The Outdoor Hospitality Podcast

Sage Outdoor Advisory
  • 4.9 (31)
  • ENTREPRENEURSHIP
  • UPDATED WEEKLY

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 resorts, and campgrounds  This podcast is powered by Sage Outdoor Advisory, the outdoor hospitality industry leaders in feasibility studies and appraisals.                                                       

  1. 12/31/2025

    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 partners that make it work. • founder-level partners who own execution and upside • debt and equity strategies across banks, CPACE, USDA and VCs • influencer barbell strategy and content-first marketing • 80 to 85% direct bookings as the North Star • manual revenue management beyond algorithm defaults • Onera’s sale, expansion and Wimberley performance • Oasi’s offer, ROAS mindset and client profile • Baya concept blending farm, wellness and jungle design • light, health-forward F&B and sleep technology • daily routines, AI workflows and energy management • singles and doubles until capital markets open Subscribe to Ben Wolff's newsletter via LinkedIn or Ben's instagram @IAm BenWolff. Onera Fredericksburg and Wimberly Property Websites  Oasi Marketing & Advertising Website Newbook - www.newbook.cloud Interested in learning more about Newbook? Book a software demonstration with one of their market consultants today and don't forget to mention you came from the Outdoor Hospitality Podcast to receive 15% off your Newbook subscription and your first month free. This offer is for Newbook Signature subscriptions only. This podcast is powered by Sage Outdoor Advisory the industry leaders in feasibility studies and appraisals. We work hard to bring you the best insights from top experts in this space- FREE OF CHARGE, all we ask is that you consider leaving us a positive review so we can keep the momentum growing. To leave a review go to the podcast home page and scroll down past some of the first episodes - we appreciate you!

    1h 2m

  2. 12/04/2025

    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, led international corporate services, developed her own apartments, and for years has guided campgrounds, RV resorts, and glamping projects with lender‑ready analysis. We get practical on what separates a viable concept from a pretty pitch. Shari breaks down the difference between appraisals and feasibility studies, why most outdoor resort valuations are income‑driven, and how lenders read assumptions on occupancy, ADR, expenses, and debt coverage. We explore the shifts inside RV demand—why travel trailers outpace big rigs today, how tow vehicles and fuel costs shape modern rigs, and what is changing in RV resort site design. On the glamping side, we look at competitive edges that last: water access, dark skies, privacy, unique, or uniquely inspired architecture and design.  Permitting and entitlements get real talk as well. We share how specialist architects streamline hearings, craft persuasive site plans, and help avoid costly missteps. Shari also opens up about the personal why: growing up on lakes, chasing dawn wakeboard sessions, and believing that well‑designed nature stays are durable because they restore people.  If you’re planning a glamping site, expanding an RV resort, or just curious how the best outdoor properties are built, this conversation gives you a roadmap.  Subscribe, share, and consider leaving us a review with the one question you want us to tackle next. Clockwork Design Outdoor hospitality's top architecture & design firm. To learn more email christian@clockwork-ad.comSage Outdoor AdvisorySage is the leading outdoor consultancy in feasibility studies and appraisals in the USA.Disclaimer: This post contains affiliate links. If you make a purchase, I may receive a commission at no extra cost to you.This podcast is powered by Sage Outdoor Advisory the industry leaders in feasibility studies and appraisals. We work hard to bring you the best insights from top experts in this space- FREE OF CHARGE, all we ask is that you consider leaving us a positive review so we can keep the momentum growing. To leave a review go to the podcast home page and scroll down past some of the first episodes - we appreciate you!

    48 min

  3. 11/21/2025

    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 wins. • Aligning purpose with business and life • Invest in your own self development • Soul Stay’s waterfront build and unit mix • Permits, zoning, septic, and conditional use • Bootstrapping Arizona and 29 Palms off‑grid • When to sell, when to scale, when to pause • Boutique charm versus economies of scale • AI for guest messaging, ops, and deal sourcing • Midwest advantages and buy‑box discipline • Working with local government and media • Green flags and red flags in distressed deals • Upcoming sites in Florida and West Yellowstone Links: Joe Lisa Linkedin Sol Stay Lodge and Marina in Sandusky, OH This episode is brought to you by Clockwork Design- outdoor hospitality's top architecture & design firm. To learn more email christian@clockwork-ad.com This podcast is powered by Sage Outdoor Advisory the industry leaders in feasibility studies and appraisals. We work hard to bring you the best insights from top experts in this space- FREE OF CHARGE, all we ask is that you consider leaving us a positive review so we can keep the momentum growing. To leave a review go to the podcast home page and scroll down past some of the first episodes - we appreciate you!

    1h 22m

  4. 10/22/2025

    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 unexpected direct booking strategy, and a sale shaped by the power of narrative. Isaac opens up about the choices behind fewer, better units, and why biophilic design moves both hearts and numbers. Live Oak Lake origin, design-led build, and early tractionThe Airbnb suspension forcing a direct booking strategyUnreasonable hospitality as a design and operations ethosBrand value, opco-propco structures, and earnest moneyWhere social media is headed for hospitality Biophilic design, indoor–outdoor living, and wellnessA 200-tree orchard as living artwork and venueFarm hospitality as the next major opportunityValues-based community, family, and craft-forward livingSubscribe to Isaac’s newsletter at IsaacJFrench.com for short lessons and stories on design, hospitality, and building a better life and business Find Isaac on socials at @IsaacFrench_ This episode is brought to you by Clockwork Design- outdoor hospitality's top architecture & design firm. To learn more email christian@clockwork-ad.com This podcast is powered by Sage Outdoor Advisory the industry leaders in feasibility studies and appraisals. We work hard to bring you the best insights from top experts in this space- FREE OF CHARGE, all we ask is that you consider leaving us a positive review so we can keep the momentum growing. To leave a review go to the podcast home page and scroll down past some of the first episodes - we appreciate you!

    1h 17m

  5. 10/09/2025

    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 hospitality investment data. You’ll hear how a sold-out weekend in Joshua Tree reframed “dirt” as valuable inventory, why the numbers pushed him from traditional camping toward glamping, and how a mother–son Kilimanjaro summit trip transformed into a year long 'R&D' trip. Connor unpacks the deals that almost happened, including a pre-COVID lease-to-own near Smith Rock. We explore his years at Sage building investment-grade feasibility studies, harvesting comp data from hundreds of booking calendars, and partnering to elevate industry insights beyond surveys and into measurable demand. We also confront the hard parts—burnout, trade-offs, and choosing a mission.. Looking forward, Connor maps a clear product vision: hard‑walled, glass‑forward cabins within two hours of major cities, 20–50 keys, indoor–outdoor living without the canvas headaches, and operations designed for an unplugged guest experience. He’s stepping into US‑wide brokerage with his brother while continuing selective consulting and feasibility work, aiming to help founders buy smarter, fund faster, and build places that connect with the natural world. If you care about glamping strategy, outdoor resort feasibility, and the “why” that keeps teams going when permits stall and spreadsheets glare, this one’s for you. Enjoyed the conversation and want more like this? Follow the show, share it with a friend who loves the outdoors, and leave a quick review so others can find us. Sponsors: Clockwork Design Outdoor hospitality's top architecture & design firm. To learn more email christian@clockwork-ad.com Sage Outdoor Advisory The leading outdoor consultancy in feasibility studies and appraisals. To learn more email contact@sageoutdooradvisory.com  This podcast is powered by Sage Outdoor Advisory the industry leaders in feasibility studies and appraisals. We work hard to bring you the best insights from top experts in this space- FREE OF CHARGE, all we ask is that you consider leaving us a positive review so we can keep the momentum growing. To leave a review go to the podcast home page and scroll down past some of the first episodes - we appreciate you!

    50 min
  6. *ANNOUNCEMENT* Rebranding for the Great Outdoors

    09/26/2025

    *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 business owners who are creating unique properties that that get people outside. Ultimately, we want our work to help people disconnect from the stressors of daily life and reconnect with nature, loved ones, and themselves. The new name aligns perfectly with our partnership with Sage Outdoor Advisory, whose expertise spans the entire outdoor accommodation spectrum. Moving forward, we’ll broaden our coverage beyond glamping to include landscape resorts, RV parks, campgrounds, and other innovative outdoor lodging concepts. We’re also investing heavily in the podcast’s future—with improved production quality and an exciting lineup of industry leaders. To ensure you don’t miss any episodes, follow us on your preferred podcast platform today. If you’re attending the upcoming Glamping Show, stop by the Sage Outdoor Advisory or Posh Outdoors booth to say hello. We’re excited to continue this journey with you as we explore the ever-evolving world of outdoor hospitality. This podcast is powered by Sage Outdoor Advisory the industry leaders in feasibility studies and appraisals. We work hard to bring you the best insights from top experts in this space- FREE OF CHARGE, all we ask is that you consider leaving us a positive review so we can keep the momentum growing. To leave a review go to the podcast home page and scroll down past some of the first episodes - we appreciate you!

    2 min

  7. 09/24/2025

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

    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 joining Connor.   Nick shares the latest updates and insights on Posh's successful launch out of the gates.  You can continue to follow Nick on his linkedin and subscribe to his newsletter the glamping insider.  This podcast is powered by Sage Outdoor Advisory the industry leaders in feasibility studies and appraisals. We work hard to bring you the best insights from top experts in this space- FREE OF CHARGE, all we ask is that you consider leaving us a positive review so we can keep the momentum growing. To leave a review go to the podcast home page and scroll down past some of the first episodes - we appreciate you!

    8 min

  8. 09/11/2025

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

    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 adventure and luxury collide. Learn more on the Glamping Collective website or instagram. Sponsor: Clockwork Architecture and Design Website the outdoor hospitality industry leader in site design, entitlements, permitting, and architecture.  Email Christian Arnold at christian@clockwork-ad.com to see if their services are right for your project.  For inquiries or feedback email Connor at schwab@sageoutdooradvisory.com If you appreciate this free content, please consider leaving our podcast review! This podcast is powered by Sage Outdoor Advisory the industry leaders in feasibility studies and appraisals. We work hard to bring you the best insights from top experts in this space- FREE OF CHARGE, all we ask is that you consider leaving us a positive review so we can keep the momentum growing. To leave a review go to the podcast home page and scroll down past some of the first episodes - we appreciate you!

    1h 30m
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4.9
out of 5
31 Ratings

About

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 resorts, and campgrounds  This podcast is powered by Sage Outdoor Advisory, the outdoor hospitality industry leaders in feasibility studies and appraisals.                                                       

Information

  • Creator
    Sage Outdoor Advisory
  • Years Active
    2021 - 2025
  • Episodes
    131
  • Rating
    Clean
  • Copyright
    © 2026 The Outdoor Hospitality Podcast
  • Show Website
    The Outdoor Hospitality Podcast

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