Jerry Colonna
Jerry Colonna is the Founder and CEO of Reboot.io, a leading executive coaching and leadership development firm trusted by founders, CEOs, and top executives across some of the most influential companies in the United States. Widely known as the “CEO Whisperer,” he is one of the world’s most respected executive coaches, helping leaders build resilience, emotional intelligence, and purpose-driven organizations. For more than 20 years, Colonna has served as an investor, board member, and leadership advisor to over 100 organizations, guiding entrepreneurs and senior executives to lead with humanity, compassion, and clarity. Before launching his coaching career, he was a prominent venture capitalist and a Partner at JPMorgan Partners, where he invested in early-stage, technology-driven startups and contributed to the growth and culture of Silicon Valley. Colonna is also an award-winning author and an in-demand speaker on leadership, emotional well-being, entrepreneurship, and organizational transformation.
Jerry Colonna Professional Experience / Academic History
Professional Experience
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Founder, CEO and Executive Coach
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Partner, JP Morgan Partners
Academic History
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B.A., English Literature
REBOOT.IO
Jerry Colonna is the Host of the Reboot Podcast, a widely followed show that explores the emotional, psychological, and operational challenges facing founders and CEOs.
Through candid conversations with entrepreneurs, startup leaders, and executives, he breaks down the real-life struggles behind scaling companies, managing teams, and sustaining personal well-being.
He is also the author of the acclaimed book Reboot, where he teaches leaders how to use the raw material of their own lives to build meaning, deepen relationships, and lead with compassion, courage, and authenticity.
COACHING EXPERTISE
Jerry is one of the most sought-after executive coaches in the startup ecosystem, frequently referred to as the “CEO Whisperer” for his ability to help leaders navigate complexity with clarity and emotional resilience.
He has coached executives at some of the most recognized companies in tech, including Etsy CEO Chad Dickerson, SoundCloud CEO Alexander Ljung, and WME Ventures Managing Partner Beth Ferreira.
His coaching practice integrates emotional self-awareness, organizational dynamics, and leadership psychology to help clients grow as individuals while building healthy, high-performing organizations.
EARLY CAREER
Jerry launched the Financial Recovery Fund with The Partnership for the City of New York, a program that provided more than ten million dollars in grants to small businesses impacted by the September 11 attacks.
At JPMorgan Partners, he led investments in companies such as ProfitLogic Inc., where he served on the board until the company was acquired by Oracle.
He also co-founded Flatiron Partners, one of New York’s most successful early-stage venture capital firms, backing some of the region’s most influential startups.
Earlier in his career, he spent a decade at CMP Media, where he held leadership and editorial roles, including serving as Editor of InformationWeek.
RECOGNITIONS