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Pillow Talk Sessions
Jessica Gillingham and Kristian Lupinski
32 episodes
1 week ago
In this week’s Pillow Talk Sessions, Jessica Gillingham and Kristian Lupinski speak with Alexander Limpert, the founder behind RentalReady and GuestReady, to unpack how automation, data, and AI are transforming operational efficiency in short-term rentals. 💡 Highlights include: 🤖 How RentalReady became the first PMS to integrate OpenAI, now powering a third-gen AI assistant 💬 Why AI replies to “confident messages” but escalates complex ones to humans 🏗️ Why GuestReady is shi...
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Management
Business
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All content for Pillow Talk Sessions is the property of Jessica Gillingham and Kristian Lupinski and is served directly from their servers with no modification, redirects, or rehosting. The podcast is not affiliated with or endorsed by Podjoint in any way.
In this week’s Pillow Talk Sessions, Jessica Gillingham and Kristian Lupinski speak with Alexander Limpert, the founder behind RentalReady and GuestReady, to unpack how automation, data, and AI are transforming operational efficiency in short-term rentals. 💡 Highlights include: 🤖 How RentalReady became the first PMS to integrate OpenAI, now powering a third-gen AI assistant 💬 Why AI replies to “confident messages” but escalates complex ones to humans 🏗️ Why GuestReady is shi...
Show more...
Management
Business
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From Leases to Loyalty: Reimagining Rentals with Kevin Murphy (Renew)
Pillow Talk Sessions
39 minutes
4 months ago
From Leases to Loyalty: Reimagining Rentals with Kevin Murphy (Renew)
In this episode of Pillow Talk Sessions, Jessica Gillingham and Kristian Lupinski sit down with Kevin Murphy, Co-founder & COO of Renew, to explore how multifamily operators can turn one of their biggest weaknesses—renewals—into a relationship-driven advantage. 💡 Highlights include: 🏘️ Why renewals should start on day one, not 60 days before expiry 🏨 How “hotelification” is reshaping expectations in the rental world 📊 Why fragmented operators struggle with loyalty—and ho...
Pillow Talk Sessions
In this week’s Pillow Talk Sessions, Jessica Gillingham and Kristian Lupinski speak with Alexander Limpert, the founder behind RentalReady and GuestReady, to unpack how automation, data, and AI are transforming operational efficiency in short-term rentals. 💡 Highlights include: 🤖 How RentalReady became the first PMS to integrate OpenAI, now powering a third-gen AI assistant 💬 Why AI replies to “confident messages” but escalates complex ones to humans 🏗️ Why GuestReady is shi...