Why Growth Gets Heavy - Matt Webb on Leadership, Pressure, and Scale

Matt Webb didn’t start in real estate, he started in hospice, sitting with people during some of the hardest moments of their lives.In this episode of The Red Chair, Matt shares how that experience shaped the way he builds relationships, leads his business, and shows up for clients today.In just five years, Matt has gone from unsure of his path to closing 100+ deals a year and building both a real estate business and an investing arm. But behind the growth, he opens up about the pressure, burnout, and moments that forced him to rethink everything.We talk about:The mindset shift from athlete to entrepreneurHow faith influences his business and decision-makingBuilding wealth through real estate investingThe realities of scaling fast...and what it costsWhy success without alignment can still feel emptyThis is a conversation about more than production, it’s about purpose, growth, and building a life you don’t need to escape from.