Business · Entrepreneurship · Investing

Behind the Stays

by Zach Busekrus

Welcome to Behind the Stays — a podcast that shares the stories behind your favorite boutique hotels, short-term rentals, and hospitality brands and the hosts, operators, and entrepreneurs who’ve brought them to life. Every Tuesday and Friday you’ll meet the military veterans, retired flight attendants, tech entrepreneurs, school teachers, single moms, hoteliers, and real estate investors who are all, in their unique ways, shaping the future of travel and hospitality. Discover how these visionaries — from all over the world — have built stunning landscape hotels in the mountains, designed…

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Episodes

Behind the Stays interviews Michael Wolf, CEO of ResortPass, a marketplace that helps hotels monetize unused day-guest capacity—pools, spas, fitness centers, and other amenities that sit idle during low-occupancy periods. Wolf's career trajectory from government aspirations to 15 years in startups provides context for…

Worth it if you manage a hotel property with underutilized amenities or work in hospitality revenue management and want to understand a proven model for ancillary income.

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Dina Belon-Sayre, President of Staypineapple Hotels, sits down with host Zach Busekrus to discuss how personality-driven hospitality and employee empowerment drive competitive advantage in the boutique hotel space. Belon-Sayre opens with a formative story from a Portland snowstorm in which she personally waited tables…

Worth it if you run or work in independent hospitality, care about brand-driven service culture, or want to understand emerging threats to boutique hotels from AI-powered booking systems.

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