It focuses on Anders Hill (Mendelsohn), a man in his mid-fifties who is newly retired. He's been long ensconced in "the land of steady habits," - the affluent hamlets of Connecticut that dot the commuter rail line - and is finally ready to reap the rewards of a sensible life.

With his grown son's (Mann) college tuition paid in full, Anders decides he's had enough of steady habits. So, he leaves his wife (Falco), buys a condo and waits for the freedom to transform him. Stripped of the comforts of his previous identity, he embarks on a clumsy and heartbreaking journey to reconcile his past with his present.