505 | The Hardest Job I’ve Ever Had: Fatherhood, Leadership, and Building Legacy
Mon Dec 22 2025
In this solo episode, Chaz Wolfe goes deep on one of the most important topics for driven entrepreneurs: the connection between fatherhood, leadership, business, and legacy. Using listener-submitted questions, Chaz breaks down how being a dad has shaped the way he leads his companies, how obsession (not “balance”) is the real key to winning in all areas, and why legacy begins long before wealth ever transfers hands.
Chaz shares candid stories from his early years in business — including mistakes, mindset shifts, and the tension between building companies and being present at home. He explains how patience, emotional intelligence, and integrity have been sharpened through raising his four kids, and how intentional leadership as a father directly influences leadership as a CEO.
He also dives into the systems he uses to protect family time, the nightly routines that build confidence and identity in his kids, and the principles he’s teaching them around money, mindset, entrepreneurship, and responsibility. Chaz outlines why he believes legacy isn’t about passing wealth to the next generation, but passing it through them — shaping character, habits, decision-making, and leadership across 100 years.
If you’re an entrepreneur who wants to win in business and at home, this episode will challenge the way you think about your role, your time, your kids, and the long-term impact of your leadership.
💡 Learn more about the Family Mastermind Vacation — where entrepreneurial families grow closer, dream bigger, and build legacies together.
👉 gatheringthekings.com
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Share this episode with a friend and leave us a review on Apple Podcasts or Spotify!
Join the conversation by visiting GatheringTheKings.com and apply to connect with other high-performing entrepreneurs and their families.
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In this solo episode, Chaz Wolfe goes deep on one of the most important topics for driven entrepreneurs: the connection between fatherhood, leadership, business, and legacy. Using listener-submitted questions, Chaz breaks down how being a dad has shaped the way he leads his companies, how obsession (not “balance”) is the real key to winning in all areas, and why legacy begins long before wealth ever transfers hands. Chaz shares candid stories from his early years in business — including mistakes, mindset shifts, and the tension between building companies and being present at home. He explains how patience, emotional intelligence, and integrity have been sharpened through raising his four kids, and how intentional leadership as a father directly influences leadership as a CEO. He also dives into the systems he uses to protect family time, the nightly routines that build confidence and identity in his kids, and the principles he’s teaching them around money, mindset, entrepreneurship, and responsibility. Chaz outlines why he believes legacy isn’t about passing wealth to the next generation, but passing it through them — shaping character, habits, decision-making, and leadership across 100 years. If you’re an entrepreneur who wants to win in business and at home, this episode will challenge the way you think about your role, your time, your kids, and the long-term impact of your leadership. 💡 Learn more about the Family Mastermind Vacation — where entrepreneurial families grow closer, dream bigger, and build legacies together. 👉 gatheringthekings.com Like what you heard? Share this episode with a friend and leave us a review on Apple Podcasts or Spotify! Join the conversation by visiting GatheringTheKings.com and apply to connect with other high-performing entrepreneurs and their families.