Episodes

June 3, 2026

We Grew Too Fast and Nearly Lost Everything - With Njål Elliasson, Proptonomy & Heimby

When Njål Elliasson co-founded his Norwegian-based short-term rental property management company, Heimby, in 2022, he was over the moon as it quickly grew in size and profit. But before he knew it, his company started crumbli...
May 21, 2026

How Mollie's is Running Hospitality Like a High Street Retailer - With Matt Bell, Mollie's Motels

What does it take to build a hospitality brand that delivers genuine quality at a budget price point? Matt Bell is the Managing Director of Mollie's, a design-led motel and diner concept with properties in Oxford, Bristol, an...
May 6, 2026

How CitizenM Mastered Hospitality Automation with Mike Rawson (Formerly CitizenM)

Mike Rawson spent seven years as CIO of CitizenM, one of the most tech-forward hotel brands in the world. His biggest lesson? Technology comes last. In the latest episode of Pillow Talk Sessions, Mike joins me to break down w...
April 23, 2026

The Rise of Agentic AI in Hospitality with Tim Major (Operto)

In this episode of Pillow Talk Sessions , Tim Major, CEO of Operto, joins host Jessica Gillingham to explain how agentic AI is shifting hospitality from automation to autonomous execution. Through Operto One, Operto is buildi...
April 9, 2026

Privacy, Safety & the Future of Rentals with Nils Mattisson (Minut)

In this episode of Pillow Talk Sessions , Nils Mattisson, CEO & Co-Founder of Minut, explains how privacy-first technology is solving one of hospitality’s most complex challenges. Balancing guest privacy with host security. M...
March 26, 2026

Building Sustainable Hospitality with Marc Laros (The Usual Hotels)

In this episode of Pillow Talk Sessions , Marc Laros, CTO of The Usual Hotels, explains how sustainability, technology, and guest experience can be designed as one integrated operating system. The Usual Hotels is building tow...
March 12, 2026

Curated Hospitality with Cathrine Reimann (Landfolk)

In this episode of Pillow Talk Sessions with Jessica Gillingham , Cathrine Reimann, Co-Founder of Landfolk, explains why disciplined curation, not scale alone, is the foundation of a successful short-stay marketplace. Landfol...
Feb. 25, 2026

Reinventing Hotel Standards with Adam Tuttle (Yipy)

In this episode of Pillow Talk Sessions with Jessica Gillingham , Adam Tuttle, Co-Founder and CEO of Yipy, explains why hospitality’s approach to standards management has remained fundamentally outdated and how digitising sta...
Feb. 12, 2026

Professionalising Short-Term Rentals with Merilee Karr (UnderTheDoormat)

In this episode of Pillow Talk Sessions , Merilee Karr, CEO of UnderTheDoormat Group, explains how short-term rentals have evolved from fragmented, alternative accommodation into a professional, institutional-grade asset clas...
Jan. 28, 2026

Scaling Short-Stay Living with Laurenz Schwarzhappel (Global Living Apartments)

In this episode of Pillow Talk Sessions, Laurenz Schwarzhappel, Co-Founder and Co-CEO of Global Living Apartments, explains how the company consistently achieves around 92% occupancy across nine German cities by doing what mo...
Jan. 14, 2026

Hospitality’s Digital Reset with Ulrich Pillau (Apaleo)

In this episode of Pillow Talk Sessions , Jessica Gillingham sits down with Ulrich Pillau, Founder & CEO of Apaleo, to explore how AI and API-first technology are redefining what modern hospitality looks like behind the scene...