- A self-described "geek" in high school, he moved from the East Coast to California in the late 1980s. He helped pay his way through college in San Francisco by performing at the comedy club The Punch Line, the place that gave Robin Williams his start. Upon graduating, Jonathan and his then-girlfriend packed up and moved to L.A.
- Jonathan landed a job selling cars in an Orange County, California, showroom. It was while watching a porn video with a new girlfriend in 1988 that he was inspired to try his luck in the porn industry.
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