50 free The Proposal trivia questions with answers — entertainment quiz, new questions added Aug 2026.
A Canadian editor, a fake engagement and a grandmother who chants in the woods. This The Proposal trivia quiz has 50 free questions with answers about the 2009 hit: Margaret Tate and Andrew Paxton, the visa scare, the trip to Sitka, Gammy Annie's blanket, Ramone's many jobs, and the wedding that falls apart at the altar. The opening questions are for anyone who has seen it on a lazy Sunday. Later ones cover how it was made, from Peter Chiarelli's 2005 script to the Massachusetts town remodeled to look like Alaska, the car crash that paused filming, the fig leaves that would not stay on, the opening-weekend record, the reviews and the remakes in India, Iran and China. There are cast questions too, so you will need to know your Anne Fletcher from your Mary Steenburgen. Every answer was checked against Wikipedia's articles on the film, its locations and its cast, and each question links to the page and sentence that supports it.
30 of 50 questions with answers and explanations. Play the quiz
Q 01What nationality is Margaret Tate, which puts her at risk of deportation?
Canadian
A visa violation threatens to send her home, so she strong-arms her assistant into a green-card marriage.
Q 02What is Margaret's job?
Editor-in-chief at a book publisher
Her subordinates universally dislike her pushy personality, and the board plans to rehire fired editor Bob Spaulding if she goes.
Q 03Who directed The Proposal?
Anne Fletcher
The former Laker Girl and choreographer had directed Step Up and 27 Dresses; she went on to Hocus Pocus 2.
Q 04Who wrote the screenplay, beginning work on it in 2005?
Peter Chiarelli
Sandra Bullock was cast in May 2007 and Ryan Reynolds about two months later; the director signed on in January 2008.
Q 05What is the name of Ryan Reynolds's character?
Andrew Paxton
His ultimate career goal is to become an editor, and he makes Margaret promise to publish a book he recommended.
Q 06What penalty does immigration agent Gilbertson warn Andrew he could face for fraud?
A $250,000 fine and up to five years in prison
Margaret, meanwhile, would be deported permanently. Denis O'Hare plays the suspicious agent.
Q 07Andrew's hometown, where most of the film takes place, is where?
Sitka, Alaska
The town's real-life history includes 68 years under Russian rule; it is the largest US city by total area.
Q 08What surprises Margaret about Andrew's family when she arrives?
They are wealthy
Joe Paxton owns the family businesses that dominate the town.
Q 09Who plays Andrew's grandmother Annie, known as Gammy?
Betty White
The role sparked her late-career resurgence; she hosted Saturday Night Live the next year and won an Emmy for it.
Q 10Who plays Andrew's father, Joe Paxton?
Craig T. Nelson
The Coach star and voice of Mr. Incredible plays the man whose businesses dominate Sitka.
Q 11Who plays Andrew's mother, Grace?
Mary Steenburgen
She won an Oscar for Melvin and Howard and has played movie mothers in Elf, Step Brothers and Four Christmases.
Q 12Sitka's jack-of-all-trades holds which of these jobs in the film?
Waiter, exotic dancer, shopkeeper and minister
Oscar Nuñez plays him; he ends up officiating the wedding.
Q 13Which sitcom made Oscar Nuñez famous?
The Office
He played accountant Oscar Martínez and was a member of the Groundlings; he was born in Colón, Cuba.
Q 21What does Gammy Annie fake to force Andrew and Joe to reconcile?
A heart attack
Once they agree, she admits the ruse and tells the pilot to divert to catch Margaret's plane, which takes off just as they arrive.
Q 22Where does Andrew finally declare his feelings for Margaret?
At the New York office as she packs
They then tell Gilbertson they are engaged for real, and he exclaims 'Let's do it!'
Q 23What happens during the end credits?
Gilbertson grills the characters with ridiculous questions
Q 14Who plays Andrew's ex-girlfriend Gertrude?
Malin Åkerman
The Swedish-born actress played Silk Spectre II in Watchmen the same year and once fronted the band the Petalstones.
Q 15What does Gertrude reveal to Margaret at the bachelorette party?
Andrew once proposed to her and she refused
She turned him down the night before college graduation because she did not want to leave Sitka for New York.
Q 16What do Grace and Annie arrange for Margaret's bachelorette party?
A trip to a bar with an exotic dancer
It is one of several jobs held by the town's busiest resident.
Q 17What does Margaret confess to Andrew about her past?
Her parents died when she was 16
She says she has forgotten what it feels like to have a family.
Q 18What deal does Gilbertson offer the couple after Joe flies him to Sitka?
Confess and Margaret is simply deported with no penalties
Margaret confesses on her own at the altar anyway, moved by the closeness of Andrew's family.
Q 19Who officiates the wedding?
Ramone
The ceremony starts normally until Margaret stops it and tells everyone the truth.
Q 20How much time does Gilbertson give Margaret to leave for Canada after she confesses?
24 hours
She heads back to the house to pack while Andrew and his father argue yet again.
Margaret, Andrew, his parents and the town's minister all get grilled.
Q 24In which Massachusetts town did filming begin on April 2, 2008?
Rockport
Part of the Cape Ann town was remodeled to pass for Sitka, and the famous red fishing shack Motif Number One appears.
Q 25Filming later moved for about two weeks to which other Massachusetts town?
Manchester-by-the-Sea
Other scenes were shot in Boston's State Street Bank Building and in Lower Manhattan.
Q 26Why was filming briefly delayed?
Bullock and her husband were in a car accident
The wedding scene was shot in a three-story Victorian home over three weeks; the owners recalled the production designer knocking to ask for leaves.
Q 27What did producers give Bullock and Reynolds for their nude scene, according to Bullock?
Fig leaves that kept falling off
She told Sky News that everyone acting like it was a normal day helped her relax.
Q 28Who composed the score?
Aaron Zigman
He recorded it with the Hollywood Studio Symphony at the Sony Scoring Stage.
Q 29What was the film's production budget?
$40 million
It grossed over $317 million worldwide, ranking 21st among 2009 releases.
Q 30Which films did The Proposal beat on its opening weekend in June 2009?
Year One, Up and The Hangover
It took over $34 million, nearly doubling Bullock's previous best opening.