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The Reboot Chronicles with Dean DeBiase

Dean DeBiase
Artificial Intelligence
Lumen Technologies
Leadership
Fidelity
Antimony
China
Infor
Ring
Amazon
Sandbox AQ
Africa
Deputy
Entrepreneurship
Aloha
Grant Thornton
Ryght
Brillio
Spacex
Capitalism
Global Trade

The Reboot Chronicles Show with Dean DeBiase, highlights the world’s top leaders & CEO’s through engaging peer-to-peer conversations that audiences love, available wherever you get podcasts, with thousands of listeners, watchers, readers, and fans. - - About Host: Named “Growth Guru” by Inc., Dean DeBiase is a WSJ best-selling author, Forbes Contributor, speaker, Kellogg/Northwestern faculty membe... more

PublishesWeeklyEpisodes233Founded6 years ago
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Artwork for The Reboot Chronicles

Latest Episodes

Every drone, autonomous vehicle, AI agent, and smart device running in the world today depends on silicon. And the software that enables that silicon to be designed, verified, and manufactured at scale is the domain of Synopsys. With nearly 28,000 em... more

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The systems built around work, retirement, and aging were designed for a world where people lived to their seventies. That world no longer exists. A 70 year old today has the same mental and physical acuity as a 53 year old in the year 2000. The fast... more

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Identity has become the most critical perimeter in enterprise security, and no company is more focused on that reality than Okta. As President and Chief Operating Officer, Eric Kelleher has helped steer Okta through multiple reboots, from solving the... more

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Twenty-three years ago, Peter Hughes found himself frustrated by the inconsistency in asset management and fund administration reporting across providers. Large clients received great service, smaller and newer asset managers, the ones who needed fas... more

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Recent Guests

Lyndsey Simpson
Banking executive turned entrepreneur; founder of 55 Redefined
55 Redefined
Episode: The Age Rebellion: Lyndsey Simpson, CEO of 55 Redefined
Eric Kelleher
President & Chief Operating Officer, Okta
Okta
Episode: Securing the Agentic Era: Eric Kelleher, President & COO of Okta
Peter Hughes
CEO of Apex
Apex
Episode: Building the Backbone of Global Finance: Peter Hughes, CEO of Apex
Charles D. Smith
Legendary NBA icon and CEO of Urban Icon Global
Urban Icon Global
Episode: From the NBA to the Nation Building: Charles D. Smith, Chairman & CEO of Urban Icon Global
Brian Bryson
Principal Technology Analyst at MIT Technology Review
MIT Technology Review
Episode: From Pilots to Production: Brian Bryson, Principal Analyst at MIT Technology Review
Eric Schimpf
Chief executive leader, president of Merrill Wealth Management
Merrill Wealth Management
Episode: Paratrooper to Portfolio Pro: Eric Schimpf, President of Merrill Wealth Management
Daniel Newman
CEO of Futurum, author and analyst
Futurum
Episode: Building Command Centers And Motes To Harness AI’s Space Time Continuum, Daniel Newman - CEO Futurum
Justin Baer
Journalist, Wall Street Journal
Wall Street Journal
Episode: Behind The Vault: America's Most Powerful Financial Dynasty Secrets Revealed, Justin Baer - The WSJ
Mari Cross
Chief Customer Officer at Infor
Infor
Episode: How Enterprise Tech Companies Are Fighting For Survival In The AI SaaSpocalypse, Mari Cross - Infor

Host

Dean DeBiase
Host of The Reboot Chronicles,

Chart Rankings

How this podcast ranks in the Apple Podcasts, Spotify and YouTube charts.

Apple Podcasts
#187
Hong Kong/Business/Careers
Apple Podcasts
#218
Ireland/Business/Careers
Apple Podcasts
#243
New Zealand/Business/Careers

Talking Points

Recent interactions between the hosts and their guests.

The Age Rebellion: Lyndsey Simpson, CEO of 55 Redefined
Q: How should someone begin planning for the rest of their life when confronted with aging?
Start with a structured framework (like Ikigai-inspired lists and a four-list approach) to identify what you love, what you're good at, what can earn money, and what the world needs, then design a plan for the next several decades.
The Age Rebellion: Lyndsey Simpson, CEO of 55 Redefined
Q: What's the one thing Lyndsey is doing now that her 30-year-old self would be impressed by?
She's challenging the narrative of slowing down after 50 and actively mapping a purposeful second act that leverages long careers and experience.
Building the Backbone of Global Finance: Peter Hughes, CEO of Apex
Q: How do you see AI integrating with your platform without sacrificing the high-touch service you're known for?
AI should enhance client onboarding, data delivery, and the richness of insights provided to clients, not just cut headcount. The goal is to grow revenue by delivering better products and experiences while gradually integrating automation in a way that customers perceive as value-added, not as a cut in human staff.
Building the Backbone of Global Finance: Peter Hughes, CEO of Apex
Q: Where do banks currently stand in adopting blockchain and on-chain infrastructure, and why is it worth the risk?
Many banks are BFS—big, fat, and slow—and boards worry about risk. Yet, when you peel back the layers, blockchain infrastructure offers real value: interconnected processes, regulatory-embedded smart contracts, and potential cost savings that justify the shift as part of a longer-term modernization strategy.
Building the Backbone of Global Finance: Peter Hughes, CEO of Apex
Q: What did you see back in Bermuda that others didn't, which prompted you to start this venture?
I noticed inconsistent service levels across asset managers, especially hurting smaller clients who needed timely reporting and trust. By focusing on uniform, high-touch service for all clients and building a comprehensive technology stack, I aimed to create a truly scalable solution that could serve both small and large players.

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Frequently Asked Questions About The Reboot Chronicles

What is The Reboot Chronicles about and what kind of topics does it cover?

The show centers on high-profile leaders and CEOs, exploring how they reboot and evolve their organizations, leadership styles, and strategic priorities in the face of rapid change. Episodes frequently cover topics such as digital transformation, AI and technology-driven change, governance and leadership development, and the evolution of industries (finance, tech, manufacturing, and infrastructure). Notable angles include resilience through crises, the human side of large-scale turnarounds, and practical reboot playbooks backed by real-world deployments and leadership anecdotes. The format tends to blend personal origin stories with actionable insights on strategy, culture, and execution, making it especially valuable for executives, invest... more

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1. Outspoken with White and Jordan

How many episodes of The Reboot Chronicles are there?

The Reboot Chronicles launched 6 years ago and published 233 episodes to date. You can find more information about this podcast including rankings, audience demographics and engagement in our podcast database.

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What guests have appeared on The Reboot Chronicles?

Recent guests on The Reboot Chronicles include:

1. Lyndsey Simpson
2. Eric Kelleher
3. Peter Hughes
4. Charles D. Smith
5. Brian Bryson
6. Eric Schimpf
7. Daniel Newman
8. Justin Baer

To view more recent guests and their details, simply upgrade your Rephonic account. You'll also get access to a typical guest profile to help you decide if the show is worth pitching.

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