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Pillow Talk Sessions

Hosted by Jessica Gillingham · business · EN-US

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About this Podcast:

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

Pitch Analysis

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Contact path

Verified email

Booking probability

32%

Guest openness

Selective

Verified email on file
80/100
Required Score

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Questions about Pillow Talk Sessions

What is Pillow Talk Sessions about?

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.

Who hosts Pillow Talk Sessions?

Pillow Talk Sessions is hosted by Jessica Gillingham. The show has published 47 episodes to date.

What has Pillow Talk Sessions covered recently?

Recent episodes include "Hospitality’s Data Problem Is Now an AI Problem with Wouter Geerts (Abode Worldwide)" (29 October 2026, 43 minutes), "Building on Water: The Next Frontier of Hospitality with Brian Meyer (FLOHOM)" (1 October 2026, 41 minutes), and "Redefining Resi: From short lets to branded living with Maxine Leufroy-Murat (Sejour Living)" (18 June 2026, 44 minutes).

How often does Pillow Talk Sessions publish?

Pillow Talk Sessions publishes roughly every two weeks, with episodes averaging 41 minutes across 47 episodes.

How hard is it to get booked on Pillow Talk Sessions?

Booking probability for Pillow Talk Sessions is 32%, and the host is rated Selective on guests. Pillow Talk Sessions requires a Pod Score of 80 or higher. Pillow Talk Sessions's contact route on record: verified email.

Who should pitch Pillow Talk Sessions?

The strongest fits for Pillow Talk Sessions are Hotels & Lodging. Pillow Talk Sessions has a business audience.

About the host

Jessica Gillingham hosts Pillow Talk Sessions, a business podcast with 47 episodes published.

Verified host email: ████████@████.comSign in to unlock →

Recent episodes

Our AI reads these to draft pitches. Use them as grounding for a pitch that cites a real guest and a specific topic.

  • Episode #16

    Hospitality’s Data Problem Is Now an AI Problem with Wouter Geerts (Abode Worldwide)

    Oct 29, 202643 minS2

    AI is transforming hospitality technology at an extraordinary speed. But what happens when businesses start trusting answers without understanding the data behind them? Wouter Geerts joined Abode Worldwide as Head of...

  • Episode #14

    Building on Water: The Next Frontier of Hospitality with Brian Meyer (FLOHOM)

    Oct 1, 202641 minS2

    A houseboat that no bank would finance and no insurer would cover might seem an unlikely starting point for a hospitality brand. For Brian Meyer, it was the beginning of FLOHOM. Brian Meyer grew up on the water. He...

  • Episode #12

    Redefining Resi: From short lets to branded living with Maxine Leufroy-Murat (Sejour Living)

    Jun 18, 202644 minS2

    <p>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...

  • Episode #11

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

    Jun 4, 202636 minS2

    <p>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...

  • Episode #10

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

    May 21, 202640 minS2

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

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  • Episode #9

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

    May 7, 202643 minS2

    <p>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.</p><p>In the latest episode of Pillow Talk Sessions, Mike joins me...

  • Episode #8

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

    Apr 23, 202645 minS2

    <p>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.</p><p>Through Operto One...

  • Episode #7

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

    Apr 9, 202637 minS2

    <p><b>In this episode of </b><b>Pillow Talk Sessions</b><b>, Nils Mattisson, CEO & Co-Founder of Minut, explains how privacy-first technology is solving one of hospitality’s most complex challenges. Balancing guest...

  • Episode #6

    Building Sustainable Hospitality with Marc Laros (The Usual Hotels)

    Mar 26, 202634 minS2

    <p><b>In this episode of </b><b>Pillow Talk Sessions</b><b>, Marc Laros, CTO of The Usual Hotels, explains how sustainability, technology, and guest experience can be designed as one integrated operating...

  • Episode #5

    Curated Hospitality with Cathrine Reimann (Landfolk)

    Mar 12, 202633 minS2

    <p>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...

  • Episode #4

    Reinventing Hotel Standards with Adam Tuttle (Yipy)

    Feb 26, 202644 minS2

    <p>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...

  • Episode #3

    Professionalising Short-Term Rentals with Merilee Karr (UnderTheDoormat)

    Feb 12, 202644 minS2

    <p>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...

  • Episode #1

    Hospitality’s Digital Reset with Ulrich Pillau (Apaleo)

    Jan 15, 202640 minS2

    <p><b>In this episode of </b><b>Pillow Talk Sessions</b><b>, 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...

  • Episode #31

    Scaling Hospitality Through Automation with Alexander Limpert (RentalReady / GuestReady)

    Dec 4, 202539 minS1

    <p><b>In this week’s </b><b>Pillow Talk Sessions</b><b>, Jessica Gillingham and Kristian Lupinski speak with Alexander Limpert, the founder behind RentalReady and GuestReady, to unpack how automation, data, and AI are...

  • Episode #30

    Rethinking UK Housing with Jason Hardman (CBRE)

    Nov 20, 202537 minS1

    <p><b>In this week’s </b><b>Pillow Talk Sessions</b><b>, Jessica Gillingham and Kristian Lupinski sit down with Jason Hardman, Head of UK Living at CBRE, to explore how policy, planning, and private capital are...

  • Episode #29

    The Future of Casual Living with Asli Kutlucan (TFE Hotels)

    Nov 6, 202550 minS1

    <p><b>In this week’s </b><b>Pillow Talk Sessions</b><b>, Jessica Gillingham and co-host Kristian Lupinski sit down with Asli Kutlucan, CEO Europe at TFE Hotels, to explore how the company is bridging the gap between...

  • Episode #28

    Community, Affordability & Long-Term Value with Stephanie Smith (Muse)

    Oct 23, 202540 minS1

    <p><b>In this week’s </b><b>Pillow Talk Sessions</b><b>, Jessica Gillingham and Kristian Lupinski sit down with Stephanie Smith, Head of Residential at Muse, to unpack how thoughtful design, data, and collaboration are...

  • Episode #27

    Global Student Housing Trends with Joe Persechino (Yugo)

    Oct 9, 202550 minS1

    <p><b>In this week’s </b><b>Pillow Talk Sessions</b><b>, Jessica Gillingham and Kristian Lupinski sit down with Joe Persechino, COO of Yugo, to unpack the global growth trajectory of student accommodation and the...

  • Episode #26

    Driving Building Performance with Jonathan Burridge (Utopi)

    Sep 25, 202551 minS1

    <p><b>In this week’s </b><b>Pillow Talk Sessions</b><b>, Jessica Gillingham and Kristian Lupinski sit down with Jonathan Burridge, Founder & CEO of Utopi, to explore how his company is helping operators cut costs...

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