The Side Hustle Show 4: How to Quit Your Job and Move to Hawaii, with Kai Davis
May 30, 2013
Kai Davis, an entrepreneur and marketer behind LookShiny, shares his inspiring journey from Oregon to Hawaii, fueled by his thriving freelance business. He discusses how he turned a teenage hobby into profit, including a quirky moment where he yelled, "Get your weekly enema!" to promote his services. Kai reveals tactics for raising prices confidently and framing freelance work as an investment. His insights on defining long-term success and overcoming fears in entrepreneurship are invaluable for aspiring side hustlers.
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Teen's Magic Card Business Bloomed
- Kai started a business buying and selling Magic the Gathering cards as a teenager, turning a passion into profit.
- He grew to manage two gaming stores and competed professionally, illustrating entrepreneurial hustle from a young age.
Comedy Paper Shouted on Campus
- Kai and a friend started "The Weekly Enema," a comedy newspaper at University of Oregon, distributing 300 copies by shouting in campus.
- It grew to 17 contributors, professional printing, and advertiser support, turning a simple idea into a community project.
Cold Calling to Sell Ads
- Kai sold ads for the Weekly Enema by cold calling local businesses, student organizations, and advertisers in competing papers.
- He learned to price ads better over time, eventually breaking even and then profiting.