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In Boulder, Colorado, Grady, who comes from an old money family but who has struck out on his own as a half owner of a fly fishing business, has just unexpectedly passed. Beyond her extreme grief, Gray, his loving fiancée, the two who were to be married in only a couple of days, is placed in a difficult position as they had no assets in their joint names, and without a will she is legally left with nothing of his except the engagement ring, one half of a family heirloom set along with the wedding ring she was about to receive, the engagement ring which his mother, Ellen, would like back. Gray cannot even afford to live in the rental house she and Grady were to live in, and as such, she, at least in the short term, moves into Gradys old room with his two roommates and best friends, Dennis, Gradys quiet, straight-laced business partner, and somewhat clueless Sam, a copywriter of sorts with Celestial Seasonings Tea. The fourth in that buddy friendship is Fritz, a Los Angeles based director of commercials, he who came in for the funeral and who is staying with Dennis, Sam and now Gray for as long as he is in town. Gray has never much liked seemingly self-absorbed Fritz, his current presence which only strengthens that notion as he displays no sense of anything about Grady, let alone grief. In the process of dealing with his estate, Gray discovers some hidden aspects of what was Gradys recent life, both of a financial nature and an associated personal nature. She turns in part to Gradys friends for answers and support, and while Dennis is the one who wishes she turned to in being secretly in love with her, Gray ends up bonding unexpectedly with Fritz as this information answers a lot of questions she had about his and Gradys friendship. Things within this grouping get even more complicated with the arrival into town from Los Angeles of a woman named Maureen and her preschool aged son Mattie, who are somewhat in the center of that hidden issue concerning Grady.
After the sudden death of her fiancé, Gray Wheeler finds comfort in the company of his friends: lighthearted and comic Sam, hyper-responsible Dennis, and, oddly enough, his old childhood buddy Fritz, an irresponsible playboy whom shed previously pegged as one of the least reliable people in the world. As secrets about her supposedly perfect fiancé emerge, Gray comes to see new sides of the man she thought she knew, and at the same time, finds herself drawn to the last man she ever expected to fall for.
Jennifer Garner
Gray
Timothy Olyphant
Fritz
Kevin Smith
Sam
Sam Jaeger
Dennis
Juliette Lewis
Maureen
Joshua Friesen
Mattie
Fiona Shaw
Mrs. Douglas
Tina Lifford
Eve
Georgia Craig
Persephone
Christopher Redman
Flower Delivery Guy
Joyce Krenz
Housekeeper
Sonja Bennett
Caterer
Yorgo Constantine
Co-Worker
Dan Parker
Deadhead Singer
Nancy Hower
Deadhead Singer
Jennifer Spence
Comforting Friend
Kyla Wise
Comforting Friend
Leanna Nash
Comforting Friend
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