Davis Mitchell, a successful investment banker, struggles after losing his wife in a tragic car crash. Despite pressure from his father-in-law, Phil, 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 Mareno and, despite emotional and financial burdens of her own, the two form an unlikely connection.