abbot—along with Carrie Coon’s incredible performance as Nora Durst—made the series a terrifying, twisted, beautiful experience. Don’t even get me started on Ann Dowd’s Patti. Patti! These characters are so flawed and human, in a story that both challenges and embraces themes in organized religion, all while being exciting, violent, sexy, smart, and difficult. To borrow from another excellent show (The Good Wife), “This is Kafka in action,” (or even Derrida in action). So perhaps, this is a show for everyone.—Shannon M. Houston
14. Girls
Creator: Lena Dunham
Stars: Lena Dunham, Allison Williams, Jemima Kirke, Zosia Mamet, Adam Driver, Alex Karpovsky
I believe Lena Dunham is one of the foremost badasses of our artistic culture, and as far as that goes, I’m already very much on the record. The one thing I really love about Girls is that it refuses to conform to identity politics. There are times when Dunham can be a wonderful spokesperson for female power, and there are times when she pisses off the feminists. There are times when she seems like the best liberal around, and others when liberals want to burn her at the stake—and aren’t afraid to write endless think pieces on the topic. This is not because Dunham is trying to aggravate anybody, but because she tells her story so honestly, and so relentlessly, that anyone who wants her to conform to a prevailing ideology will inevitably be disappointed—she’s too fluid to be molded into an emblem. Girls is absolutely refreshing and absolutely bold, and Dunham has become so powerful and popular that she doesn’t need to pull any punches. The stories of Hannah and Shoshana and Marnie and Jessa exist to reflect something real, and something instinctual, and it originates with a brilliant artist who, we can only hope, will stay unrepentant until the angry mob finally runs her off with their sharpened pitchforks.—Shane Ryan
13. Flight of the Conchords
Creators: James Bobin, Jemaine Clement, Bret McKenzie
Stars: Jemaine Clement, Bret McKenzie, Rhys Darby, Kristen Schaal, Arj Barker
When I hear the words “musical comedy,” I tend to think of old Broadway standards like My Fair Lady or Singin’ in the Rain. No offense to those shows, but I’m very glad that Flight of the Conchords was a musical comedy of a very different kind. Starring Jemaine Clement and Bret McKenzie, the show is the story of an awful two-man band from New Zealand who have an incompetent manager (the wonderful Rhys Darby as Murray Hewitt) and literally one fan (the hilarious, obsessive Kristen Schaal) as they try to make it big in New York. Despite their repeated failures, there’s something both sincere and casual about their approach, which stands in stark contrast to the tense, cynical neuroses you might expect. Each episode is punctuated by two or three songs which range from “very good” to “classic”—the hits If You’re Into it and Hiphopopotamus vs. Rhymoceros are two terrific examples of the latter. This is a show that you sink into, and that sweeps you along in its own relaxed rhythms, dispensing the sort of calm, surprising laughs that feels almost therapeutic.—Shane Ryan
12. The Larry Sanders Show
Creators: Garry Shandling, Dennis Klein
Stars: Garry Shandling, Jeffrey Tambor, Rib Torn
Before HBO established itself as a dramatic powerhouse with The Sopranos and Oz, Larry Sanders was their flagship scripted program. It was literally a decade before its time, prefiguring shows like The Office and Arrested Development with its lack of a laugh track, a single camera setup and a roster of unlikable characters. It blurred the line between reality and TV show, with real-life actors playing themselves on the talk show within the show, and often sending up their public personas. It also featured three unforgettable performances from Garry Shandling, Jeffrey Tambor and Rip Torn, who were all as good at revealing the desperation and futility of their characters as they were the comedic moments. Despite its inside showbiz setup and caustic humor, its characters were fully-formed, believable people. It was a very smart and human show. Unfortunately it’s not currently available on HBO Go or Netflix, but select episodes can be watched through Crackle or Hulu;Garrett Martin
11. Silicon Valley
Creator: Mike Judge
Stars: Thomas Middleditch, T.J. Miller, Josh Brener, Kumail Nanjiani, Martin Starr
While the rest of Mike Judge’s television shows have had a certain fondness for the subjects they lampoon, it’s the sheer anger of Silicon Valley towards the tech industry and its investors that infuses the show with life. This places Silicon Valley more in the style of Judge’s movies, which tend towards a caustic loathing of the entirety of broken systems. That isn’t to say that the show isn’t funny, but that its humor, even the wacky slapstick bits, is more cutting than any traditional sitcom. Silicon Valley isn’t cringe comedy, but it has the same level of antipathy towards much of its cast, which makes the show feel real in a way that sets it apart from other sitcoms. Above all, though, Silicon Valley simply finds its world absurd and hilarious, a counterfeit utopia so out of control that there’s always something entertaining going on. This isn’t just good satire, it’s good comedy, and the show’s success at both of these levels is what makes it one of the best sitcoms on TV.—Sean Gandert