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Oskay worked plenty of other jobs before becoming a stand-up comedian
a decade ago, including assistant manager at an envelope manufacturing
company, stock broker, the proprietor of a short-lived coffeehouse and
restaurant kitchen manager.
“I got on stage for the first time the
week I turned 30, and I was horrible,” Oskay said. “I just stopped
throwing up before shows about five years ago. I was horrible. My jokes
were good. My writing was good, but I had never performed before, and
that was atrocious. I would shake and sweat profusely. It was not good.
It was funny but not for the reasons I wanted it to be funny.
became a goal of mine that I was going to win this,” he said. “I didn’t
care how many years it took, I was eventually going to get good enough
that someone would pay me to emcee. That was my goal, and it took four
years before I ever emceed, and things went rather quickly after that.”