Are your short-term rentals sitting empty while your competitors rake in bookings? You might be targeting the wrong guest without even knowing it.

In this tough-love, numbers-driven solo episode, Kenny Bedwell, founder of STR Insights, reveals the six REAL buyer personas that drive every booking decision and why most hosts get it dead wrong.

Cut through the industry fluff: This episode breaks down how each persona thinks, what drives their decisions, and how seasonality radically shifts who you’re really marketing to. Whether you’re struggling to fill high-end properties, want to squeeze more out of the low season, or just avoid attracting guests who tank your reviews, this episode gives you direct, actionable insight you simply won’t find on other STR podcasts.

Stop the guesswork. Listen right now to protect your cash flow, outsmart your competition, and attract the guests you actually want. These frameworks are exclusive, urgent, and can change your booking game overnight.

Timestamped Highlights

00:02 – Dad shirts are back… but is your STR guest strategy stuck in winter?
00:44 – The secret reason you keep attracting the “wrong” guests (and how to fix it)
03:03 – Why budget buyers will ignore your amenities—and the pricing trap most hosts fall into
07:32 – Value seekers, Costco logic, and the most common STR buyer (are you missing easy profits here?)
10:46 – The convenience persona: Why location, reviews, and guarantees can replace discounts
13:17 – Experience seekers exposed: Social media-worthy guests—and the Instagram marketing mistake
16:55 – Luxury buyer drama: When high expectations drive guests to cancel… and why “luxury” is more than just a word
20:29 – Occasion seekers and the money left on the table when you ignore group dynamics

Mentioned Resources

Airbnb Luxe
Costco, Sam’s Club, Dollar Tree (buyer mindset examples)
Instagram (direct booking for experience stays)
Marriott, Sheraton (hotel chains, buyer persona contrasts)

Important Links

Want us to find the deals for you? https://strinsights.com
Get Top Markers for STRs (2025) - https://rebrand.ly/28b1df
Instagram – @kenny_bedwell
YouTube – Cash Flow Positive
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.

Who Is ACTUALLY Booking Your Property?