News & Insights

In Conversation at ITB 2026 with Uli Pillau of Apaleo

INSIGHTS: Uli Pillau, CEO & Founder of Apaleo, explores how AI agents are being deployed across hotel operations and why modern technology infrastructure is critical to enabling this shift.

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In Conversation at ITB 2026 with Wouter Geerts of Mews

INSIGHTS: Wouter Geerts, Director of Market Research & Intelligence at Mews, explores the latest trends in hotel technology spending and the growing role of automation across hospitality operations.

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Category clarity in hospitality tech: How AI search shapes market understanding

INSIGHTS: Explore how AI search reshapes market understanding in hospitality tech and why clear, well-defined categories give brands a competitive edge.

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Webinar – Category Clarity in Hospitality Tech: Winning Visibility in an AI Driven World

INSIGHTS: Jessica and Victoria explore how AI-driven discovery is transforming the hospitality tech landscape and why category clarity has become a competitive advantage.

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Building a quality-first rental platform: Insights from Cathrine Reiman, Co-Founder of Landfolk

INSIGHTS: In this episode of Pillow Talk Sessions, Cathrine Reiman, Co-Founder of Landfolk, joins host Jessica Gillingham to explore how a strict focus on quality, community, and human connection is shaping a different kind of short-term rental platform — one that prioritizes long-term trust over rapid scale.

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Professionalising flexible rentals at scale: Insights from Merilee Karr, CEO of UnderTheDoormat Group

INSIGHTS: In this episode of Pillow Talk Sessions, Merilee Karr, CEO of UnderTheDoormat Group, joins host Jessica Gillingham to explore how short-term rentals are evolving into a more professional, institutional, and globally scalable sector and why technology, collaboration, and regulation will define its next phase.

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What LLMs get wrong about your hospitality tech brand, and how to fix it

INSIGHTS: Discover how AI search reshapes online discovery and learn practical PR strategies to ensure LLMs describe your hospitality tech brand accurately and consistently.

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The digital race reshaping hospitality: Insights from Ulrich Pillau, Co-Founder & CEO of Apaleo

INSIGHTS: In this episode of Pillow Talk Sessions, Ulrich Pillau, Co-Founder and CEO of Apaleo, joins host Jessica Gillingham to explore how digital acceleration, AI adoption, and open technology are reshaping hospitality — and why the gap between legacy brands and modern operators is widening.

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Why most AI launches fall flat — and what smart hospitality tech brands do differently

INSIGHTS: See common mistakes hospitality tech brands make when announcing new AI products and how to ensure your launch leaves a lasting impression.

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Webinar – Building hospitality tech visibility in a world of rapid change and AI search

INSIGHTS: Jessica and Amy break down what “visibility” means in an AI-shaped discovery journey. If your brand story is unclear, inconsistent, or only lives on your own website, AI tools can struggle to understand you.

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Vacation Rental Predictions 2026 with Hostaway LIVE!

NEWS: Jessica Gillingham, joined Hostaway LIVE! to moderate Vacation Rental Predictions 2026 — a conversation bringing together some of the most respected voices in the short-term rental industry.

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Redefining flexible living: Insights from Asli Kutlucan, CEO Europe at TFE Hotels

INSIGHTS: In this episode of Pillow Talk Sessions, Asli Kutlucan, CEO Europe at TFE Hotels, joins host Jessica Gillingham to explore how hospitality is evolving into something more fluid — where the lines between hotel, home, and lifestyle are becoming increasingly blurred.

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