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What to Watch If You Love Black Monday

Updated March 20, 2020 11 items

Who killed Jimmy Hoffa? What happened to the colony at Roanoke? Where is Cleopatra buried? You've probably heard of all these history mysteries before, but Black Monday covers one you likely haven't thought about: what caused the stock market crash of 1987? This Showtime original comedy offers a fictional answer to one of modern times' unanswered questions, depicting the work of outsiders Maurice Monroe (Don Cheadle), Dawn Towner (Regina Hall), and Blair Pfaff (Andrew Rannells) to engineer the worst stock market crash in the history of Wall Street.

If you're a fan of this outrageous, flashy comedy, you know that season 2 premiered March 15th. What you may not know, though, is what to watch while you're waiting for brand new episodes of Black Monday to drop.

That’s where Watchworthy comes in. Our Watchworthy app can use the thousands of votes cast by fellow Black Monday fans to recommend the TV shows you're statistically most likely to love. Each show on this list has been shown by our app to share a significant number of fans with Black Monday — that should give you plenty of options for new shows to check out while you wait for new episodes in the latest season of this hilarious period piece.

Once you've burned through every last episode of season 2 on Showtime, take a look at the offerings on this list and decide which one is most likely to appeal to your unique tastes. You can also check out this sweet infographic we designed to make recommended viewing even easier to find for Black Monday fans.

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    Photo: Claws / TNT

    Black Monday fans are 10X more likely to love Claws

    Claws is a show that has plenty of appeal to TV fans of all stripes, but the comparisons to Black Monday are obvious. Claws is a workplace comedy that quickly transforms into a crime drama, and the delicate balance between lighthearted laughs and darkly serious themes is something that both these relatively recent shows do an excellent job of pulling off. Production of the latest season of Claws has been postponed thanks to the coronavirus, but luckily for us, the first three seasons are available to binge on Hulu.


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  • Black Monday fans are 10X more likely to love South Side

    South Side is a sadly underrated gem introduced to Comedy Central's lineup last year. A sitcom about a pair of hapless hustlers hoping to hit it big while working at a rent-to-own store, South Side has a blend of entreprenuerial ambition and madcap comedy that's similar to what drew so many viewers to Black Monday's first season. Fans of Get Out will recognize Lil Rel Howery in his reocurring role as Bishop.

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  • Black Monday fans are 9X more likely to love The Detour

    This National Lampoon's Vacation-style comedy is sure to be relatable to any family that's been on a road trip through hell. Though it isn't as topical as Black Monday (you're not going to get quite as many 80s pop culture references, for instance), you will get the same kind of dark humor from married co-creators Samantha Bee and Jason Jones, both best known for their work on The Daily Show. 

  • The Righteous Gemstones
    Photo: The Righteous Gemstones / HBO

    Black Monday fans are 9X more likely to love The Righteous Gemstones

    This breakout HBO hit from Eastbound and Down's Danny McBride has everything you could ask for from a comedy and more. It's got starpower in the form of McBride, John Goodman, and Adam Devine from Workaholics. It's got as much political intrigue and intra-family conflict as Game of Thrones and House of Cards. And it's got a funny and irreverant premise: the three children of a televangelist all compete with one another for the keys to his megachurch kingdom. Black Monday fans will appreciate the deft mixing of politics and comedy.

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