Ep. 78 The Comeback Plan: How to Rebuild After Losing Everything | Conversations with Jackie Bailey
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What if losing everything wasn’t the end—but the beginning of rebuilding what you were created to build?
In this episode of Speak Feed Lead Conversations with Jackie Bailey, Jackie sits down with Henry Tolbert Jr., Founder, Author, and Church Systems Strategist, for an honest conversation about calling, adversity, leadership, and what it really takes to rebuild after life takes an unexpected turn.
Henry shares his journey from pursuing a dream of professional football to answering a very different calling in ministry and leadership. He opens up about the “Jonah moments” that redirected his life, a season when he and his family lost almost everything, and how those experiences ultimately shaped the work he does today helping leaders, churches, entrepreneurs, and organizations rebuild with purpose.
The conversation also explores the principles behind Henry’s book, The Comeback Plan, and his four-part framework for rebuilding: Revival, Revision, Revitalization, and Rebuilding.
📅 Premieres October 9 at 11:00 AM PT
IN THIS CONVERSATION, YOU’LL DISCOVER:
🧭 How unexpected detours can reveal a new direction for your life
🏈 Why Henry walked away from his dream of professional football to pursue his calling
🙏 What our “Jonah moments” can teach us about purpose, obedience, and course-correcting
💔 How Henry moved forward after a season of losing almost everything
🌱 Why rebuilding begins with who you need to become—not just what you want to build
👥 Why vision and the right community are essential when rebuilding
🏗️ The four stages of The Comeback Plan: Revival, Revision, Revitalization, and Rebuilding
✨ Why your detour does not have to become your destination
ABOUT HENRY TOLBERT JR.
Henry Tolbert Jr. is a Founder, Author, and Church Systems Strategist who helps churches and leaders build stronger systems, clarify their vision, develop their teams, and move forward with purpose.
He is the author of The Comeback Plan, a framework inspired by biblical principles and his own experiences with adversity, leadership, and rebuilding.
Henry also leads Mandate Summit 2026, happening October 21–24, where leaders and builders will work through the four stages of The Comeback Plan and develop a clearer plan for the year ahead.
CONNECT WITH HENRY:
🌐 Simple Systems Consulting: https://getchurchsystems.com/
🏔️ Mandate Summit 2026: https://mandatesummit26.com/
📘 The Comeback Plan: https://amazon.com/dp/B0DKST7JMN
📱 Facebook: https://www.facebook.com/htolbert
📱 Instagram: https://www.instagram.com/henrytolbert
💼 LinkedIn: https://www.linkedin.com/in/yourhenrytolbert
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