Cash Flow Positive

Part 1: Prepare, Position and Profit from Selling a STR


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Are you thinking about selling your short-term rental property, but unsure how to get top dollar for it? In this episode of the Cash Flow Positive podcast, Kenny Bedwell shares a step-by-step guide to help you prepare, list, and profit from selling your STR.

You’ll learn what documents to gather, how to estimate your property’s value, what buyers are really looking for, and how to present your property in the most attractive light. Kenny also explains common mistakes to avoid, like underestimating how much your property is worth or ignoring the emotional aspects of the sale.

Thinking of selling your short-term rental? Don’t list it before you listen to this episode. Kenny breaks down how to prep your STR like a pro—from documents and value estimates to buyer psychology and profit strategy. Whether you’re weeks or years away from a sale, this episode will help you exit smart.


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:


  1. The importance of keeping your data clean and organized
  2. How to estimate your property’s value based on market context
  3. What information to include in a property packet for buyers
  4. Why making your listing “look like a business” boosts its appeal
  5. The emotional side of selling a property and how to prepare for it
  6. Common pitfalls sellers face when trying to exit
  7. How to communicate the true potential of your STR to investors
  8. And much more...


Important Links
  1. Want us to find the deals for you? https://strinsights.com
  2. Get Top Markers for STRs (2025) - https://rebrand.ly/28b1df
  3. Instagram – @kenny_bedwell
  4. YouTube – Cash Flow Positive
  5. LinkedIn – Kenneth Bedwell

Cash Flow Positive is an original podcast hosted by Kenny Bedwell. Brought to you by STR Insights. Production and editing by Podcast Your Brand.


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.

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Cash Flow PositiveBy Kenny Bedwell

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