Pillow Talk Sessions
Pillow Talk Sessions is a podcast about modern hospitality operations and how guest experience is operationally delivered in a tech-enabled world.
Hosted by Jessica Gillingham, author of Tech-Enabled Hospitality, and produced by Abode Worldwide, the show features in-depth conversations with leaders building, operating, and scaling modern hospitality across hotels, short-term rentals, serviced living, and flexible living models.
Each episode explores how hospitality is evolving beyond traditional hotels. From the hotelization of real estate to the rise of platform-driven and automated operations, we unpack how technology, systems, and organizational design are reshaping how stays are designed, delivered, and experienced.
Pillow Talk Sessions goes deep on hospitality operations, technology, and strategy. Topics include new operating models, guest experience delivery, AI and automation, platform ecosystems, and the convergence of hotels, short-term rentals, and serviced living.
This podcast is for hospitality operators, founders, owners, and technology leaders who want to understand the future of hospitality beyond trends, and how modern hospitality actually works on the ground.
About your host
Jessica Gillingham is the author of “Tech-Enabled Hospitality – Strategies to Elevate Guest Experience and Operational Efficiency,” and is also an industry speaker, adviser, and the CEO of Abode Worldwide, a global strategic communications and PR agency for the tech transforming hospitality.
The podcast is brought to you by the team at Abode Worldwide.
Pillow Talk Sessions
Everything Is Hospitality – A Vision for Vertical Living with Philip Grace (Bob W)
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In this week’s Pillow Talk Sessions, we go behind the brand with Philip Grace, CDO at Bob W, to unpack the company’s vision of hospitality-first, asset-light, and tech-forward living across Europe.
💡 Inside the episode:
🏘️ Bob W’s vertical villages that combine apartments, workspaces, restaurants, and rooftop pools
🤝 How strategic partnerships beat in-house ownership for long-term profitability
📲 What it means to run guest services across 13 countries
🤖 How AI is helping scale operations—without replacing the human touch
🚪 Why 75% of guests book again directly after one stay
Philip brings decades of experience with a future-facing lens—this one’s a must-listen.
Explore related industry analysis and strategic perspectives:
https://abodeworldwide.com/news-insights/
Website: https://www.pillowtalksessions.com/
LinkedIn: https://www.linkedin.com/company/pillowtalksessionspodcast/