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The story centers on Ernesto "Chili" Palmer, a small-time loan shark based in Miami, Florida. After a run-in with mobster Ray "Bones" Barboni, Chili goes to Las Vegas in pursuit of Leo Devoe, a dry-cleaner who has scammed an airline out of $300,000 in life insurance by faking his own death, avoiding his $10,000 debt to Chili's employers.
After relieving Leo of the money in Vegas, Chili gambles it all away. However, at the casino, he finds a more interesting assignment: the casino is looking to collect from Harry Zimm, a horror film producer based in Los Angeles. Chili, himself very interested in the movie business, heads for L.A. to make Zimm pay.
Chili sneaks into the house of actress Karen Flores in the middle of the night, where Harry is staying. After he warns Harry to pay his Las Vegas markers, he explains that he has an idea for a movie. Harry is immediately taken in by Chili's charm and his movie premise. For the plot of the movie, Chili recounts Leo's story to Harry in the third person, as if it were a work of fiction. Karen, however, recognizes the premise as a true story, and identifies Chili as the unnamed shylock.
The next morning, Harry asks for Chili's help in dealing with a script he wants to buy from his writer's widow, Doris Saffron, who wants $500,000 for it; and he guaranteed a $200,000 investment from Bo Catlett, a local limo driver and drug dealer, to make another movie called Freaks. (Harry gambled Bo's $200,000 away in Vegas in hopes of making the $500,000 he needed for Mr. Lovejoy). In a meeting with Bo, Harry and Chili tell them that, while their investment in Freaks is sound, they are making another movie first. Bo tells them to move the money into this new picture; Harry says he cannot, as the new movie deal is "structured."
Meanwhile, Bo is involved in a Mexican drug deal which doesn't go through. He has left the payment in a locker at the L.A. airport, but the Colombian sent to receive the money, Yayo, does not feel safe unlocking the locker with so many DEA agents staked out nearby. Bo later meets Yayo at the limo garage, and after Yayo threatens to tell the DEA who Bo is, Bo shoots him.
Bo soon offers the locker money to Harry as an investment, telling him to send Chili to get the money. Chili senses something wrong, signs out a nearby locker as a test, and is taken for questioning by DEA agents.
After the questioning, Chili seeks the interests of Michael Weir, a top-tier Hollywood actor to play the lead in "Mr. Lovejoy".
Ray Barboni, after learning about Leo's money from his wife, comes to Los Angeles looking for the money Chili collected from Leo, only to find the key to the locker from the failed drug deal in one of Chili's pockets. Thinking Chili has stashed his cash in a locker, he goes to the airport and is busted by drug officials.
In a final showdown with Bo, Chili is held at gunpoint by Catlett. One of Catlett's henchman, known as the Bear, arrives just in time to apprehend Catlett, and in the struggle for the gun, Catlett falls through the railing of his sun deck.
As Chili recounts his story to Karen and Harry, it shares some comparisons with Mr.Lovejoy
- Andreva, Nellie (May 26, 2016). "'Get Shorty' TV Series Ordered By Epix".
- Andreeva, Nellie (August 23, 2016). "'Get Shorty': Chris O'Dowd & Ray Romano Poised To Star In Epix Series".
- Petski, Denise (May 16, 2017). "'Get Shorty' Gets Premiere Date On Epix; Unveils First-Look Photos". Retrieved May 16, 2017.