After the loss of his wife, BILL PONDER (Simmons) and his 17-year-old son WES move out of their small town into the big city in an attempt to have a fresh start. As they each begin to adjust to their new life and seek ways to heal their wounds, they both find comfort in newfound romance. Wes meets LACY, an introverted but fierce girl whose enigmatic personality captivates Wes' attention, and Bill meets CARINE, a compassionate and elegant teacher whose own past heartaches resonate with his. As relationships are tested, Bill and Wes grow apart and back together again while discovering their true selves in the process.

At 35, Tripp has an interesting job, a hip car, a passion for sailing, and a great house - trouble is, he lives with his parents. They want him out, so they hire Paula, an "interventionist," who has a formula in these cases: chance encounter, get him to ask her out, involve him in a trauma, meet his friends and get their nod, delay sex, have him teach her something, then launch him. It's worked up to now, but this gets complicated when Tripp thinks she's getting too serious and one of his pals is attracted to Paula's deadpan, semi-alcoholic roommate, who's plagued by a mockingbird. Too many secrets may scrub the launch, and what if Paula really likes him? Who can intervene then?