Short stories As an undergraduate at Harvard University in 2007, Rich received a two-book contract from
Random House. His first book, a collection of short humor pieces entitled
Ant Farm: And Other Desperate Situations, was published in 2007 and was nominated for the
Thurber Prize for American Humor. His second collection,
Free Range Chickens, was published in 2008. Rich released his third collection of stories,
The Last Girlfriend on Earth, in 2013. Reception was favorable, with
The Washington Post praising the book as "hilarious," declaring, "it just might be the best one-night stand you'll ever have."
The Last Girlfriend on Earth was given a pilot order by FX within a week of its publishing as
Man Seeking Woman. The show was officially ordered by FXX with the leading cast of Jay Baruchel, Eric Andre, Britt Lower and Maya Erskine, with Rich as show-runner and executive producer, making him one of the youngest creators in TV history. The show was produced by Lorne Michaels' Broadway Video and ran on FXX for three seasons. Rich's fourth story collection,
Spoiled Brats, was published in 2014.
The Guardian described it as "simply the funniest book of the year," adding, "there are sometimes three laugh-out-loud moments within the same paragraph."
The Evening Standard also praised the book, calling Rich "a
Thurber, even a
Wodehouse, for today. Who could ask for more? You can give his books to people and just watch them laugh." A fifth collection,
Hits and Misses, was published in July 2018.
NPR said that "with this book, Rich has come into his own as one of the most talented writers of comedic fiction working today." In 2019, Rich won the Thurber Prize for American Humor for
Hits and Misses. Rich's sixth story collection,
New Teeth, was published in July 2021. His seventh short story collection,
Glory Days, was published in July 2024.
Novels Rich's third book and first novel,
Elliot Allagash, was released in May 2010. In June that year,
Jason Reitman optioned the movie rights to the novel. In 2012, Rich published his second novel, ''What in God's Name
, which The New York Times Book Review'' compared to
Douglas Adams's ''
The Hitchhiker's Guide to the Galaxy. In 2019, the novel was adapted for the first season of the TV series Miracle Workers
. The same year, Back Bay Books reissued the novel under the title Miracle Workers''. Subsequently, Rich's short story "Revolution" inspired the second season of the series.
Stage Rich's first play,
All In: Comedy About Love by Simon Rich, which is based on some of his short stories, premiered on Broadway on December 11, 2024. Scheduled for a 10-week run at the
Hudson Theatre, the production featured a rotating cast of four performers at a time, which initially included
John Mulaney,
Fred Armisen,
Renée Elise Goldsberry and
Richard Kind for the first five weeks of performances, and
Lin-Manuel Miranda,
Chloe Fineman,
Andrew Rannells,
Aidy Bryant,
Sam Richardson and others in subsequent weeks. His second play,
All Out: Comedy About Ambition, was a follow up to his first one. It premiered on December 12, 2025 at the
Nederlander Theater on Broadway and closed on March 8, 2026 after 95 shows. == Influences ==