Must-Watch Comedy Special TV Shows on HBO Max

Jerrod Carmichael: Rothaniel marks the triumphant return of popular stand-up comedian Jerrod Carmichael with his third special, released on HBO in 2022. Renowned for his razor-sharp wit and insightful commentary on socio-political issues, Carmichael captivates audiences with his engaging storytelling and humor. Directed by Bo Burnham, also a seasoned comedian, the special seamlessly blends humor with critical perspectives, offering a unique and refreshing take on contemporary stand-up. Carmichaels relatable and thought-provoking delivery, coupled with Burnhams expert direction, makes this special a must-watch for anyone seeking both entertainment and reflection. Dont miss the chance to experience a comedic performance that strikes the perfect balance between laughter and enlightening discourse.

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Sarah Silverman: Someone You Love is a compelling biopic that offers an intimate look at the life and journey of one of comedys most fearless and outspoken talents. Airing on HBO in 2023, this film artfully blends Sarah Silvermans humble beginnings, her confrontations with societal expectations, and her resilient spirit. Directed with a focus on authenticity, it features real-life interviews, behind-the-scenes footage, and powerful performances by Silverman herself, Chelsea Handler, and Michael Sheen. The authenticity is palpable, with real-life outfits and stand-up performances adding to the sincerity. With moments that are equally heartwarming, humorous, and thought-provoking, viewers gain a deeper understanding of Silvermans unique perspective on life. Enhanced by a carefully selected soundtrack, this film is not just about comedy—its a narrative of self-discovery, resilience, and the courage to speak out. If you appreciate genuine storytelling and the power of laughter intertwined with lifes truths, this film is a must-watch.

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Bob Saget: That Aint Right (HBO) is a 2007 stand-up comedy special that reveals a side of Bob Saget many fans havent seen before. Known for his roles in Full House and Americas Funniest Home Videos, Saget sheds his family-friendly image to embrace a raunchier, no-holds-barred style of humor. Filmed at the Skirball Center for the Performing Arts in New York City and directed by Beth McCarthy-Miller, the special is a hilarious, raw, and unique performance that showcases Sagets comedic versatility. With profane and offbeat humor, Saget offers a wry commentary on fame, everyday life, and his Hollywood career. As his first one-hour stand-up TV special, its a must-watch for those wanting to see a different, audacious side of Saget while experiencing an hour of authentic laughter.

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More about Leo Reich: Literally Who Cares?! (HBO)

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Drew Michael is an avant-garde HBO stand-up special that transcends traditional comedy, offering a raw and intimate cinematic experience. Directed by Jerrod Carmichael, it marks his directorial debut and features no laugh track or audience, which creates a unique, introspective atmosphere. Drew Michael dives into deeply personal topics such as relationships, communication, and identity, punctuated by sporadic phone conversations with Suki Waterhouse, who plays his love interest. Critics have described Michael's material as meandering, reflecting its introspective depth. The special’s format is innovative, almost entirely focused on Michael's monologue, pushing the limits of televised comedy. The minimalistic soundtrack enhances this rawness, keeping the audience engaged with his thought-provoking discourse. People should watch Drew Michael for its boundary-pushing approach, which offers a fresh take on stand-up comedy, blending elements of drama and performance art to deliver an emotionally resonant and intellectually stimulating experience.

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Ricky Velez: Heres Everything on HBO is a must-watch for fans of raw and authentic stand-up comedy. Filmed in Brooklyn before a live audience, this 2021 special taps into Ricky Velezs unique storytelling prowess, drawing from his experiences growing up in Queens, New York. With a TV-MA rating, viewers can expect mature humor delivered with refreshing honesty and wit. The energetic and spontaneous atmosphere, enriched by Jax Medias top-notch production, makes the performance exceptionally engaging. Rickys ability to connect deeply with diverse audiences, combined with contributions from writer Pete Davidson, serves up humor thats thought-provoking and hilariously entertaining. Plus, with Rickys credentials from shows like Master of None and Crashing, this special promises a captivating comedy experience rooted in real, relatable life moments.

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More about Jesus Sepulveda: Mr. Tough Life (HBO)

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More about Lil Rel Howery: Live in Crenshaw (HBO)

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Aida Rodriguez: Fighting Words is a must-watch for anyone craving comedy that both entertains and provokes thought. Released in 2021 and directed by Kristian Mercado Figueroa, this stand-up special showcases Rodriguezs unmatched ability to turn personal challenges—such as homelessness, single motherhood, and domestic violence—into sidesplitting yet poignant social commentary. The minimalist production keeps the focus firmly on Rodriguezs vivid storytelling and sharp wit, allowing her to tackle issues like cultural appropriation and racial insensitivity with unapologetic humor. Renowned for her bold and insightful perspectives, Rodriguezs debut special is not just about laughs; its a powerful narrative that challenges viewers to reflect while they revel in her vibrant comedic energy. Dont miss the chance to witness a groundbreaking moment in comedy with Aida Rodriguezs Fighting Words.

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More about David Cross: The Pride Is Back (HBO)

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Chris Rock: Bigger & Blacker is an electrifying stand-up comedy special from 1999 that continues to resonate today. Filmed at Harlems iconic Apollo Theater and directed by Keith Truesdell, the HBO special showcases Chris Rocks incisive social, political, and celebrity commentary. Known for his sharp wit and no-holds-barred humor, Rock tackles subjects like gun control, tax cuts, and relationships, making the show both entertaining and thought-provoking. With its Grammy-winning success and critical acclaim, Bigger & Blacker is more than just comedy; its a powerful performance reflecting Rocks comedic genius and insightful social critique. Dont miss this landmark special that solidified Rock as one of the premier stand-up comedians of our time.

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More about Frankie Quiñones: Superhomies (HBO)

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More about George Lopez: It's Not Me, It's You (HBO)

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More about Entre Nos: LA Meets NY (HBO)

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Whitney Cummings: Im Your Girlfriend is a must-watch for anyone seeking a hilarious yet insightful examination of modern relationships and gender dynamics. Premiering on HBO in 2016, this stand-up comedy special showcases Whitney Cummings at her best, delivering sharp and witty observations with candor and authenticity. Filmed live at The Broad Stage in Santa Monica, California, and directed by renowned director Marty Callner, the one-hour show offers a unique blend of personal storytelling and observational humor. Cummings candid take on monogamy, societal constructs, and gender roles will resonate with many, making it both relatable and thought-provoking. Whether youre a fan of her sitcoms 2 Broke Girls and Whitney, or new to her comedy, this special promises an engaging and entertaining experience filled with laughter and genuine moments of reflection.

More about Whitney Cummings: I'm Your Girlfriend (HBO)

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More about Dave Attell: Captain Miserable (HBO)

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More about Entre Nos: About Last Night (HBO)

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More about Marc Maron: From Bleak to Dark (HBO)

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