On this week's episode, Avery is joined by Wayde Hall from the Short Term Shop for a hands-on walkthrough of how he uses Price Labs Market Dashboards to analyze properties in detail. Wayde demonstrates step-by-step how to filter for specific property types, review counts, and amenities, then sort by revenue to identify top performers and pinpoint areas for improvement. He shows how to spot seasonality trends, set realistic pricing expectations, and understand which amenities or policies impact booking rates. The episode is packed with actionable tips for both beginner and seasoned investors who want to get beyond surface-level data and make smarter STR decisions.

How to connect with Avery:

The Short Term Shop - https://theshorttermshop.com/
www.strquestions.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

On this week's episode, Avery is joined by Wayde Hall, a Short Term Shop agent in the Smoky Mountains, to dive into how he uses Price Labs Market Dashboards for short-term rental analysis. Wayde explains how this tool offers highly granular data—like occupancy rates, cleaning fees, and guest capacity—allowing investors to spot performance patterns rather than relying on broad averages. They discuss strategies for comparing neighborhoods, filtering for top-performing properties, and avoiding costly mistakes caused by misleading data from other platforms. Wayde also shares his top tips for new users to avoid overwhelm and focus on the most impactful filters for smarter investment decisions.

How to connect with Wayde:

www.theshorttermshop.com

How to connect with Avery:

The Short Term Shop - https://theshorttermshop.com/
www.strquestions.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

On this week’s episode, Avery is joined by Bobby Birch, a new investor who’s crushing it with his very first short-term rental in the Smoky Mountains. Bobby shares how he and his wife bought a one-bedroom cabin in late 2023—at the peak of interest rates—and still grossed $98K in their first ten and a half months. He breaks down how thoughtful amenities, great hospitality, and proactive guest service helped them earn 127 five-star reviews. Bobby also dives into how they used a 5/1 ARM refinance to slash their mortgage payment and offers advice for staying hands-on and scaling the right way.

How to connect with Avery:

The Short Term Shop - https://theshorttermshop.com/
www.strquestions.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

On this week’s episode, Avery is joined by Adrienne Green, a real estate investor, former teacher, and full-time world traveler who built a self-sufficient short-term rental business with the help of virtual assistants and great systems. Adrienne shares how she went from house hacking her basement to building a portfolio of long- and short-term rentals in Myrtle Beach, including a seller-financed deal. She explains how strong SOPs, tech tools like Monday.com, and smart delegation allow her to manage properties remotely while slow-traveling the world with her husband and three kids.

How to connect with Adrienne: 

https://adriennegreen.com/

https://www.instagram.com/arealgreen/

http://youtube.adriennegreen.com/

https://www.linkedin.com/in/adrienne-green-real-estate/

https://www.facebook.com/ARealGreen123

How to connect with Avery:

The Short Term Shop - https://theshorttermshop.com/
www.strquestions.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

On this week’s episode, Avery is joined by Barbara Schreihans, founder of Your Tax Coach, to dive into the powerful intersection of real estate investing and tax strategy. Barbara shares her insights on how short-term and mid-term rentals can be leveraged strategically depending on your income year, explaining how to maximize the short-term rental loophole and when to pivot to mid-term rentals for efficiency. She also offers real-world audit-proofing tips, outlines common mistakes investors make with tax prep, and explains why choosing the right tax professional is just as important as picking the right property. 

How to connect with Barbara:

www.yourtaxcoach.com

@yourtaxcoach on IG

How to connect with Avery:

The Short Term Shop - https://theshorttermshop.com/
www.strquestions.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

On this week’s episode, Avery is joined by Chad Gallagher, a tech-turned-real-estate entrepreneur who’s built and sold a 5,000-door property management company, owns over 200 long-term rentals, and now focuses on acquiring what he calls "iconic" short-term rental properties. Chad shares the details behind his high-end STR portfolio—including a 9-bedroom Chesapeake Bay estate and a 400-acre working winery—while diving into his unique acquisition strategies through tax sales, distressed assets, and off-market deals. He also explains why branding, adding bedrooms, and leveraging complexity are his keys to long-term success.

How to connect with Chad:

RealEstateHackers.com

TheBayBreak.com

How to connect with Avery:

The Short Term Shop - https://theshorttermshop.com/
www.strquestions.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

On this week's episode, Avery is joined by Jane Ng, a Bay Area-based investor who pivoted into real estate after her daughter's health challenges made traditional work unsustainable. Jane shares how she grew her portfolio to include long-term rentals in Arkansas, four profitable short-term rentals in California, and ten co-hosted properties—all while raising three kids. She dives into her strategy for selecting overlooked markets, leveraging conventional financing, and using short-term rentals to unlock time freedom for parents. Her story is a powerful reminder of how real estate can transform lives beyond just finances.

How to connect with Jane: 

@theinvestingmom on IG

How to connect with Avery:

The Short Term Shop - https://theshorttermshop.com/
www.strquestions.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

On this week’s episode, Avery is joined by Michael Chang, a seasoned short-term rental investor who manages 38 properties across Philadelphia, the Smoky Mountains, and the Catskills using both ownership and arbitrage strategies. Michael shares how he's scaled efficiently by leveraging technology like HelloHost.ai and VA teams, and why differentiation and guest experience are critical to success in today’s competitive landscape. He dives into the importance of investing in quality properties and intentional amenities, while also discussing how market dynamics are evolving in both metro and vacation markets.

How to connect with Michael: 

@michaelchangbnb

How to connect with Avery:

The Short Term Shop - https://theshorttermshop.com/
www.strquestions.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

On this week's episode, Avery is joined by Tammy Gibbons, who shares how she and her husband transformed their 120-acre Wisconsin family farm into a thriving short-term rental business through a 1031 exchange. Tammy discusses how they landed on Panama City Beach as their market, the decision to self-manage while balancing full-time careers and parenting, and why condos—despite the stigma—ended up being the right investment. She also dives into how systems, communication, and intentional habits have helped her stand out and succeed, grossing $200K annually from two beachfront condos. 

How to connect with Tammy:

www.enjoytheviewstr.com 

How to connect with Avery:

The Short Term Shop - https://theshorttermshop.com/
www.strquestions.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

On this week’s episode, Avery is joined by Taylor Jolly, founder of Roam Free Vacation Home Rentals, to discuss how he transitioned from construction project management to profitable real estate investing. Taylor shares how he’s made co-living and large short-term rentals cash flow in expensive markets like Austin, leveraging creative strategies like hard money loans and wholesaler deals. He also explains how his hospitality-focused brand Roam Free helps other investors find, design, and manage standout STRs in the Texas Hill Country. From poker sheds to above-ground pools, Taylor’s story is a great reminder that there’s more than one way to win in real estate. 

How to connect with Taylor:

https://roamfreevhr.com/
https://www.instagram.com/roamfreevhr/

How to connect with Avery:

The Short Term Shop - https://theshorttermshop.com/
www.strquestions.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