Real Wealth Show: Real Estate Investing Podcast Mikey Taylor: From Pro Skateboarder to Real Estate Investor
Jan 13, 2026
Mikey Taylor, a former pro skateboarder turned real estate investor and mayor of Thousand Oaks, shares his journey from athlete to entrepreneur. He discusses the importance of financial discipline and mentorship in achieving long-term wealth. Mikey reveals his strategy of setting a 'financial freedom number' and investing in self-storage and multifamily properties. He highlights the current real estate landscape as a unique opportunity amid housing shortages and emphasizes the need for affordable housing solutions in California.
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Life As A Pro Skateboarder
- Mikey describes pro skateboarding as a dream job that let him travel the world and build a brotherhood-like community.
- He emphasizes the unique early-career exposure and lifestyle that came with sponsorships and global travel.
Grow Income, Don't Inflate Lifestyle
- Focus first on growing your income and resist lifestyle inflation to create investable surplus.
- Define a clear financial freedom number and allocate assets to reach that goal, including real estate and retirement accounts.
Start With Your Financial Freedom Number
- Start with the end in mind by setting a financial freedom number that covers future life needs.
- Reverse-engineer the required investable capital and pick assets that deliver the yield to reach that income target.