Proposal, The (film) When high-powered book editor Margaret Tate faces deportation to her native Canada, the quick-thinking executive declares that she is actually engaged to her unsuspecting put-upon assistant Andrew, whom she has tormented for years. He agrees to participate in the charade, but with a few conditions of his own. The unlikely couple heads to Alaska to meet his quirky family and the always-in-control city girl finds herself in one fish-out-of-water comedic situation after another. With an impromptu wedding in the works and an immigration official on their tails, Margaret and Andrew reluctantly vow to stick to the plan despite the precarious consequences. A Touchstone Picture. Released on June 19, 2009 in the U.S., after a June 17 release in Belgium. Directed by Anne Fletcher. Stars Sandra Bullock (Margaret), Ryan Reynolds (Andrew Paxton), Malin Akerman (Gertrude), Mary Steenburgen (Grace Paxton), Craig T. Nelson (Joe Paxton), Betty White (Grandma Annie), Denis O’Hare (Mr. Gilbertson), Aasif Mandvi (Bob Spaulding), Oscar Nuñez (Ramone), Michael Nouri (Chairman Bergen). 108 min. Filming began on March 31, 2008, in Massachusetts, in CinemaScope. Some minor adjustments turned the Massachusetts towns of Rockport, Manchester-by-the-Sea, and Gloucester into Sitka, Alaska.