Buying out-of-state rental properties can feel like a gamble—so how do you ensure success and avoid costly mistakes? In this episode of Cash Flow Positive, Kenny Bedwell is joined by Jeana Deninger, an experienced short-term rental investor and consultant. With properties in Maine, Florida, and beyond, Jeana has mastered the art of managing STRs from a distance, ensuring they remain profitable while maintaining high guest satisfaction.

Jeana shares the critical steps every investor should take when purchasing and managing out-of-state properties, from choosing the right markets and assembling a reliable local team to marketing effectively and optimizing guest experiences. She also discusses common mistakes investors make and the red flags to watch for when working with property managers, cleaners, and maintenance teams.

If you’re thinking about expanding your real estate portfolio into new markets, this episode is packed with insider strategies to help you buy, manage, and scale STR properties like a pro. Enjoy! 

In This Episode You'll Learn:

• Why hiring the right professionals can make or break your STR business
• The importance of researching local markets and guest expectations
• How to properly vet and manage cleaners, handymen, and house managers
• The top mistakes investors make when buying properties sight unseen
• How to market your STR to stand out and maximize bookings
• Why you should never skip inspections—and how they can save you thousands
• The smart way to budget for amenities that increase guest satisfaction and ROI
• And much more…

Resources:

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SavvyBreezy.com 

Connect with Jeana on LinkedIn