『The Accommodation Show | Short-Term Rental Success』のカバーアート

The Accommodation Show | Short-Term Rental Success

The Accommodation Show | Short-Term Rental Success

著者： Bart Sobies - STRive to Thrive Conferences
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概要
 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 マネジメント・リーダーシップ リーダーシップ 経済学
エピソード
  • The Erosion of Trust: How to Build a Resilient STR Business for 2027

    The Erosion of Trust: How to Build a Resilient STR Business for 2027
    2026/11/02

    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.
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    35 分
  • 9,000 Customers with Just 50 Employees: The OwnerRez Playbook

    9,000 Customers with Just 50 Employees: The OwnerRez Playbook
    2026/10/26

    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

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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 🥊

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    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.
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    41 分
  • Getting Started with AI Agents: Lessons from a YC Founder

    Getting Started with AI Agents: Lessons from a YC Founder
    2026/10/19
    Most property managers use AI to draft emails, but autonomous AI agents are capable of handling actual operational workflows across your business. In this season premiere of The Accommodation Show, Jan Sahagun, co-founder of Trellis and Y Combinator alumnus, breaks down how operators can actually get started with AI agents without the hype or broken code.Jan explains why tracking a 100% automation rate is a vanity trap, how the "20-minute automation rule" stops you from wasting hours on trivial tasks, and why connecting your PMS as your operational "source of truth" via Model Context Protocol (MCP) is essential.We also cover practical ways to build internal dashboards with Claude—such as tracking cleaner performance against guest review scores—without writing code or hiring outside developers.Guest: Jan Sahagun, Co-founder of TrellisWebsite: trellistech.com📋 In this episode, we discuss:00:00 - Introduction: Jan Sahagun & The Y Combinator Journey02:25 - The Reality of AI in STRs: Useful Tools vs. AI Slop04:40 - Vibe Coding: What Breaks at 3 AM07:15 - The 20-Minute Rule: What to Automate (and What to Ignore)10:45 - What Is Model Context Protocol (MCP)?14:15 - Why Your PMS Must Be the Operational "Source of Truth"18:30 - What Is an AI Agent? Autonomous Co-Workers vs. Chatbots22:10 - Building a Housekeeping Scorecard Dashboard in Claude26:40 - Vibe Coding Direct Booking Websites vs. Internal Operational Tools29:20 - Claude Code Creator Boris Cherny's Prompting Rule31:45 - Why You Must Stop Tracking "Automation Rates"34:10 - 3 Practical AI Takeaways for Property Managers#ShortTermRentals #AIAgents #PropertyManagement #TrellisSHOW LINKSTrellis — https://trellistech.comAnthropic Claude — https://claude.aiThe Accommodation Show — https://www.theaccommodationshow.comDon'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.
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    38 分
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