Rogers created the 2016 comedy/mystery TBS television series Search Party, along with Michael Showalter and Sarah-Violet Bliss, which stars Alia Shawkat, John Early, John Reynolds, and Meredith Hagner. Search Party received critical acclaim; the Los Angeles Times wrote that it was "tightly made and effective on multiple levels", GQ wrote that it is "a flawless oddity, a once-in-a-lifetime piece of art. It's not the weekend's best show, it's the year's best." and the series holds a 100% approval rating on review aggregator website Rotten Tomatoes, based on 20 reviews, with an average rating of 8.1/10. On Metacritic, the season holds a rating of 81 out of 100, based on 18 critics, indicating "universal acclaim".

His 2014 film Fort Tilden, written and directed in collaboration with Sarah-Violet Bliss, starring Bridey Elliott and Clare McNulty premiered at SXSW, where it won the Grand Jury Award and was subsequently acquired by revived Orion Pictures. The film was released on August 14, 2015 theatrically and through video on demand.

Rogers has also written for the first and second seasons of the Netflix series Wet Hot American Summer as well as for the second season of the Amazon series Mozart in the Jungle which won the Golden Globe Award for Best Television Series – Musical or Comedy

He is one of the filmmakers behind the multi-director feature film Black Dog, Red Dog, produced by James Franco and Rabbit Bandini Productions, starring Logan Marshall-Green and Chloe Sevigny, which premiered at the 2015 International Film Festival of Guanajuato.

Rogers was named one of the 2017 Forbes 30 Under 30 in the Hollywood and Entertainment section, and is a graduate of the New York University Tisch School of the Arts MFA film program.

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