Davis (Jake Gyllenhahl), a successful investment banker, struggles after losing his wife in a tragic car crash. Despite pressure from his father in law Phil (Chris Cooper) to pull it together, Davis continues to unravel. What starts as a complaint letter to a vending machine company turns into a series of letters revealing startling personal admissions. Davis' letters catch the attention of customer service rep Karen (Naomi Watts) and, amidst emotional and financial burdens of her own, the two form an unlikely connection. With the help of Karen and her son Chris (Judah Lewis), Davis starts to rebuild, beginning with the demolition of the life he once knew.
Jake Gyllenhaal, Naomi Watts, Heather Lind, Chris Cooper, Polly Draper, Judah Lewis, C.J. Wilson, Debra Monk, Malachy Cleary, Wass Stevens, Blaire Brooks, Ben Cole, Brendan Dooling, James Colby, Alfredo Narciso, Madison Arnold, Gregory Haney, James Young, Bjorn Dupaty, Jane Dashow, Tom Kemp, Royce Johnson, Hani Avital, Elizabeth Loyacano, Celia Szeming Au, Aaron Bantum, Kevin Herbst
Jean-Marc Vallée, Molly Smith, Trent Luckinbill, Lianne Halfon, Russell Smith, Sidney Kimmel, John Malkovich, Thad Luckinbill, Jason Reitman, Helen Estabrook, Nathan Ross, Ellen H. Schwartz, Carla Hacken, Bruce Toll, Bryan Sipe, Jon Schumacher, Emma McGill