Two students, one snowy mountain and a worldwide business.

In this episode of Travel Market Life, Craig Everett, CEO and Co-Founder of HollyBob, joins us to explore the power of innovation, entrepreneurship, and AI in the travel industry.

Craig shares how a simple university ski trip turned into his first business, how HollyBob was born, and why travel experiences are the next frontier for digital transformation. From AI-powered itineraries to under-tourism strategies, this conversation dives into how technology and human connection can work together to shape the future of travel.

What You'll Learn

From Idea to Impact: How a grassroots travel idea grew into HollyBob, a platform transforming how travellers book experiences.

Tech Meets Tourism: Why AI and agentic commerce are reshaping the way people plan, book, and enjoy their holidays.

Entrepreneurial Mindset: Craig's honest lessons on focus, failure, and building a business that lasts in a changing landscape.

Craig's story is a brilliant reminder that the travel industry thrives on curiosity, connection and courage. Technology might change how we explore the world - but people will always shape the journey.

Travel Market Life is one of FeedSpot's top Hospitality Podcasts and is produced by Urban Podcasts.