Catch and Release

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 she'd 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.

Catch and Release is a 2006 romantic comedy film released by Columbia Pictures. It is the directorial debut of Susannah Grant, who wrote the film Erin Brockovich. It stars Jennifer Garner as a woman mourning her fiance's death who finds a more than welcoming shoulder to cry on in his best friend. Timothy Olyphant and filmmaker Kevin Smith co-star. Mat Kearney's song "Nothing Left to Lose" is used in commercials for the film.

Source: Wikipedia