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HBO and The Ringer's Bill Simmons hosts the most downloaded sports podcast of all time, with a rotating crew of celebrities, athletes, and media staples, as well as mainstays like Cousin Sal, Joe House, and a slew of other friends and family members who always happen to be suspiciously available.
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This week on Pillow Talk Sessions, hosts Jessica Gillingham and Kristian Lupinski welcome Ed Ellerington, Founder & CEO of Packaged Living, to explore what it really means to bring a customer-first, tech-smart, and vertically integrated mindset to rental housing.
💡 In this episode:
🏘️ Why the UK needs garden living and better single-family rental options
🏨 How hospitality principles can elevate resident experiences without over-servicing
🧩 Why flexible tech platforms are essential for future-proofing operations across asset types
🌍 What makes Spain the ideal launchpad for flexible, mixed-length stays in Europe
🤖 And where AI will help optimize ops while keeping human interaction at the core
From cultural nuance to tech stack strategy, Ed shares a grounded, thoughtful roadmap for the future of rental living.
22 episodes
