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When Darryl sells the law firm, the new boss Nathaniel (guest star Scott Michael Foster) threatens layoffs, which causes everyone to go into panic mode. Rebecca, determined to save everyone's jobs, goes to extreme measures to prove Nathaniel wrong. Scott Michael Foster guest stars.

Patton Oswalt is a fan of the show and began tweeting about it in the first season; soon after, he emceed a cast and crew panel. When the writers got the idea for the security guard character, he was the first person they called. Oswalt improvised the majority of his scene.

In the song "Who's the New Guy?," Tim declares, "It's almost fall." Although the show first aired in January 2017, going by the chronology established in earlier episodes, this one is set in summer 2016. Rachel Bloom spent a day extensively checking the math to ensure this lyric properly adhered to the show's timeline.

Rachel Bloom was shooting the West Covina montage during Patti LuPone's first day of rehearsal for the next episode.

The second season premiered during the filming of this episode. On the show's Facebook page, Vincent Rodriguez III hosted a 22 minute live walk-through of the sets, featuring short interviews with various cast and crew. New cast member Scott Michael Foster was briefly glimpsed, but they made him hide his face behind a piece of paper to keep his identity a mystery.

The brief song 'George's Turn' is inspired by 'Roses Turn' in the musical Gypsy Rose.