EPISODE · Mar 4, 2026 · 35 MIN
He Lost His Son & Failed 30 Times — What He Learned About Leadership
from The Impactful Leader · host Chris Callahan
Jason Reed built a company from his second bedroom into a 3,500-employee business with five brands across the nation. He's coached CEOs for 15 years, failed at over 30 companies, and lost tens of millions of dollars along the way.But in March of 2018, Jason experienced the loss no parent should ever face — his 14-year-old son took his own life.That moment changed everything. It changed how he leads, how he shows up for his people, and why he now dedicates his life to making sure no other parent misses what he missed.In this episode of The Impactful Leader, host Chris sits down with Jason to talk about:🔹 Why he calls himself a "builder of people" — not a CEO🔹 What 30+ business failures taught him that success never could🔹 "Failure is an event, not an identity" — how to bounce back without losing yourself🔹 Why discipline and written goals separate leaders from dreamers🔹 The signs of mental health struggles he wishes he'd recognized sooner🔹 Why frontline managers MUST be equipped for mental health conversations🔹 How leading with vulnerability creates stronger teams — and real ROI🔹 "Do your employees want to give you a hug? If not, you're doing something wrong."This is one of the most honest conversations we've ever had on this podcast.🆘 If you or someone you know is struggling:National Suicide Prevention Lifeline: 988 (call or text)Crisis Text Line: Text HOME to 741741Resources & Next Steps:💡The Great Wealth Heist Assessment → https://kingdomroi.typeform.com/wealthheisttestKingdom ROI main site — all offerings and info👉 https://kingdomroi.org/• Kingdom ROI University — free foundational training + mindset resources👉 https://kingdomroi.org/university/ • Podcast (faith-based wealth, legacy, leadership)👉 https://podcasts.apple.com/ph/podcast/the-impactful-leader/id1852272191⏱️ Timestamps:00:00 Failure Is Not Your Identity02:41 Entrepreneurship Is Not For Everyone05:58 The Mental Health Blind Spot10:42 Leadership vs Management14:36 You're Not Entitled to Success18:12 Grow Your People Grow Your Business21:57 Understanding Depression25:48 The Power of Written Goals#leadership #mentalhealth #entrepreneurship #vulnerability #personalgrowth #leadershipdevelopment
What this episode covers
Jason Reed built a company from his second bedroom into a 3,500-employee business with five brands across the nation. He's coached CEOs for 15 years, failed at over 30 companies, and lost tens of millions of dollars along the way.But in March of 2018, Jason experienced the loss no parent should ever face — his 14-year-old son took his own life.That moment changed everything. It changed how he leads, how he shows up for his people, and why he now dedicates his life to making sure no other parent misses what he missed.In this episode of The Impactful Leader, host Chris sits down with Jason to talk about:🔹 Why he calls himself a "builder of people" — not a CEO🔹 What 30+ business failures taught him that success never could🔹 "Failure is an event, not an identity" — how to bounce back without losing yourself🔹 Why discipline and written goals separate leaders from dreamers🔹 The signs of mental health struggles he wishes he'd recognized sooner🔹 Why frontline managers MUST be equipped for mental health conversations🔹 How leading with vulnerability creates stronger teams — and real ROI🔹 "Do your employees want to give you a hug? If not, you're doing something wrong."This is one of the most honest conversations we've ever had on this podcast.🆘 If you or someone you know is struggling:National Suicide Prevention Lifeline: 988 (call or text)Crisis Text Line: Text HOME to 741741Resources & Next Steps:💡The Great Wealth Heist Assessment → https://kingdomroi.typeform.com/wealthheisttestKingdom ROI main site — all offerings and info👉 https://kingdomroi.org/• Kingdom ROI University — free foundational training + mindset resources👉 https://kingdomroi.org/university/ • Podcast (faith-based wealth, legacy, leadership)👉 https://podcasts.apple.com/ph/podcast/the-impactful-leader/id1852272191⏱️ Timestamps:00:00 Failure Is Not Your Identity02:41 Entrepreneurship Is Not For Everyone05:58 The Mental Health Blind Spot10:42 Leadership vs Management14:36 You're Not Entitled to Success18:12 Grow Your People Grow Your Business21:57 Understanding Depression25:48 The Power of Written Goals#leadership #mentalhealth #entrepreneurship #vulnerability #personalgrowth #leadershipdevelopment
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He Lost His Son & Failed 30 Times — What He Learned About Leadership
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