Episodes

Like many entrepreneurs entering the short-term rental space, Maxime Leufroy-Murat started out believing growth was a function of acquiring more properties and scaling operations. After more than a decade in the industry, he has reached very different conclusions. Maxime Leufroy-Murat has spent over a decade inside the short-term rental industry — building City Relay, one of London's most established lettings management platforms, and Opago, a tech-enabled operations business now managing aroun...

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 crumbling, going from a $100k profit in year one to a $200k loss by the end of year two. By the end of 2023, Njål was forced to start over, prioritizing quality of product over profit and growth. He got rid of all of his team, downsized to just the 20 best homes, hired at CTO and ...

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, and Manchester. With nearly two decades in independent hospitality, Matt brings a rare mix of operational rigour and brand instinct to everything Mollie's does. In this episode, Matt breaks down the philosophy behind the brand — why budget doesn't have to mean boring, and ho...

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 what most hotels are getting wrong about automation and how CitizenM built an NPS score good enough to catch Marriott's attention. His belief: you shouldn't reach for technology until you understand the real requirement, the business value it will bring, and most fundamenta...

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 building an AI workforce capable of performing operational and marketing tasks, optimizing performance, and driving outcomes across hotel systems. The conversation explores what this shift means for hotel teams, guest experience, and business performance. While AI offers signifi...

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. Minut developed a system that detects events such as noise, overcrowding, and smoking without recording or storing audio. This approach builds trust while enabling operators to maintain control over their assets. The conversation expands into broader industry shifts, including...

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 toward becoming Europe’s most sustainable hotel brand, targeting 20 hotels in five years. Rather than treating sustainability as a layer, the company embeds it into how hotels are built, operated, and measured. At the same time, a flexible, API-driven tech stack and growing use ...

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. Landfolk has grown from just 33 homes to more than 1,500 handpicked properties across seven markets. But unlike many platforms focused on inventory growth, Landfolk rejects roughly 50% of potential hosts in order to protect quality, brand integrity, and long-term community health. ...

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 standards can transform operational performance, team culture, and guest experience. While hotels have embraced digital guest journeys and automation, internal standards often still live in binders, PDFs, or static intranets. Adam argues that without a live, accessible standard...

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 class operating at scale across Europe and beyond. With short-term rentals now accounting for over 20% of accommodation nights in Europe, the sector is no longer a niche. Merilee outlines how operational infrastructure, technology platforms, and regulatory collaboration are shap...

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 most hospitality operators avoid. Narrowing the guest segment, rethinking asset use, and automating everything possible. Global Living Apartments focuses on families and group travelers, a segment traditional hotels struggle to serve. By converting commercial properties into s...

In this episode of Pillow Talk Sessions, Jessica Gillingham sits down with Ulrich Pillau, Co-founder & CEO of Apaleo, to explore how AI and API-first technology are redefining what modern hospitality looks like behind the scenes and in front of guests. Uli explains why the industry is splitting between digital-first operators and legacy brands struggling to adapt, and why simply “moving to the cloud” won’t fix broken guest journeys without a fundamental rethink of operating models. 💡 In this con...