Why Henderson From You Season 2 Looks So Familiar

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Contains spoilers for You seasons 1 and 2

The second season of You dropped on Netflix right after Christmas — winning the award for "most twisted Christmas present" while bringing viewers back into the world of Joe Goldberg (Penn Badgley), a seemingly normal man looking for love in all the wrong places. On the first season, Joe manages a book store and falls for aspiring writer Guinevere Beck (Elizabeth Lail). His feelings quickly turns obsessive, chaotic, and dangerous as Joe maims and kills anyone who might stand between him and Beck. However, even Beck ends up disappointing him, and after locking her in an air-tight cage in the basement of the bookstore, Joe ends up killing her too before escaping to Los Angeles to start over.

In L.A., Joe ends up meeting the next "love of his life" — Love Quinn, a free-spirited baker with a ridiculous name played by The Haunting of Hill House star Victoria Pedretti. As as usual, he encounters some shady characters along the way, including a stand-up comedian named Henderson. 

A popular comic with an intense fanbase and a sticky past, Henderson ends up in Joe's crosshairs after his hardened neighbor and reporter Delilah (Carmela Zumbado) tells Joe that Henderson assaulted her when she was a teenager. When Delilah's impressionable younger sister Ellie (Jenna Ortega) starts working as Henderson's intern, Joe decides to take action — and upon finding harrowing Polaroids at Henderson's house, the Joe ties Henderson up and tries to get him to confess. His plan ultimately goes awry when Henderson falls down the stairs to his death, which Joe stages as a suicide.

Henderson's death looms large over the second half of the season, but while he's on screen, he's played by real-life comedian Chris D'Elia. Here's where you might have seen D'Elia before.

Chris D'Elia has built a solid career in stand-up, but he's also appeared on several network shows that might make him more recognizable to You's audience. In the late '90s and early 2000s, D'Elia had one-off (or otherwise very short-lived) roles on series including Chicago Hope, Get Real, Boston Legal, American Dreams, and Monk. His first true taste of the TV limelight came in 2010, when he appeared on the comedy-drama series Glory Daze, which followed a group of college freshman in 1986 as they pledge the Omega Sigma fraternity. D'Elia starred as Bill Stankowski, a wise Omega Sigma upperclassman whose been living in the frat house for a decade and who enjoys smoking pot. Glory Days was unfortunately axed after just one season.

D'Elia's second major television role came not long after Glory Daze ended. In 2011, he began appearing as a series regular on the sitcom Whitney, which starred fellow stand-up comedian Whitney Cummings and aired on NBC for two seasons. Sadly, Whitney suffered from middling reviews throughout its run and controversy over the treatment of its star — Cummings was frequently asked incredibly sexist questions during interviews and press junkets — and in the end, not enough people watched the show to merit a third season. In 2013, the show was canceled after two seasons.

Just before he appeared on You, Chris D'Elia veered into slightly more serious territory with a recurring role on The Good Doctor. During the show's first season, which ran from 2017 to 2018, D'Elia played Kenny, a shady neighbor of Dr. Shaun Murphy (series star Freddie Highmore). 

Following that, he also appeared as himself on another Netflix original series, 2019's Huge in France, which tells the story of French comedian Gad Elmaleh who unsuccessfully tries to transition his career to Los Angeles. The show featured Elmaleh as himself, as well as Matthew Del Negro, Erinn Hayes, Scott Keiji Takeda, and Jordan Ver Hoeve.