Wealth Juice | Real Estate, Personal Finance, Investing

Why This ESPN Host Is Betting on Real Estate (And You Should Too) | Gary Striewski E273

Episode Summary

Most people assume a dream job like hosting ESPN’s SportsCenter means you’ve made it financially, but Gary knows better. While building his career in sports media, he realized that a high paycheck doesn’t equal financial freedom. That’s why, during the pandemic, he turned to real estate as his long-term wealth strategy. In this episode, we dive deep into Gary’s journey from sports anchor to real estate investor, including how he turned $20,000 into 9 rental properties in under two years—all while keeping up with the demands of a national television career. He shares the lessons learned from early tenant struggles, the power of hands-on investing, and why he believes real estate is the ultimate wealth-building tool. We also talk about personal branding, the mindset required to succeed in both sports media and investing, and how he balances two high-performance careers at the same time. If you’ve ever wondered whether real estate is worth the effort, this episode proves that even those with elite careers still bet on real estate for financial security.

Episode Notes

Most people assume a dream job like hosting ESPN’s SportsCenter means you’ve made it financially, but Gary knows better. While building his career in sports media, he realized that a high paycheck doesn’t equal financial freedom. That’s why, during the pandemic, he turned to real estate as his long-term wealth strategy.


In this episode, we dive deep into Gary’s journey from sports anchor to real estate investor, including how he turned $20,000 into 9 rental properties in under two years—all while keeping up with the demands of a national television career. He shares the lessons learned from early tenant struggles, the power of hands-on investing, and why he believes real estate is the ultimate wealth-building tool.


We also talk about personal branding, the mindset required to succeed in both sports media and investing, and how he balances two high-performance careers at the same time. If you’ve ever wondered whether real estate is worth the effort, this episode proves that even those with elite careers still bet on real estate for financial security.