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PODCAST

The Short Term Show

8 Figure Airbnb and Short Term Rental Real Estate Investor Avery Carl

The Short Term Show is your home for all things short term rental (Airbnb) investing and management. Host Avery Carl interviews successful real estate investors and CEOs of Airbnb related startups to bring inspirational and actionable content to listeners. Whether you are an experienced Airbnb investor or co-host, or you’re just getting started, The Short Term Show is your home for all things short term rental content. About the host: Avery Carl bought her first Airbnb in 2015, and has since built

business investing

All Episodes

00:43:14

Stop the Scroll: $20–60k Makeovers That Double...

The Short Term Show ·

2025/10/29

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 that truly make properties stand out. Joe also offers

en-US

00:34:29

The New PriceLabs Features Every STR Owner Should Try...

The Short Term Show ·

2025/10/22

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 comp sets, cleaning-fee benchmarking, and smarter buy-box

en-US

00:34:29

The New PriceLabs Features Every STR Owner Should Try...

The Short Term Show ·

2025/10/22

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 comp sets, cleaning-fee benchmarking, and smarter buy-box

en-US

00:43:51

Insurance Lessons Every STR Investor Must Hear with...

The Short Term Show ·

2025/10/15

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 setbacks to strengthen her investing strategy. Toni also

en-US

00:43:51

Insurance Lessons Every STR Investor Must Hear with...

The Short Term Show ·

2025/10/15

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 setbacks to strengthen her investing strategy. Toni also

en-US

00:31:13

From Caregiver to Condo Investor with Tamara Brown

The Short Term Show ·

2025/10/08

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 fears, financing through a family sale, and why fear should

en-US

00:31:13

From Caregiver to Condo Investor with Tamara Brown

The Short Term Show ·

2025/10/08

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 fears, financing through a family sale, and why fear should

en-US

00:39:50

The Truth About Buying “Ugly” Cabins That Cash Flow...

The Short Term Show ·

2025/10/01

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-market near the Smokies and along Kentucky’s Bourbon Trail

en-US

00:39:50

The Truth About Buying “Ugly” Cabins That Cash Flow...

The Short Term Show ·

2025/10/01

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-market near the Smokies and along Kentucky’s Bourbon Trail

en-US

00:33:21

How HelloHost AI Levels Up Your Hosting with Annie Li

The Short Term Show ·

2025/09/24

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 choosing serious AI vendors and focusing your time on

en-US

00:33:21

How HelloHost AI Levels Up Your Hosting with Annie Li

The Short Term Show ·

2025/09/24

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 choosing serious AI vendors and focusing your time on

en-US

00:39:18

The Truth About Material Participation Rules with...

The Short Term Show ·

2025/09/17

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 also shares pitfalls that trigger audits and when condos do

en-US

00:39:18

The Truth About Material Participation Rules with...

The Short Term Show ·

2025/09/17

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 also shares pitfalls that trigger audits and when condos do

en-US

00:34:15

Why Hosting 30 Guests at Once Can Be Easier Than...

The Short Term Show ·

2025/09/10

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 converting an 18,000-sq-ft office into eight 4-bed/2-bath

en-US

00:34:15

Why Hosting 30 Guests at Once Can Be Easier Than...

The Short Term Show ·

2025/09/10

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 converting an 18,000-sq-ft office into eight 4-bed/2-bath

en-US

00:28:18

What Falling Rates Mean for Real Estate Investors...

The Short Term Show ·

2025/09/03

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 (including cash-out options), and tactical ways to use seller

en-US

00:28:18

What Falling Rates Mean for Real Estate Investors...

The Short Term Show ·

2025/09/03

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 (including cash-out options), and tactical ways to use seller

en-US

00:26:32

From Data to Deals: How to Pick Winning STR Markets...

The Short Term Show ·

2025/08/27

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 headed (more granular property-level history, clearer

en-US

00:26:32

From Data to Deals: How to Pick Winning STR Markets...

The Short Term Show ·

2025/08/27

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 headed (more granular property-level history, clearer

en-US

00:41:29

Turning Short‑Term Rentals into a Bigger Hospitality...

The Short Term Show ·

2025/08/20

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 taxes) investors should underwrite—plus how keeping a W‑2

en-US

434 results

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