The Proposal Trivia
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47 free The Proposal trivia questions with answers — entertainment quiz, new questions added Sep 2026.
A Canadian editor, a fake engagement and a grandmother who chants in the woods. This The Proposal trivia quiz has 47 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 47 questions with answers and explanations. Play the quiz
Q 01What nationality is Margaret Tate, which puts her at risk of deportation?
Canadian
Canadian by birth, Margaret faces being sent home over a visa violation, so she strong-arms her assistant into a green-card marriage.
Q 02In The Proposal, what is Margaret Tate's job?
Editor-in-chief at a book publisher
Editor-in-chief at a book publisher, Margaret is so disliked that her bosses plan to hand the job to Bob Spaulding, the editor she has just fired, if she is deported.
Q 03Who directed The Proposal?
Anne Fletcher
Anne Fletcher signed on in January 2008, the very week her 27 Dresses opened, by which time both stars were already attached.
Q 04In The Proposal, what does Andrew demand in return for agreeing to marry Margaret?
A promotion to editor
A promotion to editor is his price: once he grasps how badly she needs him, the long-suffering assistant turns the blackmail around on his boss.
Q 05What does Andrew make Margaret do outside the immigration office before he accepts her deal?
Kneel and ask him nicely
Kneel and ask him nicely: the boss who barks orders all day has to get down on one knee in the street, and he still makes her say it again like she means it.
Q 06Besides a $250,000 fine, what does agent Gilbertson warn Andrew he risks for marriage fraud?
Five years in prison
Five years in prison, on top of the fine, 'changes things', Andrew tells Margaret outside, and he starts naming his price for going along.
Q 07What family occasion takes Andrew and Margaret to Alaska for the weekend?
His grandmother's 90th birthday
His grandmother's 90th birthday was already in his diary for that weekend, so the fake fiancée has to come along and face the whole family.
Q 08What surprises Margaret about Andrew's family when she arrives?
They are wealthy
They are wealthy, and Margaret is thrown that her assistant never said so; Andrew's answer is that he isn't rich, his parents are.
Q 09Who plays Andrew's grandmother Annie, known as Gammy?
Betty White
Betty White's Gammy arrived just ahead of her late-career revival: within a year a Super Bowl ad and a fan campaign had put her on Saturday Night Live as host, and the episode won her an Emmy.
Q 10Who plays Andrew's father, Joe Paxton?
Craig T. Nelson
Craig T. Nelson plays a father still sore that his son turned down the family business and left home, though he does try to apologise after they argue.
Q 11Who plays Andrew's mother, Grace?
Mary Steenburgen
Mary Steenburgen's Grace welcomes Margaret warmly, then rounds on her husband Joe over his feud with their son, an argument Margaret overhears.
Q 12What does an eagle snatch from Margaret right after she rescues the family's puppy from it?
Her cell phone
Her cell phone is what the eagle takes, so the frantic editor holds the puppy back up toward the sky, offering the bird a trade.
Q 13Which sitcom made The Proposal's Oscar Nuñez famous?
The Office
The Office cast Nuñez as Dunder Mifflin accountant Oscar Martinez after the Cuban-born comic moved to Los Angeles and joined the Groundlings improv company.
Q 21What does Gammy Annie fake to force Andrew and Joe to reconcile?
A heart attack
A heart attack is the ruse: once father and son promise to bury the hatchet aboard the rescue plane, Gammy sits up and orders the pilot to the airport.
Q 22Where does Andrew finally tell Margaret he loves her?
At their New York office
At their New York office, in front of the whole staff, Andrew asks her to marry him for real, because he would like to date her.
Q 23What happens during The Proposal's end credits?
Gilbertson interviews the whole family
Q 14Who plays Andrew's ex-girlfriend Gertrude?
Malin Åkerman
Malin Åkerman, seen that same year in Watchmen, plays Gertrude, the hometown sweetheart Andrew left behind when he moved to the big city.
Q 15What does Gertrude tell Margaret at the bachelorette party?
Andrew once proposed to her and she refused
Andrew once proposed to her and she refused, Gertrude admits, because she never wanted to leave home for New York; she adds that she is glad he found Margaret.
Q 16How do Grace and Annie celebrate Margaret's bachelorette?
A trip to a bar with an exotic dancer
A trip to a bar with an exotic dancer puts a mortified Margaret at the center of the act, and it is there that Gertrude opens up to her.
Q 17What does Margaret confess to Andrew about her past?
Her parents died when she was 16
Her parents died when she was 16, she confides one night, and admitting she is not as tough as she acts is what starts drawing the two closer.
Q 18How does Andrew respond when Gilbertson turns up in Alaska offering him a way out?
He insists the wedding is on
He insists the wedding is on, even with his father urging him to take the deal; it is Margaret who later pleads with him to reconsider.
Q 19Who officiates Andrew and Margaret's wedding in The Proposal?
Ramone
Ramone, already seen waiting tables and minding the Paxton store, turns out to be the minister too, until Margaret halts the vows to confess.
Q 20What does Gilbertson give Margaret after she confesses at the altar?
A day to leave
A day to leave is all Gilbertson gives her: 24 hours to pack and go, and her plane takes off before Andrew can stop it.
Gilbertson interviews the whole family, firing off ever sillier questions in the immigration grilling the film kept promising.
Q 24The Proposal's Alaskan hometown was actually filmed mostly in which US state?
Massachusetts
Massachusetts doubled for Alaska: the harbor town of Rockport was dressed as Sitka, and its famous red fishing shack, Motif No. 1, can be spotted on screen.
Q 25What does Margaret stumble on Gammy doing alone in the woods?
Chanting thanks to Mother Earth
Chanting thanks to Mother Earth beside a campfire, Gammy pulls Margaret into the ritual, and the buttoned-up editor ends up dancing along.
Q 26How does Margaret end up needing Andrew to rescue her on the water?
She falls out of their speedboat
She falls out of their speedboat, and Margaret has already admitted she cannot swim, so she flounders until Andrew comes to the rescue.
Q 27How do Margaret and Andrew first end up naked in each other's arms?
They collide by accident
They collide by accident, she hunting for a towel after her shower and he heading in for his, and tumble to the floor in a tangle of limbs.
Q 28Reviewers said Margaret's reign of terror over her office borrowed from which earlier film?
The Devil Wears Prada
The Devil Wears Prada was the comparison several critics reached for, though one added that Bullock's office witch could not touch Meryl Streep's.
Q 29Before The Proposal, Sandra Bullock's biggest opening weekend belonged to which 2007 thriller?
Premonition
Premonition had opened to $17.6 million; The Proposal nearly doubled that, giving Bullock by far the best debut of her career.
Q 30What makes Andrew blurt out the engagement at his welcome-home party?
A public jab from his father
A public jab from his father does it: Joe accuses him, in front of the guests, of using his boss to get ahead, and Andrew fires back with the news.