The BEST episodes of Dark Side of the 2000s

Every episode of Dark Side of the 2000s ever, ranked from best to worst by thousands of votes from fans of the show. The best episodes of Dark Side of the 2000s!

Dives into the unseen histories of the 2000s decade, revealing dark secrets and personal insights from the people who observed it all firsthand.

Last Updated: 11/9/2024Network: VICEStatus: Continuing

7.95

21 votes

#1 - Charlie Sheen: Addicted to Winning

Season 1 - Episode 8 - Aired 8/29/2023

"Two and A Half Men" is a huge success until Charlie Sheen self-destructs; in a plot twist no one sees coming, he wages a public, hateful, and violent war against his producer.

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7.35

20 votes

#2 - Shock Jocks Part 1: The Rise

Season 1 - Episode 5 - Aired 8/15/2023

Stern stops at nothing to shock his loyal listeners, laughing in the face of common decency and the FCC; when rivals O&A challenge his popularity, war breaks out.

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7.30

23 votes

#3 - Lindsay Lohan: Star, Interrupted

Season 1 - Episode 3 - Aired 8/1/2023

From child star to punchline, Lindsay Lohan may have lit the bonfire that burned down her life, but it’s the rise of the ravenous 24-hour gossip cycle that nearly eats her alive.

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7.26

19 votes

#4 - Shock Jocks Part 2: The Fall

Season 1 - Episode 6 - Aired 8/15/2023

Radio king Howard Stern continues to draw attention with his on-air antics; when Opie and Anthony resurface, their hatred for Howard isn’t enough to save the toxic friendship.

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7.20

41 votes

#5 - Jon & Kate Plus 8: Family Circus

Season 1 - Episode 1 - Aired 7/18/2023

The Gosselin's marriage dissolves on TV. When the couple weaponize their fame in a messy divorce, they fracture the image of the perfect American family.

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7.18

17 votes

#6 - Men's Magazines: The Maxim Effect

Season 1 - Episode 9 - Aired 9/5/2023

Men's magazines like Maxim inject new energy into the magazine industry, but they leave a toxic legacy in their wake.

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6.92

37 votes

#7 - TRL: Last Request

Season 1 - Episode 2 - Aired 7/25/2023

TRL is the daily destination where celebrities and their fans mix, creating an unpredictable media circus where beefs, battles, and breakdowns turn into an awe-inspiring sideshow.

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6.86

22 votes

#8 - Siegfried & Roy: Magic and Mayhem

Season 1 - Episode 10 - Aired 9/12/2023

Siegfried and Roy transform Vegas, only to have their careers end in tragedy; the truth of the 2003 tiger attack that nearly takes Roy's life is anything but straightforward.

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6.86

21 votes

#9 - The Bachelor: Every Rose has Its Thorn

Season 1 - Episode 7 - Aired 8/22/2023

Part game show, part reality TV, and steered by producers willing to manipulate the truth and their participants, “The Bachelor” is a ratings machine.

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6.79

19 votes

#10 - TMZ: Paparazzi Gone Wild

Season 1 - Episode 4 - Aired 8/8/2023

TMZ becomes the celebrity gossip machine; it’s raw, real, and above all, irresistible; success comes at a price that’s too high for some of its content creators.

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