On today’s episode, David Millili and Steve Carran sit down with Michael Hirschler, Chief Growth Officer at Staypineapple, live from Staypineapple Chicago. Michael shares how the brand is redefining boutique hospitality through a combination of 'friend-style' service, a bold brand identity, and guest-focused innovation.They dive deep into Staypineapple’s growth strategy—from owner-operator beginnings to expanding through licensing and management—and how their flexible, cost-effective model provides a compelling alternative to legacy hotel brands. Michael also unpacks their cutting-edge tech stack, the role of AI in enhancing (not replacing) hospitality, and why true guest service still starts with emotionally intelligent people.Topics covered include:What makes Staypineapple’s brand and service model uniqueWhy personalization and emotional intelligence drive guest experienceReducing friction between guests and staff through smarter techHow to maintain strong service culture across propertiesWatch the FULL EPISODE on YouTube: https://youtu.be/A-WLXWkThTE Join the conversation on today's episode on The Modern Hotelier LinkedIn pageThe Modern Hotelier is produced, edited, and published by Make More MediaLinks:Staypineapple: https://www.staypineapple.com/Michael on LinkedIn: https://www.linkedin.com/in/michaelhirschler/For full show notes head to: https://themodernhotelier.com/episode/197Follow on LinkedIn: https://www.linkedin.com/company/the-...Connect with Steve and David:Steve: https://www.linkedin.com/in/%F0%9F%8E...David: https://www.linkedin.com/in/david-mil.

Ask this episode

“What did the council decide on item 42?” — answered with the speaker and the moment.

Transcript

Related