The Outdoor Hospitality Podcast
Hear from the elite operators and brands driving the glamping and the outdoor hospitality industry forward. Gain insights on everything you need to launch, grow, and sell your business. Our content includes glamping, STVR (short term rentals), unique stays, landscape resorts, RV Parks, RV...
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Recent Episodes
Dec. 31, 2025
Ben Wolff of Onera & Oasi: What It Takes To Sell Your Property To A Public REIT
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…
Dec. 3, 2025
Meet Your Host: Shari Heilala, the Owner and CEO of Sage Outdoor Advisory
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…
Nov. 20, 2025
How A College Painter Built A $13M Hospitality Portfolio - Joe Lisa of Sol Stay & Fireside Capital
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…
Oct. 22, 2025
Isaac French of Live Oak Lake: 'Less, But Better' in Hospitality and Living Life
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…
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…
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…