How a former Microsoft employee pivoted to a career in comedy
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How a former Microsoft employee pivoted to a career in comedy
"I've been doing standup for 12 years. I went to UCLA, studied computer science, and started a comedy organization there. When I graduated, I went to Microsoft to be a software engineer in Seattle. In 2018, my friends and I started Tech Roast Show, which is a crowd-work show making fun of tech people, that we perform in tech hubs in the US, Europe, and India."
"In 2021, I left Microsoft to pursue comedy full-time. Now, when I perform locally, I'm at New York Comedy Club and Westside Comedy Club, and a bunch of smallerones. I just released a comedy special, and I'm about to go on tour in India for Tech Roast Show. I can't imagine doing anything else - but I approached the career change methodically, and pursuing this life isn't always as glamorous as people often fantasize about."
"It taught me three key learnings that I took with me as I juggled my full-time job and comedy. One of the main things I got from it was figuring out how to work remotely as soon as possible. I worked at Microsoft for four years, and after the first year, I convinced my manager to let me work remotely. In2018, I moved back to Los Angeles, worked in a WeWork during the day, and did shows at night."
The subject performed stand-up for over a decade, studied computer science at UCLA, and started a college comedy organization. After graduating, the subject worked as a software engineer at Microsoft and co-founded Tech Roast Show in 2018 to roast tech audiences internationally. In 2021, the subject left Microsoft to pursue comedy full-time, performing regularly at New York clubs, releasing a special, and preparing an India tour. The career change was approached methodically, applying lessons from The 4-Hour Workweek to secure remote work, maintain side-income strategies, and prioritize realistic monetization. Pursuing comedy required practical planning rather than glamor.
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