The Short Term Show

Avery is joined by Yok to revisit the Blue Ridge, Georgia market and explain why it's one of the most overlooked opportunities for short-term rental investors. They discuss what continues to drive demand from Atlanta, Florida, and other nearby metro areas, why Blue Ridge offers less competition than the Smoky Mountains, and the types of cabins that perform best in today's market. Yok shares what b...

Avery is joined by Jeremy Udovich, founder of Sheboygan Vacation Rentals, to discuss how he went from a career in golf and software sales to building a thriving short-term rental portfolio and management company in Wisconsin. Jeremy shares how a single property near Lake Michigan grew into a portfolio of owned and managed vacation rentals, why Sheboygan’s beaches, golf courses, racetrack, and outd...

On this week's episode, Avery is joined by Kelsey Ardoin to break down what’s working right now in the Galveston and Crystal Beach short-term rental market. Using one of her own properties as a case study, Kelsey shares how investors can dramatically improve bookings without spending tens of thousands on major renovations, focusing instead on guest experience, outdoor entertainment spaces, hot tub...

On this week's episode, Avery is joined by Chris McKenna, a former Fortune 500 executive who retired at 49 after building a portfolio of short-term rentals across Alabama, Oklahoma, and Maine. Chris shares how hearing Avery on a BiggerPockets podcast sparked his real estate journey, leading him from a demanding corporate career to owning multiple vacation rental properties that now generate nearly...

On this week's episode, Avery is joined by Lance Lalanne, a Louisiana-based business executive and real estate investor who transformed his family's dream of owning a beach condo into a successful short-term rental business. Lance shares how a conversation with a friend, Avery’s audiobook, and guidance from the Short Term Shop team helped him confidently purchase a condo in Orange Beach, Alabama,...

Avery Carl sits down with Erica and Jon Larson, a former teacher and a VP of sales who turned a career shake-up into a thriving short‑term rental business. They share the real, often messy process of leaving their W‑2 jobs—starting with a tight budget, learning the hard way why you never skip a home inspection, and the nightmare of trusting a realtor who wasn’t an STR expert. From teaching kinderg...

Avery is joined by Short Term Shop agent Stacey Lancaster to explore the current state of short-term rental investing across Texas Hill Country and the Austin area. Stacey explains why the market currently favors investors who are willing to negotiate, create memorable guest experiences, and look beyond turnkey properties to add value through design and management. They also discuss how continued...

Avery Carl is joined by Short Term Shop agent Cody Roberts to break down why Southern Utah has become an increasingly attractive short-term rental market. They discuss the tourism demand driven by Zion National Park and the surrounding outdoor attractions, the strict permit regulations that help prevent oversaturation, and the types of properties that perform best in the market. The conversation a...

On this week's episode, Avery is joined by Ana Klein, CEO of Tax Boss, to break down how short term rental tax law can help high income earners significantly reduce their taxable income. Ana explains how strategies like cost segregation and bonus depreciation can create large paper losses that offset W2 income, while emphasizing that these benefits only work when paired with strong investments and...

On this week’s episode, Avery is joined by Dohn Thornton, a seasoned real estate investor and short sale expert who has flipped over 3,000 properties and now focuses on advanced asset protection strategies. Dohn breaks down the concept of a spendthrift trust, explaining how it differs from traditional LLCs and trusts by offering greater privacy, lawsuit protection, and potential tax advantages thr...

On this week’s episode, Avery is joined by Emily Tunggala. Emily shares how Hospitable is expanding beyond traditional property management software by launching a marketplace that connects property managers with owners looking for help. She explains how the platform uses performance data and insights to match the right managers with the right properties, while also giving newer managers tools to o...

On this week’s episode, Avery is joined by Brian Boyd. Brian, a tax attorney and real estate investor, breaks down how the short term rental tax strategy works, explaining how investors can use cost segregation and bonus depreciation to offset active income while building wealth. He emphasizes the importance of self-managing properties, tracking time accurately, and understanding the rules to prop...

On this week’s episode, Avery is joined by Kim Fitzpatrick. Kim shares how she went from being a PE teacher and single mom to launching her first Airbnb with an air mattress, eventually scaling into multiple investment properties across markets like the Smokies and Montana. She breaks down how her hands-on experience renovating and setting up properties led to founding Launched Host, a service tha...

On this week’s episode, Avery is joined by Ari Rastagar. Ari shares how he built a multibillion-dollar real estate firm starting with just $3,500 and explains why real estate is far more operationally complex than most beginners expect. He dives into the importance of risk management, due diligence, and local market expertise, highlighting common mistakes investors make—especially when relying too...

On this week’s episode, Avery is joined by Cathy Craig, a top agent and investor in Broken Bow, Oklahoma, who shares an inside look at the current market and why now may be a prime time to buy. She explains how prices have come down significantly from peak levels while demand and occupancy remain strong, pushing back on the idea of “oversaturation” and emphasizing that the market continues to grow...

Avery is joined by Katie Johnson, a short-term rental attorney and investor who breaks down the most common legal mistakes hosts make and how to avoid them. She explains key risks like missing deed restrictions, improperly handling LLCs, and failing to secure adequate insurance, along with how to protect yourself from lawsuits tied to pools, amenities, and guest incidents. Katie also dives into se...

On this week’s episode, Avery is joined by Robert Warren, a real estate investor who shares how decades of experience in building, rehabbing, and developing led him to short-term rentals. He breaks down how he transitioned from long-term rentals and flips into STRs, including buying and optimizing properties in Gulf Shores and the Smokies for stronger cash flow and seasonality advantages. Robert a...

On this week's episode, Avery is joined by John and Christina McNaught. The couple shares how they transitioned from long-term rentals into short-term rentals after realizing a small Airbnb unit on their property could cover their mortgage and generate additional cash flow. They discuss investing in the Bradenton, Florida market, including seasonality patterns, how being within about 15 minutes of...

On this week’s episode, Avery is joined by David Taylor. David shares how he transitioned from construction and home inspecting into short term rental investing, ultimately choosing Branson, Missouri for its affordability and strong 10-month tourism season. He breaks down purchasing a brand-new three-bedroom condo for $225,000 and generating nearly $53,000 in gross revenue within his first partial...

On this week's episode, Avery is joined by Celeste DiRocco and Philip Pane of Parklin Interiors. They share how they went from buying their first short term rental sight unseen in Gatlinburg to building a six property portfolio across Tennessee, North Carolina, Georgia, and Virginia while designing more than 200 short term rentals nationwide. Celeste explains how thoughtful, ROI focused design cho...

On this week's episode, Avery is joined by Josh Briner. Josh shares how he transitioned from a background in education and flipping distressed properties into building a short term rental portfolio in upstate New York, including the Finger Lakes and Buffalo area. He dives into why he prefers value-add BRRRR deals over turnkey properties, how amenity stacking like pools and saunas can dramatically...

On this week's episode, Avery is joined by Aubrey Carlson, owner of Salt and Sky Lodging Company and a former military helicopter pilot, to talk about building a short-term rental portfolio in both San Diego and Birmingham, Alabama. Aubrey shares how she used a VA loan and a house-hack-style fixer strategy to break into an expensive coastal market, then expanded into Birmingham with BRRRR-friendly...

On this week's episode, Avery is joined by Matt Holmes of Get Up North Retreats to explore building a short-term rental business rooted in passion, relationships, and outdoor hospitality. Matt shares how his love of fishing, hunting, and family time led him to pivot from land and off-lake cabins into lakefront rentals—and ultimately into owning and operating a historic Minnesota campground. They d...

On this week’s episode, Avery is joined by Kenny Bedwell to break down what the short-term rental data actually says about the past few years and what investors should realistically expect heading into 2026. They discuss why the industry is experiencing stabilization rather than collapse, how average revenue declines are masking strong performance among top operators, and why treating short-term r...

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...