Rob Kardashian

The family business was already running when he showed up. Rob was 20 when Keeping Up with the Kardashians premiered in 2007, the youngest sibling and the only brother in a cast that didn't need one. Dancing with the Stars gave him his own storyline in 2011. The audience booed him on arrival. By the finale, he'd finished second, the most improved contestant of the season. It was the closest he ever came to earning fame on his own terms.

By 2014, he'd gained over 100 pounds and reportedly refused to leave the house. He skipped Kim's wedding to Kanye West because he didn't want to be photographed. A diabetes hospitalization followed in 2015.

The Blac Chyna chapter was brief and catastrophic. They got engaged after a few months, had a daughter, landed a spinoff, then imploded. In 2017, he posted her nude photos on Instagram without consent, violating California's revenge porn laws. A restraining order and two lawsuits followed. Chyna's $100 million defamation suit went to a jury in 2022 and she got zero. After eight years off-camera, he resurfaced for The Kardashians, looking like someone who decided the family business beat the alternative.

A Lakers obsession accidentally created one of the family's biggest storylines. In 2009, Rob talked Khloe into hosting a party for player Ron Artest, and that's where she met Lamar Odom. Rob and Odom got so close that Odom still calls him a brother years after divorcing Khloe. It's the most consequential thing Rob has done, and it was a complete accident.

His sock brand Arthur George needed a bailout, and it cost him 50% of the company. A hot sauce brand and a streetwear line both shut down quietly after complaints about missing orders. The safety net in this family doesn't have holes.