Episode live date: March 10

Name of show: Anything But Typical Podcasts

Episode number and title: Episode 164: The Power of Relationships in Business and Life with Ashley Tison

Brief summary of show: What if the most important business question has nothing to do with business? In this episode, Ashley Tison shares the powerful question he returns to over and over again: “If I were given six months to live, what would be my regrets?” Through years of walking alongside entrepreneurs navigating growth, exits, and major life transitions, Ashley has seen how success often gives way to a deeper realization — that time, relationships, and meaning matter more than most people expect. This conversation explores the tension between building something significant and not losing your life in the process.

Bullet points of key topics discussed & time stamps: 0:00 – Opening reflection: the question that changes everything 1:12 – Why entrepreneurs eventually start asking deeper questions 2:48 – The hidden cost of building, growing, and chasing success 4:15 – Why founders often realize too late what mattered most 5:42 – Family, experiences, and meaning in the next chapter 7:03 – How the “six months to live” question reframes priorities 8:21 – Why the next chapter people want is often the one they’ve delayed 9:37 – Closing thought: sometimes business conversations become life conversations

List of resources mentioned in episode (including sponsors): OZ Pros OZPros.com Annie Dillard quote: “How we spend our days is, of course, how we spend our lives.”

Calls to action: Learn more at OZPros.com Visit trustbgw.com Follow Anything But Typical and BGW on social media: Instagram: @anythingbuttypical LinkedIn: BGW CPA, PLLC

“I’ve been poor before. That doesn’t bother me.” – Cathy Maday Cathy didn’t grow up around startup jargon or leadership books. She grew up on the Bad River Indian Reservation in northern Wisconsin. Work wasn’t a phase. It was how you made things possible. You did chores, took odd jobs, & learned early that no one was coming to rescue you. There was freedom in that. By 12, Cathy was holding her first paper paycheck. She hasn’t stopped working since — not always because she had to, but because work meant agency. Motion. A steady sense of “I can handle what’s next.” That assurance followed her from childhood into college, into technology, & into corporate environments where she saw it clearly: systems weren’t failing. The people inside them were carrying too much, alone. Eventually, Cathy did what entrepreneurs do. She chose the harder path & built the solution — Wingspan — from the same instinct that had always guided her: if you want options, you create them. This episode isn’t about hustle or reinvention. It’s about knowing when the instincts that made you strong are asking for something completely new. To learn more, connect with her at WingspanPerformance.com. Entrepreneurship isn’t about escaping where you come from. It’s about carrying what made you — and knowing what to set down. As Wendell Berry wrote, “It may be that when we no longer know what to do, we have come to our real work.”