Easier Said (1999)

Jack, a frustrated writer, quits his job in the publishing world because it's too crass and commercial. After catching his girlfriend with another man, Jack decides it's time to head out west to his uncle's lodge and write his great American novel. At the lodge, he meets a variety of quirky country characters who reject him at first as an outsider, but warm to his sincere effort to fit in. He also reunites with the girl he left behind when he went to the big city, a ski champion who has abandoned her Olympic dreams.