According to the Hollywood Reporter, LOST star Josh Holloway will join the cast of the new movie Stay Cool. Hilary Duff recently joined the cast along with Winona Ryder, Mark Polish, Sean Astin and Chevy Chase. According to the article "Holloway will play Wino, the author's ne'er-do-well high school buddy who encourages him to seek out his long lost high school flame."
This movie already had an eclectic cast, and the addition of Holloway makes it even more interesting.