Part 2: The "Good" Deal Gone Bad with Brian Lambert


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Feb 06 2025 42 mins   2

What happens when a great deal turns bad? In this episode of the Cash Flow Positive Podcast, Kenny Bedwell welcomes Brian Lambert, an experienced real estate investor, to break down the realities of short-term rental investing.

Brian shares his journey in real estate, from flipping over 100 homes to building a successful short-term rental portfolio. He dives into the risks of over-projecting revenue, the importance of realistic expectations, and how misleading property listings can set investors up for failure. Through a real-life example, Brian explains why due diligence is critical and how knowing the market can prevent costly mistakes.


This episode is a must-listen for investors looking to make smarter decisions, avoid financial pitfalls, and navigate today’s shifting short-term rental landscape.


In This Episode You'll Learn:

  • Why investor expectations vs. reality can make or break a deal
  • How to spot red flags in revenue projections before purchasing a property
  • The difference between buying real estate vs. buying a business in STR investing
  • Why knowing your market is the single most important factor in making smart investments
  • The role of patience, persistence, and calculated risk in long-term success
  • And much more…


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