The Reboot Podcast
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The Reboot Podcast is a business podcast hosted by Reboot.io. It has 254 episodes, with the latest published April 2026.
The Reboot podcast showcases the heart and soul, the wins and losses, the ups and downs of startup leadership. On the show, Entrepreneurs, CEOs, and Startup Leaders discuss with Jerry Colonna the emotional and psychological challenges they face daily as leaders.
business ·en ·254 episodes
Wisdom for Work #31 - Navigating the Neutral Zone: Embracing Change & Transition
#183 - The End of Suffering - with Sharon Salzberg & Jerry Colonna
Extras #27 - Reflection & Intention for the New Year - A Meditation Practice with Marty Janowitz
#182 - What AI Therapy Misses: The Power of Human Presence - with Dr. Jud Brewer & Jerry Colonna
#181 - Building The Company That 15-Year-Old You Needed - with Oliver Ravn & Jerry Colonna
#180 - Navigating Darkness, Perfectionism, and Purpose as an Entrepreneur - with Melissa Bernstein & Jerry Colonna
#179 - The Work of Getting Free: Redemption, Gratitude & Hope - with Shaka Senghor & Jerry Colonna
Wisdom for Work #30 - The Art of Influence: Building Trust & Connection at Work
#178 - Discovering What Matters in a Distracted World - with Soren Gordhamer & Jerry Colonna
Wisdom for Work #29 - Frameworks for Leading & Managing People
#177 - What Does It Mean To End Well? - with Randy Goodman & Jerry Colonna
#176 - Balancing Growth & Inner Purpose - with Christian Fenner, Mathias Tholey, Sebastian Ross, & Jerry Colonna
Wisdom for Work #28 - Working With Intuition
Wisdom for Work #27 - Parsing Emotional Data
Wisdom for Work #26 - Staying Grounded Throughout Your Work Day
Extras #26 - Moving From Fragility to Robustness - with Kelly Wendorf & Ali Schultz
#175 - Beyond the Self: Embracing Interconnectedness - with Luis Duarte & Jerry Colonna
#174 - Leading With Love & Intention - with Dr. Nicole Marie Ortiz & Jerry Colonna
Extras #25 - The Power of Horses for Coach Development - with Kelly Wendorf & Liz Stewart
Wisdom for Work #25 - The Art of Generative Listening
#173 - Celebrating Difference in Your Company - with Rob Castaneda & Jerry Colonna
Wisdom for Work #24 - Unlocking Imposter Syndrome
#172 - Finding Closure After Shutting Down the Business - with João Barros & Jerry Colonna
Wisdom for Work #23 - Cultivating Conditions of Courage
#171 - The Great Midlife Edit - with Chip Conley & Jerry Colonna
Wisdom for Work #22 - Owning Your Strengths
Extras #24 - Building High-Performing Teams Through Coaching - with Steph Yiu
Wisdom for Work #21 - Engaging Your Team to Bring Out Their Best
Wisdom for Work #20 - The Art of Firing Well
#170 - The Brave Leader's Path: Fostering Inclusivity & Courageous Decision-Making - with David McQueen & Jerry Colonna
Extras #23 - Unleashing Potential: Insights on Leadership, Self-Discovery, & Overcoming Fear - with Noah Kagan
Wisdom for Work #19 - Strategic Delegation: Building Trust & Setting Clear Expectations
#169 - Rupture + Repair = Resilience in Co-founder Relationships - with the Co-founders of Brood
The Reunion Podcast - Episode 2 - Connecting with Ancestors & Embracing the Influence of Place
The Reunion Podcast - Episode 1 - What If We All Belonged to Each Other? Ancestral Reunion, Belonging, and the Path to Healing
The Reunion Podcast - Episode 0 - Reclaiming Our Stories: A Journey of Belonging and Reunion
Wisdom for Work #18 - Is Coaching Right for You? - with Dan Putt & Andy Crissinger
#168 - The Healing Power of Tears: Building Empathy and Connection in a Numb World - with Benjamin Perry & Jerry Colonna
Wisdom for Work #17 - The Power of Retrospectives: Learning From the Past To Shape the Future
Operator's Manual #8 - The Arc of Dysfunction: From Unhealthy Chaos to Healthy Creativity - with Ali Schultz & Jerry Colonna
#167 - From Isolation to Openness: Engaging Fully with Real Life - with Sharon Salzberg & Jerry Colonna
Wisdom for Work #16 - The Brightest Bulb Challenge: Moving From Individual Contributor to Team Leader
#166 - We Can Choose to Ride the Roller Coaster of Entrepreneurship - with Jean Smart & Jerry Colonna
Operator's Manual #7 - When Should You Shut Down the Business? - with Ali Schultz & Jerry Colonna
Reboot Extra #22 - Scaling as a Technical Founder & CEO - with Evan Drumwright & Andy Crissinger
Reboot Extra #21 - Climbing Out of the Pits of Despair - with Mollie West Duffy & Liz Fosslien
#165 - The Bones of Belonging - with Annahid Dashtgard & Jerry Colonna
#164 - How To Be a Stable Board Member - with Aileen Lee & Brad Feld
Wisdom for Work #15 - Navigating Conflict & Difficult Conversations - with Chris VandenBrink & Andy Crissinger
Operator's Manual #6 - The Benefits of Bootstrapping - with Ali Schultz & Jerry Colonna
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