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Hospitable Hosts

Latest episodes

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Mar 27, 2025 • 1h

Throwback Masterclass: How to Decorate and Photograph Your Airbnb Vacation Rental with HostGPO

This episode of the Hospitable Hosts podcast is a throwback. We're re-releasing some of our past masterclass webinars that were available in video format only for you to listen to on the go. The tips and tricks in this episode are still relevant today, but remember that any references to specific dates might be outdated. This webinar ran on November 10, 2023.For this episode, we were joined by the STR expert Jeff Iloulian from HostGPO (the buying group for hosts like you!) to share his insights with Hospitable hosts on how to create listings that stand out on direct booking websites and online travel agencies (OTAs) like Airbnb.Sleep easy, host confidently with Hospitable.  Automate your guest messages, sync your calendar across booking channels, and protect yourself from bad direct booking guests.Sign up today at hospitable.com/podcast and get 25% off your bill for 3 months.
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Mar 26, 2025 • 44min

Beyond the Stay: Mastering Upsells & Guest Experience in Short-Term Rentals

We have a special episode of the Hospitable Hosts podcast today. The CEO of Happy Guest, Mike O'Connell,  helped us to gather up a panel of four hosts who are using Hospitable and Happy Guest to help them upsell and automate their guest experience. Listen in for tips on where to start with upsells, what kind of products and services you should be offering, and also some extra tips on guest experience and direct booking. You will also get to hear some crazy guest stories at the end.Sleep easy, host confidently with Hospitable.  Automate your guest messages, sync your calendar across booking channels, and protect yourself from bad direct booking guests.Sign up today at hospitable.com/podcast and get 25% off your bill for 3 months.
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Mar 20, 2025 • 1h 1min

Hospitable Town Hall, March 19, 2025

In this Town Hall, the Hospitable team covered updates on various initiatives and features across different teams, including connectivity, direct bookings, and Mogul. Key topics discussed were improvements to listing management, expansion of tax collection services, enhancements to guest verification and booking processes, and the evolution of Mogul features to cater to different business models. The team also addressed ongoing developments in AI capabilities, smart lock functionalities, and thermostat controls.Sleep easy, host confidently with Hospitable.  Automate your guest messages, sync your calendar across booking channels, and protect yourself from bad direct booking guests.Sign up today at hospitable.com/podcast and get 25% off your bill for 3 months.
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Mar 19, 2025 • 22min

Scaling a Vacation Rental Business in a Competitive Market with Natalie Painter of Preserve Property Co

In this episode of the Hospitable Hosts podcast, we’re joined by Natalie Painter, Broker at Preserve Realty Co. and Owner of Preserve Property Co., a boutique vacation rental management company in the Outer Banks—one of the most competitive and well-established vacation rental markets in the U.S.Natalie has built a thriving business by leveraging technology, automation, and AI while maintaining a high-touch, personalized guest experience. In this episode, we’ll explore how she’s scaling her business efficiently, why software like Hospitable is crucial for hosts looking to grow while staying lean, and her best advice for homeowners who want to self-manage successfully.Sleep easy, host confidently with Hospitable.  Automate your guest messages, sync your calendar across booking channels, and protect yourself from bad direct booking guests.Sign up today at hospitable.com/podcast and get 25% off your bill for 3 months.
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Mar 13, 2025 • 57min

Throwback Masterclass: Growing from 1 to 250 properties with Avery Carl

This episode of the Hospitable Hosts podcast is a throwback. We're re-releasing some of our past masterclass webinars that were available in video format only for you to listen to on the go. The tips and tricks in this episode are still relevant today, but remember that any references to specific dates might be outdated. This webinar ran on June 30, 2023. For this episode, we were joined by Avery Carl, the CEO and Founder of the Short-Term Shop, the premier short-term rental acquisition company. Avery is a best-selling author and podcast host. We discussed growth and how to plan for the long term with your short-term rental properties.Sleep easy, host confidently with Hospitable.  Automate your guest messages, sync your calendar across booking channels, and protect yourself from bad direct booking guests.Sign up today at hospitable.com/podcast and get 25% off your bill for 3 months.
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Mar 12, 2025 • 24min

AI and Human Power Combined: Transforming the Guest Experience with Real-Time Support with Extenteam

In this episode of the Hospitable Hosts podcast, we explore the future of short-term rental management, hospitality, and guest experience. Today, we’re diving into a topic that’s reshaping the way hosts operate: AI and Human Power Combined: Transforming the Guest Experience with Real-Time Support.Our guest is Nicholas Falldine, Head of Product at Extenteam, a company that specializes in helping short-term rental hosts fill staffing gaps with the right talent. Nicholas is here to share his expertise on blending AI efficiency with human touch, ensuring that hosts can deliver outstanding hospitality—at scale.Sleep easy, host confidently with Hospitable.  Automate your guest messages, sync your calendar across booking channels, and protect yourself from bad direct booking guests.Sign up today at hospitable.com/podcast and get 25% off your bill for 3 months.
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Mar 6, 2025 • 1h 5min

Hospitable Town Hall, March 5, 2025

In this Town Hall, the Hospitable team discussed updates on the AI system for Mogul, including a voice-to-text feature and an AI auto-reply feature. The team also discussed the benefits of upgrading to Mogul, the integration of Airbnb's rule sets feature, and the expansion of upsells. Lastly, they addressed customer concerns and discussed potential new features for legacy customers.Sleep easy, host confidently with Hospitable.  Automate your guest messages, sync your calendar across booking channels, and protect yourself from bad direct booking guests.Sign up today at hospitable.com/podcast and get 25% off your bill for 3 months.
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Mar 5, 2025 • 23min

How to Avoid the Beginner Mistakes of Co-Hosting with Brandon Pottebaum of BK Stays

Welcome back to the podcast! Today, we're diving into the world of co-hosting short-term rentals with Brandon Pottebaum of BK Stays to uncover how to avoid those common beginner mistakes that can trip up even the most enthusiastic new hosts. Get ready to learn from Brandon's experience and set yourself up for co-hosting success!Sleep easy, host confidently with Hospitable.  Automate your guest messages, sync your calendar across booking channels, and protect yourself from bad direct booking guests.Sign up today at hospitable.com/podcast and get 25% off your bill for 3 months.
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Feb 27, 2025 • 1h 1min

Throwback Masterclass: Tax Savings for Short-Term Rental Hosts

This episode of the Hospitable Hosts podcast is a throwback. We're re-releasing some of our past masterclass webinars that were available in video format only for you to listen to on the go. The tips and tricks in this episode are still relevant today but bear in mind that any references to specific dates might be outdated. This webinar ran on March 13, 2024. We invited tax-saving experts Amanda Han and Matt MacFarland from Keystone CPA to share their insights with Hospitable hosts on correctly filing tax returns for their short-term rentals and ensuring they are not overpaying.Sleep easy, host confidently with Hospitable.  Automate your guest messages, sync your calendar across booking channels, and protect yourself from bad direct booking guests.Sign up today at hospitable.com/podcast and get 25% off your bill for 3 months.
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Feb 25, 2025 • 23min

TIDY’s View on AI for Short-Term Rental Operations

Welcome back to another episode of the Hospitable Hosts podcast. Today we're diving deep into a topic that's on everyone's mind: Artificial Intelligence. The listeners who are already Hospitable customers and/or have watched our recent 2025 Roadmap Town Hall will know that Hospitable is going big on AI. Another company with a keen AI focus is TIDY, and we have Chris Hawkins, CEO of TIDY, here today to tell us more about his view on AI for STR operations management.Sleep easy, host confidently with Hospitable.  Automate your guest messages, sync your calendar across booking channels, and protect yourself from bad direct booking guests.Sign up today at hospitable.com/podcast and get 25% off your bill for 3 months.

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