Part 1: Finding deals before the end of the year

What separates a property that barely breaks even from one that dominates its market? It’s not just timing, it’s strategy.

In this episode of the Cash Flow Positive podcast, Kenny Bedwell shares hard-earned insights from his latest experiences in the field and on stage at the STR Wealth Conference. Drawing from real client case studies, personal portfolio wins, and lessons learned from analyzing hundreds of STRs, Kenny emphasizes one core principle: if you want to stand out, you need to do what 95% of people won’t, or can’t do.

Whether it’s investing in an unconventional niche, buying undervalued properties with built-in equity, or avoiding oversaturated markets that everyone’s rushing into, this episode offers a blueprint for smarter decision-making. Kenny doesn’t just talk numbers, he dives deep into mindset, strategy, and the critical difference between copying a great idea and creating one.

You will walk away with a sharper understanding of what makes an STR truly resilient and why now, more than ever, real estate investing requires bold moves and creative thinking. If you’ve been sitting on the sidelines or unsure where to focus your next property search, this episode will give you the urgency and clarity to act.

If you've enjoyed this episode of the Cash Flow Positive podcast, be sure to leave a review and subscribe today! Listen now and enjoy!

Key takeaways:

• Why you shouldn’t wait until fall to start searching for STR properties
• The 95% rule and how to apply it to your next investment
• What it really means to have a moat and how to create one
• How to spot undervalued properties with instant equity
• Why copying a good deal isn’t the same as creating one
• What investors are getting wrong in oversaturated markets
• The biggest mistake Kenny sees when hosts chase cash flow alone
• How to structure your next deal to survive any dip in revenue
• And much more...

Resources:

Connect with Kenny on LinkedIn

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Disclaimer: 

The views, information, or opinions expressed during this podcast are solely those of the individuals involved and do not necessarily represent those of the Cash Flow Positive podcast or its affiliates. The content provided is for informational and entertainment purposes only and is not intended to be a substitute for professional advice. We make no representations as to the accuracy, completeness, suitability, or validity of any information on this podcast and will not be liable for any errors, omissions, or delays in this information or any losses, injuries, or damages arising from its display or use. Listeners should consult with a professional for specific advice tailored to their situation. By accessing this podcast, you acknowledge that any reliance on the content is at your own risk.