Couverture de The Accommodation Show | Short-Term Rental Success

The Accommodation Show | Short-Term Rental Success

The Accommodation Show | Short-Term Rental Success

De : Bart Sobies - STRive to Thrive Conferences
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The Accommodation Show is the podcast for short-term rental owners, Airbnb hosts and holiday rental property managers looking to build more profitable accommodation businesses. Hosted by Bart Sobies, founder of iBooked.Online and STRIVE to Thrive, we bring you conversations with industry leaders, innovators and successful operators. Discover practical strategies for increasing direct bookings, optimising pricing and revenue, leveraging AI and technology, improving guest experiences and scaling your business. Real conversations. Actionable insights. STR success.Bart Sobies - STRive to Thrive Conferences Direction Economie Management et direction
Épisodes
  • The Fastest Way to Scale Your STR Business (And Why Most Fail)
    Nov 9 2026

    Tweaking guest fees and optimizing pricing rules only moves your business by inches. The fastest and highest-ROI way to multiply revenue in short-term rentals is scaling your inventory. Yet, the vast majority of property managers struggle to consistently sign new owners.

    In this episode of The Accommodation Show, Bart Sobies sits down with Brooke Pfautz, founder and CEO of Vintory. Having helped over 1,000 vacation rental companies grow their supply, Brooke reveals the core reasons most owner acquisition strategies fail—starting with the "scratch and sniff" marketing trap where every manager pitches the exact same generic promises.

    Brooke breaks down how to engineer real operational differentiators (like luxury home exchange perks and weather guarantees), how to construct compelling offers that stop owners standing over their recycling bins, and the story behind Vintory's "Kill Team Six" AI pivot. Plus, learn the CRSC framework (Context, Rules, Skills, Connectors) to deploy high-converting outbound campaigns without generating robotic "AI slop."

    Guest: Brooke Pfautz, Founder & CEO of Vintory
    Website: https://vintory.com

    📋 In this episode, we discuss:
    00:00 - Introduction & The Supply Growth Engine
    02:40 - The "Kill Team Six" Pivot: Rebuilding Vintory with Native AI
    07:15 - Why Property Managers Must Assess AI Disruption Now
    11:30 - How to Strategize with AI When You Don't Have an Executive Team
    14:20 - The Math of Inventory: The Highest ROI Investment in STRs
    17:05 - The "Scratch and Sniff" Marketing Trap: Avoiding Commoditization
    20:45 - Real Differentiators: ThirdHome Access & Sunny Days Guarantees
    25:10 - Crafting Compelling Offers That Stop Owners at the Recycling Bin
    28:30 - US vs. International Homeowner Data Acquisition
    32:15 - The CRSC Framework: Context, Rules, Skills, Connectors
    37:40 - Outbound Consistency: Cold Email, Direct Mail, and Landing Pages
    41:10 - Brooke's #1 Rule for Acquiring More Property Owners

    #ShortTermRentals #BrookePfautz #Vintory #PropertyManagement #VacationRentals #ScaleSTR

    SHOW LINKS
    Vintory — https://vintory.com
    The Accommodation Show — https://www.theaccommodationshow.com

    Don't forget to hit that subscribe button! This keeps us going and creating more useful content for free!

    ACCOMMODATION OWNERS AND MANAGERS FREE RESOURCES!
    📧 Join the mailing list for freebies and critical industry updates: https://news.theaccommodationshow.com/
    🌍 Join the Accommodation Owners and Managers Facebook Community: https://bit.ly/AMoFacebookCommunity
    🔗 Connect with Bart Sobies for industry insights, tools, and resources: https://www.ibooked.online/bart/
    🎙 Catch every episode of The Accommodation Show here: https://www.theaccommodationshow.com
    ✨ Ready to take things up a level? Come to STRIVE: https://www.striveconferences.com

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    🥊 Hotel - BNB - STR Owners! 🥊
    Need more direct bookings or a brand new website?
    The trusted tech partner you can count on. We deliver results.
    🥊 https://www.ibooked.online 🥊

    ▬▬▬▬▬▬▬▬▬▬▬▬▬▬▬▬▬▬▬▬▬▬▬▬▬▬

    Disclaimer: The content shared on this YouTube channel, Podcast, or associated posts reflects personal opinions and insights. This content is not intended as legal, financial, or investment advice. Always consult with licensed professionals before making decisions. The hosts and guests disclaim liability for any consequences of using this content. Actions taken should be based on your personal due diligence.

    Affiliate Disclaimer:
    This blog, podcast & youtube channel will occasionally contain affiliate links, which means I receive a small commission on a purchase without additional cost to you, if you buy something through my links. This show aims to educate viewers and share everything I know about improving your accommodation, STR and AirBNB business. I believe in the products and services we link to and that you may benefit from them. If you do purchase through my affiliate links, I want to thank you for your support.

    Afficher plus Afficher moins
    40 min
  • The Erosion of Trust: How to Build a Resilient STR Business for 2027
    Nov 2 2026

    As AI tools and automated platforms flood the short-term rental industry, the greatest risk to your business isn't lack of software, it's the rapid erosion of trust. In this episode of The Accommodation Show, Bart Sobies sits down with Margot Schmorak, CEO and co-founder of Hostfully, to examine what it takes to build a truly resilient accommodation business heading into 2027.

    Margot opens up about Hostfully's internal tech evolution, candidly discussing why they refocused on product after underinvesting in engineering for several years, why they strictly hire senior engineers in an AI-driven environment, and why they are completely comfortable letting 1,000-unit enterprise clients walk away to focus obsessively on growing 5-to-30-unit managers.

    Drawing from her recent stays across Colombia and Greece, Margot also breaks down why operators must stop orienting strictly around physical inventory and start designing their operations around traveler personas. Plus, we explore the reality of AI adoption: why true automation is still unfinished, why operators must "squint" at data, and how to maintain authentic human accountability.

    Guest: Margot Schmorak, CEO & Co-founder of Hostfully
    Website: https://www.hostfully.com

    In this episode, we discuss:
    00:00 - Conference Season Wrap-Up & Global STR Stays
    02:30 - Hostfully's Engineering Overhaul & Strategic Investment
    05:15 - Why Hostfully Refuses to Hire Junior Engineers in the AI Era
    08:40 - The "All-in-One" Myth: Why Hostfully Doesn't Target 1,000-Unit Enterprise Portfolios
    12:10 - Apple vs. Google: Curating In-House Tech vs. Wild West Marketplaces
    16:00 - Travel Insights: Cartagena, Athens, and Bogota
    19:30 - Orienting Around Clientele vs. Physical Inventory
    23:15 - The Two Waves of Tech: Unfinished Automation vs. Sentiment Listening
    27:00 - Why AI Is Never "Set and Forget": Training Intercom's Fin
    30:45 - Looking Ahead to 2027: The Erosion of Trust in Data & Software
    34:20 - The Importance of "Squinting" at AI Outputs and Self-Assessment

    Show links
    Hostfully: https://www.hostfully.com
    The Accommodation Show: https://www.theaccommodationshow.com
    Join the mailing list: https://news.theaccommodationshow.com/
    Accommodation Owners and Managers Facebook Community: https://bit.ly/AMoFacebookCommunity
    Connect with Bart Sobies: https://www.ibooked.online/bart/
    Come to STRIVE: https://www.striveconferences.com

    Hotel, BNB and STR owners: need more direct bookings or a brand new website? https://www.ibooked.online

    Disclaimer: The content shared on this podcast reflects personal opinions and insights. It is not intended as legal, financial, or investment advice. Always consult with licensed professionals before making decisions.

    Afficher plus Afficher moins
    35 min
  • 9,000 Customers with Just 50 Employees: The OwnerRez Playbook
    Oct 26 2026

    Most software companies supporting 9,000 clients carry 120 to 150 employees on the payroll. OwnerRez manages it with roughly 50.

    In this episode of The Accommodation Show, Bart Sobies sits down with Paul Waldschmidt, CEO and co-founder of OwnerRez. Paul breaks down the operational philosophy that allowed OwnerRez to bootstrap to 9,000 customers without taking a single dollar of venture capital, seed money, or outside investment.

    We dive deep into why OwnerRez intentionally feels the friction of scale before hiring, how their tenure-based Employee Profit Sharing (EPS) program has paid out for 28 consecutive quarters, and why shipping 1,000+ software updates a year keeps their engineering team light years ahead of bureaucratic competitors.

    Paul also shares the personal turning points of the business: the framed text message from his wife in 2012 that kept him from shutting down, giving away 50% equity to his childhood friend Chris Hines on pure trust, and how designing onboarding into a "pit of success" for 1–30 unit operators reignited rapid growth.

    Guest: Paul Waldschmidt, CEO & Co-founder of OwnerRez
    Website: https://www.ownerrez.com

    📋 In this episode, we discuss:
    00:00 - Introduction & Company Philosophy: Creating Happiness
    03:40 - The History of OwnerRez: From Cabin Renovations to 9,000 Customers
    07:15 - The 2012 Turning Point: The Framed Text That Saved the Business
    10:30 - Splitting Equity 50/50: Bringing on Co-Founder Chris Hines
    15:10 - The Power of Bootstrapping: Why Profit Equals Freedom
    19:45 - 9,000 Customers with 50 Employees: The Lean Headcount Strategy
    24:10 - Inside the Employee Profit Sharing (EPS) Program (28 Quarters Strong)
    28:50 - Speed as a Feature: Shipping 1,000+ Software Releases a Year
    32:40 - Post-COVID Normalization vs. Reigniting Rapid Growth in 2025/2026
    36:15 - The "Pit of Success": Doubling Down on 1–30 Unit Operators
    40:30 - Paul's Number One Advice for Founders and Operators

    #ShortTermRentals #OwnerRez #PropertyManagement #Bootstrapping #SaaS

    SHOW LINKS
    OwnerRez — https://www.ownerrez.com
    The Accommodation Show — https://www.theaccommodationshow.com

    Don't forget to hit that subscribe button! This keeps us going and creating more useful content for free!

    ACCOMMODATION OWNERS AND MANAGERS FREE RESOURCES!
    📧 Join the mailing list for freebies and critical industry updates: https://news.theaccommodationshow.com/
    🌍 Join the Accommodation Owners and Managers Facebook Community: https://bit.ly/AMoFacebookCommunity
    🔗 Connect with Bart Sobies for industry insights, tools, and resources: https://www.ibooked.online/bart/
    🎙 Catch every episode of The Accommodation Show here: https://www.theaccommodationshow.com
    ✨ Ready to take things up a level? Come to STRIVE: https://www.striveconferences.com

    ▬▬▬▬▬▬▬▬▬▬▬▬▬▬▬▬▬▬▬▬▬▬▬▬▬▬

    🥊 Hotel - BNB - STR Owners! 🥊
    Need more direct bookings or a brand new website?
    The trusted tech partner you can count on. We deliver results.
    🥊 https://www.ibooked.online 🥊

    ▬▬▬▬▬▬▬▬▬▬▬▬▬▬▬▬▬▬▬▬▬▬▬▬▬▬

    Disclaimer: The content shared on this YouTube channel, Podcast, or associated posts reflects personal opinions and insights. This content is not intended as legal, financial, or investment advice. Always consult with licensed professionals before making decisions. The hosts and guests disclaim liability for any consequences of using this content. Actions taken should be based on your personal due diligence.

    Affiliate Disclaimer:
    This blog, podcast & youtube channel will occasionally contain affiliate links, which means I receive a small commission on a purchase without additional cost to you, if you buy something through my links. This show aims to educate viewers and share everything I know about improving your accommodation, STR and AirBNB business. I believe in the products and services we link to and that you may benefit from them. If you do purchase through my affiliate links, I want to thank you for your support.

    Afficher plus Afficher moins
    41 min
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