

Hospitable Hosts
Hospitable
Hospitable gifts hosts their time back. Our easy-to-use, AI-powered software helps property owners, self-managers, co-hosts, and property managers save time, grow their revenue, and protect their properties and business.In this podcast, Hospitable Hosts, we talk with leading industry experts, Hospitable integration partners, and short-term rental hosts to share valuable insights and ideas with the hosting community.Find out more about Hospitable and start a 14-day free trial: https://hsptb.com/hhpodcast
Episodes
Mentioned books

Dec 18, 2025 • 1h 3min
Year in Review - Hospitable Town Hall, December 17, 2025
On this Town Hall, the Hospitable team reviewed 2025's performance, highlighting significant growth and achievements. Hospitable users hosted 26.84 million guests across 193 countries, generating $5.2 billion in revenue, and integrating AI to streamline operations and enhance guest experiences. Key updates included the expansion of direct booking capabilities, improved guest portal features, and advancements in smart device integrations. The team also shared progress on tax remittance for direct premium bookings and emphasized the importance of direct bookings for hosts. The conversation ended with a look ahead to 2026, emphasizing continued innovation and support for hosts.

Dec 17, 2025 • 29min
Insights and Strategies for Short-Term Rental Success with Annie Holcombe
In this episode of the Hospitable Hosts podcast, our guest is Annie Holcombe, a seasoned expert in the vacation rental industry. Annie shares her journey from working at a hotel front desk to becoming a prominent figure in vacation rental management. The conversation covers essential topics, including choosing the right channels for property listings, the importance of direct bookings, building trust with guests, pricing strategies, and transitioning from self-management to property management. Annie emphasizes the need for clear communication, strategic planning, and staying up to date on industry trends, particularly the impact of AI on the hospitality sector.For more information, go to: https://www.alexandanniepodcast.com/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.

Dec 10, 2025 • 32min
Strategic Design for Short-Term Rentals with Somerled Designs
In this episode of the Hospitable Hosts podcast, we speak with Bri and Jordan, co-founders of Somerled Designs, a leading design firm specializing in short-term rentals. They discuss their journey of creating a successful design business focused on maximizing guest satisfaction and profitability through strategic design. The conversation covers common mistakes hosts make, the importance of balancing aesthetics with durability, effective photography strategies, and how to adapt designs for seasonal trends. Bri and Jordan also share insights on managing multiple properties, the challenges of business growth, and the significance of complementary skill sets in their partnership.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.

Dec 3, 2025 • 20min
Private Chefs for Short-Term Rentals with Yhangry
In this episode of the Hospitable Hosts podcast, we speak with Siddhi Mittal, co-founder of Yhangry, about the growing trend of private chef experiences in vacation rentals. Siddhi shares her journey from finance to hospitality, the evolution of Yhangry, and how they are bridging the gap between private chefs and guests. The conversation explores the impact of experiential amenities on guest satisfaction, the ease of integrating private chef services into rental properties, and the future growth of the industry, including the influence of AI on travel experiences.For more information, click here.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.

Nov 27, 2025 • 1h 7min
Performance Metrics - Hospitable Town Hall, November 26, 2025
This Hospitable Town Hall focused on the launch of new metrics and dashboard features, including reporting capabilities and data visualization tools for tracking performance and business optimization. It also covered updates on various product developments and upcoming features.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.

Nov 26, 2025 • 36min
Short-Term Rental Expert Insights on Growth, Pricing, and Guest Experience with Cozy Co-Host
In this episode of the Hospitable Hosts podcast, we interview Paul Stewart, founder of Cozy Co-Host, who shares insights on scaling a short-term rental management business from zero to nearly 100 properties in just a few years. Paul discusses the competitive landscape of the Jersey Shore market, operational strategies that have contributed to their rapid growth, the importance of dynamic pricing, and how effective guest communication enhances the overall experience. He also addresses the challenges of managing property-related expenses and offers advice for aspiring co-hosts.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.

Nov 13, 2025 • 1h 5min
Owner Payouts - Hospitable Town Hall, November 12, 2025
On this Hospitable Town Hall, the team discussed upcoming product tests and major upgrades for property management customers. They reviewed various product updates, including improvements to owner and guest management features, highlighted the development of new owner payout capabilities, and discussed enhancements to the guest portal. The session concluded with community updates, including information about token investments and upcoming events, followed by discussions about future product developments.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.

Nov 12, 2025 • 22min
Efficient Automation for Short-Term Rentals with Scott Sherin by Hospitable Hosts
In this episode of the Hospitable Hosts Podcast, our guest is Scott Sherin, founder of Trusted Stays and a short-term rental owner. Scott shares his journey into short-term rentals, emphasizing the importance of automation and technology in streamlining hosting. He discusses how AI and tools like Zapier can save time and improve guest experiences. Scott also provides insights into becoming a superhost, managing properties remotely, and the balance between automation and personal touch in hospitality.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.

Nov 5, 2025 • 32min
From 2 to 220: The Checkmate Rentals Expansion Story with Hospitable Hosts
In this episode of the Hospitable Host Podcast, we interview Chad Phyllis, the founder of Checkmate Rentals, a short-term rental property management company. Chad shares his journey from managing two properties to overseeing 220, emphasizing the importance of a hospitality-first mindset, effective communication, and the role of design and amenities in enhancing guest experiences. He discusses strategies for optimizing property listings, the significance of direct bookings, and the challenges of managing a large portfolio while maintaining quality service. Chad also highlights the importance of security measures and risk management in the property rental business, and shares his vision for the future of Checkmate Rentals.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.

Oct 29, 2025 • 1h 17min
Listings Management - Hospitable Town Hall, October 29, 2025
At this Hospitable Town Hall, the team demonstrated new listings management features and discussed upcoming improvements to fee management, property details navigation, and amenities consolidation across different booking platforms.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.


