The Short Term Show

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 vacat...

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...

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, a...

On this week's episode, Avery is joined by Chuck Kramer to break down what it could mean if the Fed is truly winding down quantitative tightening and moving toward quantitative easing. They explain (in plain English) how increasing bank reserves and buying Treasuries/mortgage-backed securities can loosen credit conditions and potentially help bring borrowing costs down—without assuming we’ll ever...

On this week's episode, Avery is joined by Joe Young, an Austin-based luxury short-term rental operator and co-founder of SPRKhost. Joe shares how he and his wife began with a Lake Travis vacation home in 2017 and ultimately turned their primary residence into a single property grossing nearly $500,000 a year. He breaks down how they expanded to managing 20+ high-end listings, the power of combini...

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...

On this week’s episode, Avery is joined by Jake Cohen, hospitality veteran and founder of Step by Step BNB. Jake grew up running a family bed and breakfast in Lake Tahoe, learned the art of pricing while managing boutique hotels, and eventually built a portfolio of short term rentals before launching his own revenue management company. He and Avery dig into why most investors overprice, how to shi...

On this week's episode, Avery is joined by Brittany Magsig, the social worker turned short-term rental investor and content creator behind Mountain Mama Cabins. Brittany shares how motherhood, a pandemic trip to the Smoky Mountains, and a desire for freedom inspired her to pivot from education into real estate investing. She opens up about buying her first cabin in Wears Valley, navigating managem...

On this week's episode, Avery is joined by Sandeep Nanda, one of the highest-volume Short Term Shop clients. Sandeep shares how he went from corporate revenue management to buying his first condo in downtown Austin, identifying the early opportunity in short term rentals, and scaling from one property to over thirty. He breaks down how data analysis, conviction, and a few bold power moves with law...

 On this week's episode, Avery is joined by Bethany LaFlam, a “recovering attorney,” community architect, and author of The Power of OPE . Bethany and Avery dive into what it really means to stay in your lane, leveraging “other people’s everything” (money, time, assets, skills) so you can scale without burning out. They break down how to safely and legally use other people’s money in syndications,...

On this week's episode, Avery is joined by Frank Napolitano. Frank shares how he and his family transitioned into short-term rentals in the Smokies, leveraging bonus depreciation and cost segregation to maximize tax advantages. He discusses what makes their property stand out—like a pool, tiki bar, and ADA accessibility—and how small touches such as holiday decorations and guest amenities have led...

On this week's episode, Avery is joined by Joe DelGrosso. Joe shares his journey from working in TV production to owning short-term rentals and why his first Smokies cabin proved that thoughtful refreshes can outperform flashy, high-cost amenities. He explains his boutique management approach at Southern Sons Hospitality, focusing on capped inventory, strong revenue management, and design upgrades...

On this week’s episode, Avery is joined by Thibault Masson, Head of Product Marketing at PriceLabs. They unpack Booking.com’s challenges in the U.S. versus Europe and how Airbnb’s fee changes are reshaping the playing field, before diving into PriceLabs updates like Dynamic Minimum Stay, the new Listing Optimizer, and a free revenue-management course. Avery also spotlights Market Dashboards for co...

On this week’s episode, Avery is joined by Toni Boer. Toni shares how she and her husband turned a $200k family getaway into a cash-flowing STR, eventually building an eight-property portfolio along Kentucky’s Bourbon Trail plus a new Florida beach house. She opens up about losing a riverfront property to a historic flood, the hard lessons she learned about insurance, and how she used those setbac...

On this week’s episode, Avery is joined by Tamara Brown. Tamara shares how she stumbled into real estate while caring for her grandparents, turning multiple family homes into rentals before purchasing her first STR in Destin, Florida. She explains how she analyzed her numbers, leaned on mentorship, and embraced the “enemy method” to size up competition. Tamara also talks through condo ownership fe...

On this week’s episode, Avery is joined by Amy Morehead. Amy shares how turning a family chalet in the Smokies into an STR during her mother’s Alzheimer’s caregiving season sparked a value-add strategy focused on “hot-mess” properties, smart renovations, and self-management. She explains why high-impact finishes beat flashy amenities for appraisal value and how she hunts deals with high days-on-ma...

On this week’s episode, Avery is joined by Annie Lee to dig into Hello Host, an AI “autopilot” for guest communications that plugs into PMS tools like Guesty, Hostaway, and Hospitable. They discuss how it learns from past conversations and listing data, makes judgment calls on escalations, and pings hosts when a human decision’s needed. Annie shares where AI is headed next, plus practical tips for...

On this week’s episode of The Short Term Show, Avery interviews Karlton Dennis. The two dig into how the short-term rental tax strategy actually works today, including what “material participation” really means in an audit. They cover using cost segregation and (current) bonus depreciation to create paper losses, the do’s and don’ts of hour-tracking, and smart Q4 timing for acquisitions. Karlton a...

On this week’s episode, Avery is joined by Andrew Llewellyn to unpack how he built a thriving short-term rental business in Louisville, KY. He shares the pivot from an almost-bakery to 10–30 guest stays, the data-driven playbook behind tiered calendar openings and last-minute pricing using throughput accounting, and why in-house cleaning and EOS/Traction keep operations tight. Andrew walks through...

On this week’s episode of The Short Term Show, Avery interviews Brenna Carles. They unpack what Powell’s recent signaling means for mortgages, why lenders “pre-price” ahead of Fed meetings, and how the 10-year Treasury, inflation, jobless claims, and non-farm payrolls flow through to rate sheets. Brenna shares where DSCR and conventional rates are landing now, why refis are penciling again (includ...

On this week's episode, Avery is joined by Jae Seok An, founder of Airbtics, to dig into smarter market selection and the realities of STR data. They walk through Airbtics’ draw-your-own-market mapping, listing density by bedroom count, and the Market Explorer—tools aimed at helping newer investors compare many locations, budgets, and regulation profiles quickly. Jae shares where the platform is h...

On this week’s episode, Avery is joined by Rashmi Bhat. Rashmi shares how she went from opening a restaurant at 21 to falling in love with Airbnbs, quickly building a multi‑market STR portfolio and scaling management in the Texas Hill Country to dozens of units through systems and a VA team. She and Avery dig into why the Hill Country still has room for standout properties—and the realities (like...

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 seasona...

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 discus...

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 servi...