DiscoverCash Flow PositivePart 2: Prepare, Position and Profit from Selling a STR
Part 2: Prepare, Position and Profit from Selling a STR

Part 2: Prepare, Position and Profit from Selling a STR

Update: 2025-07-31
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Are you thinking about selling your short-term rental but unsure how to prepare it for a profitable sale? In this episode of the Cash Flow Positive podcast, host Kenny Bedwell sits down with real estate expert and investor Madeline Blum to unpack the strategic steps needed to maximize your return when exiting a short-term rental investment.

Madeline shares her insights from both the agent and investor perspective, offering practical advice on preparing a property for listing, managing guest experience during the transition, and understanding the realities of today’s saturated market. From the importance of budgeting and inspections to the value of patience and honesty, this conversation is a candid and informative guide for anyone considering selling an STR.


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 budgeting upfront for guest experience can make or break your STR’s performance
  • How to coach your clients for STR success before listing
  • Why a bad cleaner can hurt your reviews—and your ability to sell
  • The importance of routine inspections and functional appliances
  • Why pre-listing inspections are crucial in today’s competitive market
  • When it might be wiser to take a loss and move on
  • How to make executive decisions based on your unique situation
  • The value of leaning on local resources and being adaptable
  • Why honesty—from yourself and your agent—is key to success
  • Why patience is a necessary mindset in a slow market
  • And much more...


Guest Bio:       


Madeline Blum is a real estate agent and short-term rental investor with properties in multiple markets, including the Smoky Mountains, North Carolina, the Bourbon Trail, and Panama City Beach. With experience on both sides of the deal, she brings a strategic, investor-savvy approach to buying, selling, and managing STRs—always focused on creating long-term value and delivering exceptional service.


Resources:


Connect with Kenny on LinkedIn

Follow Kenny on Instagram

Follow Madeline on Instagram


Follow Madeline on Facebook



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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Part 2: Prepare, Position and Profit from Selling a STR

Part 2: Prepare, Position and Profit from Selling a STR