Molly Bloom is banned from Canada because she pleaded guilty to a federal crime in the United States. She was granted a 48-hour pass to visit Canada for the movie's premiere at TIFF. Ironically, the film was shot in Canada.
According to writer/director Aaron Sorkin, the actors would play poker between takes with the professional poker players who appeared as extras in the card game scenes. The extras, who are usually paid $90 for a 12-hour work day, were often the highest-paid people on the set.
Molly says that the center of the galaxy smells of "rum and raspberries" due to ethyl formate. Both are true - ethyl formate does smell like rum with a hint of raspberry and it is one of the organic compounds that have been detected in clouds at the center of the Milky Way.
Since this was his directorial debut, Aaron Sorkin often called his friend David Fincher for shooting tips. They'd previously collaborated on The Social Network (2010). He also found Kevin Costner supportive during the shoot (Costner has directed three movies including Dances with Wolves, for which he won a Best Director Oscar).
Molly Bloom's younger brother Jeremy Bloom was also a skier. He was a 3-time World Champion, 2-time Olympian, an 11-time World Cup Gold Medalist, and was inducted into the US Skiing Hall of Fame in 2013. He was also an All-American college football player at the University of Colorado. He was drafted by the Philadelphia Eagles, but never played football professionally. In April 2010, Bloom founded the marketing software company Integrate. The company was named as the "Best New Company" at the American Business Awards in New York City, and Forbes Magazine called him one of the 30 most influential people in technology under the age of 30.
At Molly's first poker game, she says that she googled music that poker players liked, and had to come up with a playlist from just one Kenny Rogers song. The famous song, which inspired a short video of the same name, is "The Gambler".
When Molly enters Dean's poker room for the first time, a writing on the wall says "Quo Vadimus", which is the title of Sports Night's last episode. Both Molly's Game and Sports Night were written by Aaron Sorkin.
Jessica Chastain tells Jeremy Strong that his finances are in shambles because of poor investments in a struggling housing market. In The Big Short (2015) Strong plays an expert who gets inside information before the collapse of the housing market.
The film cast includes one Oscar winner, Kevin Costner, and two Oscar nominees, Graham Greene and Jessica Chastain. The screenwriter and director, Aaron Sorkin, is also an Oscar winner for Best Writing, Adapted Screenplay for The Social Network (2010).
Molly's life is an allegory for a poker game gone bad. She starts of well running Dean's game and starting her own LA game, but doesn't know when "to hold 'em" or "fold 'em". She takes unexpected big losses when she loses the players for her LA game, and goes on tilt (like Harland at the second game). Her life decisions become more aggressive and more emotional after that.
During the deposition meeting with Harrison and Brennan, Charlie accuses the Feds of impoverishing Molly with the money confiscation and tax lien. He says that they, "broke her back." In fact, she had broken her back earlier.