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 t...
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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 t...
Listings Management - Hospitable Town Hall, October 29, 2025
Hospitable Hosts
1 hour 17 minutes
1 week ago
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.
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 t...
