The Short Term Show

Kenny Bedwell, founder of STR Insights and short-term rental data analyst, breaks down why the market is stabilizing rather than collapsing. He highlights the widening gap between average and top 10% performers. They cover professionalizing operations, financing pitfalls like overleveraging, strategic asset choices such as one-bedrooms, and how to scale thoughtfully toward top-tier performance.

On this week's episode, Avery is joined by Ross Alcorn, founder of Itinerary Boss, to break down how real estate investors can use credit card strategy to turn everyday spend into serious travel rewards or bottom-line value. Ross shares how his background in sales, real estate investing, and trip planning led him to uncover powerful points strategies—from welcome bonuses to transferable currencies—that most investors completely overlook. They dive into common mistakes like underutilizing Amex points, paying vendors via ACH without earning rewards, and leaving massive value on the table when furnishing or renovating properties. This episode is a practical crash course on leveraging credit cards smarter to fund travel freedom without increasing spending. How to connect with Ross: https://www.instagram.com/itineraryboss https://www.linkedin.com/in/rossalcornru/ https://open.spotify.com/show/1mmMJ6z3JdEOUJKUjLh8bD?si=a0e79b04f3084e68 How to connect with Avery: The Short Term Shop - https://theshorttermshop.com/ Short Term Shop Plus - stsplus.com Follow Avery Carl on Instagram Follow Avery Carl on TikTok Join the Short Term Shop Facebook group Check out the Short Term Shop on YouTube   For more information on how to get into short term rentals, read Avery’s books: Smarter Short Term Rentals - Buy it on Amazon Short-Term Rental, Long-Term Wealth: Your Guide to Analyzing, Buying, and Managing Vacation Properties – Buy it on Amazon Production done by Outlier Audio

On this week’s episode, Avery is joined by Stacey St. John to dig into what’s really happening in today’s short-term rental market, with a particular focus on Myrtle Beach. They discuss how travel behavior has shifted toward more last-minute bookings, why pricing and revenue management matter more than ever, and how investors should think about buying opportunities in slower, more negotiable vacation markets. Stacey also shares her approach to scaling a property management portfolio, the importance of early bookings, and why tools like PriceLabs still require hands-on strategy. The conversation wraps with insights on growth goals, market seasonality, and opportunities for women looking to deepen their short-term rental education. How to connect with Stacey: https://staceystjohn.com/https://www.instagram.com/stacey_st.john/ https://www.linkedin.com/in/staceystjohn/ How to connect with Avery: The Short Term Shop - https://theshorttermshop.com/ Short Term Shop Plus - stsplus.com Follow Avery Carl on Instagram Follow Avery Carl on TikTok Join the Short Term Shop Facebook group Check out the Short Term Shop on YouTube   For more information on how to get into short term rentals, read Avery’s books: Smarter Short Term Rentals - Buy it on Amazon Short-Term Rental, Long-Term Wealth: Your Guide to Analyzing, Buying, and Managing Vacation Properties – Buy it on Amazon Production done by Outlier Audio

On this week's episode, Avery is joined by Kira D’Annunzio to share how she built a highly successful Poconos short-term rental by leaning into branding, storytelling, and knowing her exact guest avatar. Kira walks through her journey from repeated career layoffs to financial independence through real estate, explaining how she used equity, off-market deals, and flexible rental strategies to scale her portfolio. They dive deep into why experience-driven properties outperform generic “luxury” listings, how her Bigfoot-themed cabin consistently earns five-star reviews without expensive amenities, and why targeting families and kids has been a massive competitive advantage. How to connect with Kira: airbnb.com/h/bigfootsnook How to connect with Avery: The Short Term Shop - https://theshorttermshop.com/ Short Term Shop Plus - stsplus.com Follow Avery Carl on Instagram Follow Avery Carl on TikTok Join the Short Term Shop Facebook group Check out the Short Term Shop on YouTube   For more information on how to get into short term rentals, read Avery’s books: Smarter Short Term Rentals - Buy it on Amazon Short-Term Rental, Long-Term Wealth: Your Guide to Analyzing, Buying, and Managing Vacation Properties – Buy it on Amazon Production done by Outlier Audio

On this week's episode, Avery is joined by her husband Luke for a candid end-of-year wrap-up on what actually happened in short-term rentals and real estate in 2025—and what fundamentals will matter most going into 2026. They dig into why the market finally feels “boring” again (and why that’s a good thing), how low transaction volume means we’ve effectively been in a housing downturn for years, and why vacation markets feel cycles more intensely than primary-home markets. Avery and Luke also break down declining travel demand, the over-obsession with expensive amenities, and why long-term thinking, pricing discipline, and solid systems—not gimmicks—will win in the next phase of the cycle. How to connect with Avery and Luke: The Short Term Shop - https://theshorttermshop.com/ Short Term Shop Plus - stsplus.com Follow Avery Carl on Instagram Follow Avery Carl on TikTok Join the Short Term Shop Facebook group Check out the Short Term Shop on YouTube   For more information on how to get into short term rentals, read Avery’s books: Smarter Short Term Rentals - Buy it on Amazon Short-Term Rental, Long-Term Wealth: Your Guide to Analyzing, Buying, and Managing Vacation Properties – Buy it on Amazon Production done by Outlier Audio

Join Chuck Kramer, a savvy former government/IT pro and short-term rental owner, as he explores the potential housing crash. He shares insights on how the Fed's shift to quantitative easing might impact borrowing costs and credit availability. Chuck delves into why vacation markets are feeling more pressure than primary home markets and discusses how a weaker dollar could influence travel demand. With an eye on economic trends, he reveals potential asset flows into real estate amidst tightening conditions. A must-listen for anyone tracking the housing landscape!

Joe Young is an Austin-based luxury short-term rental operator and co-founder of SPRKhost, known for his impressive portfolio and the new ExperiHaus platform. He shares his journey from a Lake Travis vacation home to managing over 20 high-end listings, revealing strategies like combining neighboring properties for mega-listings. Joe also discusses the recent market changes in Austin, emphasizing it as a correction, and introduces ExperiHaus, a TV-based solution to enhance guest experiences and generate extra revenue for hosts.

On this week's episode, Avery is joined by Naomi Brown, a commercial real estate agent and owner of the iconic Hanes Shoe House in York, Pennsylvania. She shares the wild backstory of the three-bedroom, shoe-shaped home that was originally built in 1950 as a marketing stunt for a local shoe store and how she transformed it from an ice cream shop into a short term rental grossing around $100,000 a year. Naomi and Avery dig into how to price truly one-of-a-kind properties, manage heavy maintenance on quirky builds, and use history, nostalgia, and souvenirs to create memorable guest experiences that drive five-star reviews.  How to connect with Naomi: https://www.hainesshoehouse.com/ How to connect with Avery: The Short Term Shop - https://theshorttermshop.com/ Short Term Shop Plus - stsplus.com Follow Avery Carl on Instagram Follow Avery Carl on TikTok Join the Short Term Shop Facebook group Check out the Short Term Shop on YouTube   For more information on how to get into short term rentals, read Avery’s books: Smarter Short Term Rentals - Buy it on Amazon Short-Term Rental, Long-Term Wealth: Your Guide to Analyzing, Buying, and Managing Vacation Properties – Buy it on Amazon Production done by Outlier Audio

Jake Cohen, founder of Step by Step BNB and a hospitality pro, shares insights from nearly a decade in revenue management. He discusses the common pitfalls investors face, notably overpricing and misunderstanding pricing strategies. Jake emphasizes shifting the mindset from nightly rates to total revenue, revealing how strategic minimum stay adjustments can boost bookings. He also highlights the importance of using dynamic pricing and data-driven strategies, along with key lessons from his early experiences in short-term rentals.

Join Brittany Magsig, a former social worker turned short-term rental investor and the creative mind behind Mountain Mama Cabins. Brittany shares her inspiring journey from the classroom to real estate, motivated by motherhood and the quest for freedom. She discusses her first cabin purchase in the Smoky Mountains, management hurdles, and her impressive TikTok strategy that drives over 70% of her bookings. The conversation also dives into adapting to market changes and the power of authenticity in growing a successful rental business.