Caleb was born in Seoul, South Korea to ex-pat parents and spent his entire childhood overseas in Asia and Europe. He attended military college in the US and then spent 6 years in the Marines.

He then moved to New York City and found a new passion in acting, studying at Anthony Meindl's Actor Workshop. Based on his military training, somebody thought he could throw punches, so he started with stunts on Person of Interest. Then he was cast on the AMC series Feed the Beast and CBS series Limitless. It was at that time when a "biker from the village people" look-alike was needed, and he was cast as Ricky in the Amazon Original Series Red Oaks.

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Caleb also holds an MFA in Screenwriting from the Feirstein Graduate School of Cinema at Brooklyn College.