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Episodes

Inside Hilton Grand Vacations: Points, Properties, And The Push Into Outdoor Hospitality - Gordon Gurnik, COO, Hilton Grand Vacations
Feb. 25, 2026

Inside Hilton Grand Vacations: Points, Properties, And The Push Into …

Send a text We talk with Hilton Grand Vacations COO Gordon Gurnick about how modern timeshares use points, perks, and partnerships to unlock cabins, yurts, and city condos while leaning hard into outdoor experiences and member-only events. We explore unit economics, brand tiers, and why localisatio…

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Lessons Learned From 300+ Outdoor Resort Site Visits - HoneyTrek: Mike & Anne Howard
Jan. 21, 2026

Lessons Learned From 300+ Outdoor Resort Site Visits - HoneyTrek: Mik…

Send us a text We sit down with Mike and Ann Howard of HoneyTrek to unpack what truly makes a glamping stay unforgettable, from soul‑led storytelling to small, high‑impact touches that guests remember for years. Their field‑tested tips show how owners can create warm arrivals, immersive experiences…

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Ben Wolff of Onera & Oasi:  What It Takes To Sell Your Property To A Public REIT
Dec. 31, 2025

Ben Wolff of Onera & Oasi: What It Takes To Sell Your Property To A …

Send us a text We chart how Ben Wolff scaled from short-term rentals to design-led outdoor resorts, sold into a public REIT, built a content-first marketing firm, and now launches a wellness agritourism brand near Miami called Baya. Clear tactics on funding, pricing, direct bookings and the partner…

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Meet Your Host: Shari Heilala, the Owner and CEO of Sage Outdoor Advisory
Dec. 3, 2025

Meet Your Host: Shari Heilala, the Owner and CEO of Sage Outdoor Advi…

Send us a text Connor welcomes new co‑host Shari Heilala to dig into the data, the grit, and the joy that power outdoor hospitality—from feasibility studies and appraisals to design choices that actually raise rates and length of stay. Shari brings a rare mix: she’s valued massive retail portfolios…

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How A College Painter Built A $13M Hospitality Portfolio - Joe Lisa of Sol Stay & Fireside Capital
Nov. 20, 2025

How A College Painter Built A $13M Hospitality Portfolio - Joe Lisa o…

Send us a text We trace Joe Lisa's path from college painting gigs to a $13m experiential hospitality portfolio, exploring how purpose, scrappy execution, and smarter permitting turned failures into fuel. From desert yurts to a reborn Ohio marina, we share what scales, what breaks, and why charm wi…

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Isaac French of Live Oak Lake: 'Less, But Better' in Hospitality and Living Life
Oct. 22, 2025

Isaac French of Live Oak Lake: 'Less, But Better' in Hospitality and …

Send us a text What if a small, story-rich resort could command a seven-figure brand premium—and what would it take to build one? We sit down with creator-operator Isaac French to trace the arc of Live Oak Lake. From building Waco's first micro resort, an early Airbnb suspension that forced an unex…

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Meet Your Host: Connor Schwab
Oct. 8, 2025

Meet Your Host: Connor Schwab

Send us a text A sign-off, a handover, and a candid origin story. We open with why the mic is changing hands and then dive straight into Connor’s path—from a childhood of four brothers and a legendary treehouse to a career shaped by a passion for the outdoors and a data-led obsession with outdoor h…

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*ANNOUNCEMENT* Rebranding for the Great Outdoors
Sept. 25, 2025

*ANNOUNCEMENT* Rebranding for the Great Outdoors

Send us a text Soon, we’ll be renaming the show to “The Outdoor Hospitality Podcast” to better reflect our mission and expand our content horizons. Make sure to follow and subscribe so you don’t lose us due to the change. This transformation stems from our core purpose: empowering entrepreneurs and…

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*ANNOUNCEMENT* Nick Stepping Back From the Podcast to Go All-In On Posh
Sept. 24, 2025

*ANNOUNCEMENT* Nick Stepping Back From the Podcast to Go All-In On Po…

Send us a text Nick makes a big announcement about stepping back from the podcast to focus 100% on Posh Outdoors and scaling that business. Shari Heilala the CEO of Sage Outdoor Advisory has stepped up as the new Co-Host joi...

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Pt. 2 The Glamping Collective- A Mountaintop Retreat Near Asheville, NC with Matt Bare (Founder Story)
Sept. 10, 2025

Pt. 2 The Glamping Collective- A Mountaintop Retreat Near Asheville, …

Send us a text Matt Bare returns for part two, sharing the real-world challenges of hot tubs, designing a landscape pool, and surviving a hurricane. From health department battles to designing for both luxury and efficiency, this episode reveals what it takes to deliver five-star experiences where …

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Pt. 1 The Glamping Collective- A Mountaintop Retreat Near Asheville, NC with Matt Bare (Founder Story)
Aug. 27, 2025

Pt. 1 The Glamping Collective- A Mountaintop Retreat Near Asheville, …

Send us a text Are private hot tubs a profitable investment? Is it foolish to build in a booming glamping market with high competition? What is better a glass cabin or luxury dome? What does it take for your glamping property to survive a hurricane? Find out in Part 1 with Matt Bare, the founder of…

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Glamping on WHEELS? The story behind Sandy Vans and building a $350K van (Founder Story)
Aug. 13, 2025

Glamping on WHEELS? The story behind Sandy Vans and building a $350K …

Send us a text Hear the secrets behind Sandy Van's meteoric rise in the luxury adventure van market. We are joined by Alan Mondus CEO and Evan Purcell COO as they share their journey from building vans in their driveway to building a $350K luxury adventure vehicles. Learn more on the Sandy Vans web…

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Paws Up VS. Auberge - 2 Former Managers Go Head-to-Head (Roundtable Discussion)
July 30, 2025

Paws Up VS. Auberge - 2 Former Managers Go Head-to-Head (Roundtable D…

Send us a text The two most experienced managers in outdoor hospitality go head-to-head. Hear insights from Scott Randall and Jacob Halverson. These two managers have worked at the industry leading properties like Paws Up, ...

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Under Canvas Acquires The Fields! Irene Wood Exclusive (Roundtable Discussion)
July 2, 2025

Under Canvas Acquires The Fields! Irene Wood Exclusive (Roundtable Di…

Send us a text In huge news for the glamping industry, The Fields of Michigan has been acquired by glamping giants, Under Canvas. Irene Wood returns to the pod to give us the lowdown: How it all went down; the advice she'd gi...

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Lessons from launching Paws Up, AutoCamp and Wildhaven from 'Mr. Outdoor Hospitality' (GMs Story)
June 18, 2025

Lessons from launching Paws Up, AutoCamp and Wildhaven from 'Mr. Outd…

Send us a text In this episode we dive in with Scott Randall who helped launch Paws Up, AutoCamp and Wildhaven over his 25 year career in outdoor hospitality. There is no person on this continent with more experience growing prominent glamping brands. Hear about creating ice wall climbing, dog sled…

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What Does A Glamping GM Do? Wes McCloskey from Open Sky Reveals All (Roundtable Discussion)
June 4, 2025

What Does A Glamping GM Do? Wes McCloskey from Open Sky Reveals All (…

Send us a text Familiar favourite Bygnal Dutson from Open Sky in Zion returns to the pod today, but this time he's joined by his General Manager, Wes McCloskey. Today's episode is all about the nitty gritty of running a glamp...

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Glamping ON WATER at Sol Stay with Joe Lisa and Bill Nolan (Founder Story)
May 21, 2025

Glamping ON WATER at Sol Stay with Joe Lisa and Bill Nolan (Founder S…

Send us a text Hear the story behind Sol Stay, one of America's only glamping resorts ON THE WATER. Find out how Joe Lisa and Bill Nolan built this unique property on the waters of Lake Erie in Ohio. In this episode you will learn how they: Found and reimagined this run down marinaRaised the money …

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How to Execute a Successful Grand Opening with Quentin Incao of Q Hospitality (Industry Expert Story)
May 9, 2025

How to Execute a Successful Grand Opening with Quentin Incao of Q Hos…

Send us a text Learn the critical items you need to think about before your grand opening. Hear about pre-marketing, selecting a property management system, opening your booking calendar, OTA integrations, OS&E purchasing and more. Quentin Incao is the founder of Q Hospitality and has consulted…

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Nick Purslow's Story - From Small English Town to the Canadian Rockies (Host Story)
April 23, 2025

Nick Purslow's Story - From Small English Town to the Canadian Rockie…

Send us a text Some of you have been listening to him for more than 4 years, but you don't know his story. Nick got to where he is today through hard work, tenacity, and a whole lotta dreaming. As he prepares to open his first mirror cabins at Skyridge Glamping, we go all the way back to his childh…

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How to Create a Sense of Community at Your Resort - With Nathan St Cyr of Howzit Hostels (Founder Story)
April 16, 2025

How to Create a Sense of Community at Your Resort - With Nathan St Cy…

Send us a text We explored beyond the world of glamping this week and interviewed Nathan St Cyr of Howzit Hostels. He broke down the hostel business model; how Howzit obsesses over the guest experience; and how to create a sense of community at your resort. Nathan's Links: Howzit HostelsThe Hotel I…

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How Hal Feinberg Became America's Biggest Glamping Dome Operator (Founder Story)
April 2, 2025

How Hal Feinberg Became America's Biggest Glamping Dome Operator (Fou…

Send us a text Hal Feinberg is the founder of Clear Sky Resorts. Clear Sky is the largest dome operation in the US, with resorts in Utah and Arizona. Hal joins us to discuss his journey to this point, his special interior des...

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What Is Your Outdoor Hospitality Business Worth? And How Can You Maximize Its Price In A Sale? (Roundtable Discussion)
March 19, 2025

What Is Your Outdoor Hospitality Business Worth? And How Can You Maxi…

Send us a text Learn what your outdoor hospitality business is worth and how you can maximize your value in a sale. In this episode Connor interviews experts Bob Kaplan of NAI Outdoor Hospitality Brokers and Shari Heilala of Sage Outdoor Advisory. Find out how your business is valued by appraisers …

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How to Hire the Best Staff In Outdoor Hospitality (Roundtable Discussion)
March 5, 2025

How to Hire the Best Staff In Outdoor Hospitality (Roundtable Discuss…

Send us a text Jacob Halverson joins Connor and Nick to discuss all things recruitment. How do you find staff for your hospitality operation? What questions should you ask them in interviews? How does the process change accor...

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How Ken Barber Scaled His Californian Based Wildhaven Glamping (Founder Story)
Feb. 19, 2025

How Ken Barber Scaled His Californian Based Wildhaven Glamping (Found…

Send us a text In Connor's first solo-hosted episode, he speaks to Ken Barber of Wildhaven Glamping in California. Ken has pulled off the notoriously difficult task of starting and scaling a Californian glamping operation, and he dives into his initial capital raise, Wildhaven's mid-marketing posit…

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