Real Estate Investing with Coach Carson #416: 3 Real Estate Regrets That Still Haunt Me
Jun 6, 2025
After 22 years in the game, the host reveals three major regrets that continue to haunt him. A missed opportunity with a multi-family property and selling too soon stand out as painful lessons. He emphasizes the importance of financing creativity and the dangers of chasing quick cash flow. Investing in quality properties over low-cost options proves to be a smarter long-term strategy. Each regret serves as a teaching moment, encouraging aspiring investors to learn and grow from shared experiences.
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Missed Million-Dollar Deal Early
- Chad Carson missed a $1 million deal for 20 units because of lack of financing creativity and fear.
- The property is now worth about $7 million, showing the cost of not thinking boldly early on.
Selling Property Too Soon Costs
- Chad sold a house too soon for a $15,000 profit and missed out on huge appreciation.
- Holding that property could have grown his wealth to $500,000-$600,000 today.
Cash Flow vs. Wealth Building
- Chasing cash flow by buying cheap properties in low-demand areas leads to volatile returns and missed wealth growth.
- Focusing on higher-quality properties in growing markets builds more sustainable wealth over time.