Scaling Hospitality Through Automation with Alexander Limpert, Co-Founder & CEO of GuestReady and RentalReady
In this episode of Pillow Talk Sessions, Alexander Limpert, Co-Founder and CEO of GuestReady and RentalReady, joins hosts Jessica Gillingham and Kristian Lupinski to explore how technology, trust, and human connection intersect in the evolution of short-term rental and flexible living management.
GuestReady has become one of Europe’s most recognized professional short-term rental operators, managing entire buildings and working closely with investors to deliver reliable, hospitality-driven experiences. Alongside it, RentalReady, the company’s tech platform, is redefining how property managers automate their operations — from guest messaging and review management to maintenance scheduling and 24/7 support.
With more than ten acquisitions under its belt, GuestReady has grown through strategic consolidation while still supporting small and mid-sized operators with the tools they need to thrive. Alexander shares how this dual approach — scaling through efficiency while preserving the human element — is shaping the future of property management in an increasingly automated world.
The conversation dives into:
- Why trust remains the cornerstone of success in tech-driven hospitality.
- How “hotelization” is transforming short-term rentals into a more standardized, guest-first experience.
- Why consolidation and independence can co-exist — and what that means for the next generation of property managers.
- How RentalReady’s AI-powered automation is empowering smaller operators to compete with larger players.
- The importance of maintaining a human touch even as guest communication and operations become increasingly digital.
- What flexible living means for the future of urban accommodation, and why hybrid models are here to stay.
Alexander also reflects on the challenges of scaling responsibly, building brand trust across markets with different regulations, and ensuring that technology enhances rather than replaces the human heartbeat of hospitality.
Meet the hosts of Pillow Talk Sessions
Jessica Gillingham is the Founder and CEO of Abode Worldwide, a strategic public relations agency dedicated to elevating the profile of transformative technology solutions in global hospitality, lodging, and serviced living. An established industry thought leader, Jessica is a frequent conference speaker and author of Tech-enabled Hospitality, a new book exploring the innovations shaping the sector.
Kristian Lupinski, Events and Content Producer for Abode Worldwide, is a driving force behind Pillow Talk Sessions, bringing extensive experience in media production combined with a background in hospitality. Known for his ability to craft engaging stories and connect with key industry figures, Kristian has built a reputation for delivering high-quality content that resonates with audiences and amplifies the voices shaping the future of hospitality.
🎧 Listen to the full episode to hear how Alexander Limpert and GuestReady are bridging technology and humanity — proving that the future of flexible living is as much about people as it is about platforms.
Jessica Gillingham
Founder and CEO, Adobe Worldwide
Abode Worldwide
