Building a Multi-Country Vacation Rental Empire with Christian Gissing

What happens when you build a property management company with the vision to operate in places you love while helping your closest friends achieve financial freedom? Christian Gissing, founder of True North Property Management, shares his 11-year journey from bootstrapping in Traverse City, Michigan, to managing properties across four countries including Jamaica, the UK, Bali, and Mexico. In this episode, Christian reveals his innovative branch manager program that functions like a franchise but with more extensive support, allowing partners to leverage all back-end systems while focusing on local operations and owner relationships. He discusses the hard lessons learned about firing quickly when core values are violated, building a business designed for exit whether you plan to sell or not, and why the first hour of your day determines your energy and leadership impact. Christian's philosophy centers on creating a life he doesn't need a vacation from and making his business bigger than himself by transforming team members' lives. His transparent approach to failure, growth, and multi-country expansion offers actionable insights for property managers ready to scale beyond their comfort zones. This episode is sponsored by RevMax.