Graduated from the College of William and Mary with a degree in economics
Moved shortly after college to Los Angeles to learn comedic improv at the Groundlings Theater
Made his theatrical debut in the United Kingdom in the musical Buddy, where he played the lead role of Buddy Holly and performed for Queen Elizabeth
Originally appeared in the British version of Whose Line Is It Anyway?; he later moved to become a regular in the US version
Tours through the United States with the improv group called Whose Live Anyway?; the group is made up of him and of his former Whose Line Is It Anyway? cast mates
His son Chase took Esten's Nashville TV daughter Lennon Stella to his senior prom