Harris Tucker is a former number one tennis star, retired for the past eight years and living a lavish life in Santa Barbara, California. Suddenly homeless, friendless and penniless, he finds himself resigned to working as a farmhand on a vineyard in the Santa Barbara hills -- which he is clearly too good for and makes sure everyone knows it. But it is through his interactions with the family employing him, especially the two young children and their neurotic, divorced mother, that he begins to grow up, and discover that there really can be life after tennis.
Laura Walters returned to the family homestead with her two children after her divorce. For the past three years, she's lived with her father and younger brother and worked in the family grape growing business, in a steady but uneventful job. Reluctantly, she agrees to take on Harris Tucker as a farmhand, knowing his spoiled and selfish nature, and knowing he will be more work than help. Despite his ways, she can't help but notice how taken her kids are with him, and he with them, and finds herself falling for him, against her own better judgement and her family and friends' warnings.
Through Harris and Laura's interactions, (they each believe they could run the other's life better) they challenge each other to confront their past demons so they can move forward with their own dreams and goals.