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HBO and The Ringer's Bill Simmons hosts the most downloaded sports podcast of all time, with a rotating crew of celebrities, athletes, and media staples, as well as mainstays like Cousin Sal, Joe House, and a slew of other friends and family members who always happen to be suspiciously available.
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Most people think you need money, experience, or connections to invest in real estate. Caleb Hommel proves that’s completely wrong.
At 22 years old, Caleb already owns 113 rental units—and he’s under contract for another 76 units. His goal? $30 million in real estate this year.
How did he do it? In this episode, we break it all down.
🔹 Timestamps:
0:00 – The Secret to Finding Deals (Most People Never Do This)
0:05 – Meet Caleb Hommel: 22-Year-Old Real Estate Investor
0:23 – How Many Rentals Does Caleb Own? (The Number Will Shock You)
0:49 – The $30 Million Goal for This Year
1:10 – Why Caleb Was the LEAST Qualified to Buy Real Estate
2:01 – Where He Finds Deals (The Strategy That Works in Any Market)
3:00 – How He Met Every Property Owner in His Market in Just 6 Weeks
5:03 – Scaling Fast: The Mindset & Systems That Built His Portfolio
7:40 – The Power of Talking About What You Do (And How It Attracts Deals)
9:50 – How to Build Relationships That Get You Off-Market Deals
12:09 – Balancing Business, Investing, and Growth at a High Level
17:08 – The Most Expensive Lessons Learned (Avoid These Mistakes!)
25:54 – Why You Will Buy Deals If You’re Around People Who Buy Deals
32:50 – Closing Thoughts: Why Caleb Owns More Real Estate Than You
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