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Scooter O'Cain began their work experience in 1982 at Bostick Oil as PR&S, working from June 1982 to February 1984. In 1984, they started at OCAIN Media&Marktg Group as the OMmg! Chief "O" and also became a partner at Geiger Bros. Promotional Agency, forming Geiger O'Cain Advertising, LLC. In 1999, Scooter joined OMg! OCAIN Media group! as the Chief "O" and remained in this role until 2017.

Scooter O'Cain attended Patrick Henry Academy from 1967 to 1978. Scooter did not obtain a degree or declare a field of study during this time. Afterward, they attended the College of Charleston, where they pursued a degree in Marketing Communications, Advertising Sciences, and Psychology. In terms of certifications, Scooter O'Cain obtained a Masters Advertising Specialist certification from the Promotional Products Association International (PPAI). However, specific details regarding the month and year of obtaining this certification are not provided.