Fan Casting Ryan Phillippe as Caleb Hayes in Risking it all

rileyallen made this fan casting suggestion on July 1, 2025. What do you think? See below to cast your vote, or click here to see all fan casting suggestions for this role.

Ryan Phillippe as Caleb Hayes in Risking it all

Ryan PhillippeUnited States

50 years old
Matthew Ryan Phillippe (/ˈfɪlɪpi/; born September 10, 1974) is an American actor. After appearing as Billy Douglas on the soap opera One Life to Live (1992–1993) and making his feature film debut i...
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Risking it all

Risking it all

A driven, strait-laced valedictorian finds her carefully constructed world shattered when she falls for the enigmatic, rebellious quarterback, only to discover his dark secrets threaten to consume ...
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Ryan Phillippe is known for his roles in Flags of Our Fathers, Cruel Intentions, and Crash. He has been suggested by fans for 746 roles on myCast, including Eeyore in Winnie The Pooh: Blood and Honey . Similar actors include Leonardo DiCaprio, Jensen Ackles, and Matt Damon. Ryan Phillippe was suggested to play Caleb Hayes in Risking it all by rileyallen. Risking it all has 5 roles, including Amanda Campbell, J.J. Jones, and Priya Das.

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