![]() Sam thinks it's probably best to associate with women he already knows, so he calls an acquaintance from work, Victoria (Barbara Garrick), and arranges a date. Sam has resisted dating anyone, but after he comes home from work one afternoon to find Jonah sitting very close and listening to records with a precocious young girl named Jessica (Gaby Hoffmann), he feels an urgent need to try and find a mother-type for Jonah. Jonah tries to convince his father to go to New York City to meet Annie at the top of the Empire State Building on Valentine's Day (as her letter suggested), but Sam says no, it's too far away. Jonah, who has been working his way through the flood of mail, finds Annie's missive and thinks the fact that shes a fan of Brooks Robinson of the Baltimore Orioles is a "sign." The movie includes a number of such signs or omens. Her friend and co-worker, Becky (Rosie O'Donnell) secretly sends it to Sam. She actually drafts a letter to Sam, but decides not to send it. Annie has been having doubts about her future with Walter and she begins to wonder about a possible connection between her and Sam. Annie Reed, a journalist from Baltimore, Maryland, engaged to a nice but allergy-prone man named Walter (Bill Pullman), also hears the show with Dr. Thousands of women around the country, touched by the sad story of Sleepless in Seattle, send him letters (Jonah secretly provides Dr. Fieldstone learns that Sam has trouble sleeping, she decides to refer to him as Sleepless in Seattle. He admits that it would be best if Jonah had a mother figure. Fieldstone about how he's been taking it a day at a time and that he's not sure he could ever love another woman. ![]() Fieldstone persuades Jonah to put Sam on the phone. Marcia Fieldstone, a clinical psychologist who hosts a national radio talk show, and he requests a new wife for his father. Sixteen months later Sam is still disconsolate and Jonah is worried. Sam decides he and Jonah should move to Seattle, Washington to make a fresh start. He counsels his 8 year old son, Jonah (Ross Malinger), that it's hard to understand why she had to die, warning his son that if a person starts asking that question, they just go crazy. Sam Baldwin, a Chicago architect, has lost his wife (Carey Lowell) to cancer. Will magic happen twice in Sam's life, and if so will it be with this unknown woman or Annie? - Huggo However, old fashioned Sam wants his future love life to be based on meeting a woman the traditional way and he, in turn, becomes infatuated with an unknown woman he spots a few times in Seattle. Jonah is excited by one letter in particular from Baltimore and will do whatever he needs to to get his father and Annie together. Back in Seattle, Sam has received hundreds of letters from women wanting to meet him. She even writes to Sam proposing they meet atop the Empire State Building on Valentine's Day. But Annie's relationship with her straight-laced fiancé Walter is unlike her dream love life in the movie An Affair to Remember (1957). Annie's infatuation with Sam's story and by association Sam himself is despite being already engaged. Among the many women who hear Sam's story and fall in love with him solely because of it is Annie Reed, a Baltimore-based newspaper writer. On Christmas Eve, Sam (on Jonah's initiative) ends up pouring his heart out on a national radio talk show about his magical and perfect marriage to Maggie, and how much he still misses her. Although Jonah misses his mother, he wants his father to get a new wife despite Sam having not even contemplated dating again. Eighteen months later Sam is still grieving and can't sleep. After his wife Maggie passes away, Sam Baldwin and his 8-year-old son Jonah relocate from Chicago to Seattle to escape the grief associated with Maggie's death.
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