Scaling Hospitality Through Automation with Alexander Limpert (RentalReady / GuestReady)
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Scaling Hospitality Through Automation with Alexander Limpert (RentalReady / GuestReady)
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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 shifting toward entire building management to strengthen revenue stability
🌍 How geographic diversification helps manage regulatory volatility
🛏️ Why GuestReady blends local authenticity with hotel-like standards for a differentiated stay
📜 The case for reasonable, balanced STR regulation that protects housing and enables innovation
Alex makes the case for a future where smarter tools empower operators, improve guest experience, and support sustainable growth across the sector.
🌐 pillowtalksessions.com
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