The Reboot Chronicles with Dean DeBiase

Behind the scenes of the world’s biggest companies lies a powerful, often invisible engine: high-stakes B2B transactions that move billions across borders. These deals are the lifeblood of global commerce—and when they go wrong, the ripple effects can be seismic. That’s why insuring and protecting them isn’t just smart—it’s essential. On this episode of The Reboot Chronicles Show , we sit down wit...

The global economy is constantly evolving with forces like Automation, Robotics and artificial intelligence redefining the global workforce and how businesses drive growth and innovation at scale.   As the Magnificent Seven Tech giants lay off tens of thousands of people leveraging AI to drive out repetitive, mundane tasks, the labor force is challenged to broaden their skillset and redefine their...

Artificial Intelligence and the potential productivity benefits continue to be an area of focus across industries, yet AI’s influence now extends into our culture. From deepfakes and cloned voices to AI-generated art and virtual influencers, a new wave of synthetic content is transforming media and testing our ability to trust what we see and hear. In this episode of  The Reboot Chronicles ,  Henr...

Launching a startup is daunting—especially when you're navigating the journey without guidance or mentorship. Even well-funded ventures struggle, and those that beat the odds are so rare they're dubbed "Unicorns." Our next guest on the Reboot Chronicles Show has helped countless start-ups become successful and redefined what we here at the Reboot Chronicles believe to be key comp...

Most businesses are rapidly deploying AI to be more competitive, but some are struggling to adapt, or worse, think Microsoft Co-Pilot is enough adaptation. Sectors like consulting, accounting, and law firms, are in big trouble and many are facing an Opportunity Crisis. Our next guest is reaching that point in their evolution, but instead of being disrupted, they are choosing to reboot themselves a...

From Olympic runways to boardroom breakthroughs,  Simon Arkel  knows how to raise the bar—and clear it. On this episode of  The Reboot Chronicles , we’re joined by this two-time Olympian and five-time NCAA All-American whose journey is a masterclass in reinvention.   Simon’s pole vaulting career was built on grit, resilience, and relentless pursuit—qualities that now define his impact in the healt...

You know the song MMMBop. You probably danced to it. But do you know the man behind it? Taylor Hanson went from topping charts in 27 countries to brewing up a business empire.  In an industry that often trades authenticity for applause, Taylor and his two brothers chose ownership over dependency—when he was just nine years old! Celebrity guests often bring star power—but few bring the depth of rei...

Long before brand-building became a buzzword and athletes were expected to be media-savvy moguls, our guest on this episode of the Reboot Chronicles Show, Jan Stephenson , was already rewriting the rules. Born under the sun-drenched skies of Sydney, Australia, she stepped onto the LPGA Tour in 1974 with a swing as fearless as her spirit—and a vision that would forever change the face of women’s go...

David Butler ’s life is a classic reboot story, from the courts of NBA Basketball to Wall Street Titan and co-CEO of Dimensional Fund Advisors . A powerhouse in the boardroom and on the court, David’s career has been anything but conventional. A Rhodes Scholar candidate and Pac-12 Basketball Hall of Honor inductee, he was an All-American at UC Berkeley and drafted to the Boston Celtics. When his N...

When a CEO steps into a company with the mindset of initiating a full-scale reboot, it’s not just a refresh—it’s a renaissance. My best reboots have been built on three foundational pillars: People - Platform - Passion. Platform (my favorite) often becomes the keystone of growth, especially when you reimagine it not just as infrastructure, but as a conduit—an engine of connection. Think of Amazon...

Rewind to 2014, when the tech world was sort of dancing around the promise of the “digital future.”  The term “digital transformation” was just beginning to gain traction, and “cloud computing” had become the darling of boardroom conversations, though many enterprises were still hesitant to fully embrace it. At the time, if you were one of the rare leaders who could see past the noise and around c...

Leadership isn’t just about C-suite executives running big businesses. It’s about leading with values at every stage of your life, using tools to improve yourself, your work, your relationships—and rebooting yourself with balance to lead a better life. On this dynamic episode of The Reboot Chronicles Show, the world’s leading expert joins us to unpack all of this and much more. Harry Kraemer is th...

Most every C-suite leader wants AI to help their people perform tedious tasks better. We still live in a world where we are stuck doing too many time-consuming, lower impact tasks - like organizing spreadsheets, manually processing forms and data entry, or swiveling information from app to app across your company’s hundreds of applications. Ugh. Helping the corporate world get closer to a reality...

When it comes down to brands that put 110% into customer experiences, few have managed to create something as sweet as Dylan’s Candy Bar. Since opening around the turn of this century, Dylan’s has grown into the world’s largest confectionery emporium and a multi-channel lifestyle brand with more than 7,000 SKUs across categories from gourmet sweets and nostalgic treats to fashion, accessories, and...

Retail is a brutal industry where even the massive companies, that seem impossible to topple, can crumble. Crate and Barrel has long been a household name in American retail, which shaped how generations of consumers furnish their homes. What started as a small Chicago storefront in the 1960s has grown into a $2B global brand with over 100 locations, a powerful online presence, and sister brands l...

When it comes to the financial industry the word “NO” seems like their favorite response—many banks have VP’s of No! To a promising borrower who gets denied due to a hard-set credit model, or a working parent who has a steady income but a short credit history, banks are likely to say no to both of their loan requests. One of the ways to resolve this is rebooting how FICO scores work—but good luck...

Being the biggest leader in your industry sector doesn’t guarantee the future anymore. These days it can be quite the opposite, as we continue to witness big-dog leaders being dethroned by the next generation of agile tech-enabled competitors. On this episode of The Reboot Chronicles Show we have a sit down with Wayne Levings, a CEO, Chief Client Officer, and Executive Committee Member at Kantar,...

These days, it’s not a matter of “if”, but when you or your organization will get hit with cybercrime. AI compounds the problem, arming lone attackers and organized gangs with cheap and easy tools to commit their misdeeds. It’s one thing when you know what might be coming, and quite another to defend against new exploits, the “unknown unknowns” that can tie your team up in knots and cause massive...

It’s easy to get lost in the AI gold rush exploding around the globe. On this episode of The Reboot Chronicles Show, Appian CEO Matt Calkins explains why AI’s greatest value isn’t about replacing humans, but about helping organizations work faster or smarter. Now it is time for a moment of truth about the basic value of AI. A great American entrepreneurial growth story, Matt has grown Appian from...

When it comes to fast food, people mostly focus on fast. With improving efficiency and a new sales-driven promotion every month, the faster a company can get food to customers, the better, right? Maybe not. Chick-fil-A developed a smarter idea—prioritizing People over Profits with Purpose and Faith.   On this episode of The Reboot Chronicles, one of Chick-fil-A’s founding C-Suite leaders, Steve Ro...

Most everyone remembers the tale of David and Goliath, one of the greatest underdog stories. We have seen the story repeat itself in business, across sectors from food and car companies to consumer products and tech. But what about AI? The AI computer chip wars are heating up—on fire actually—as companies attempt to topple the Goliath that Nvidia has become. Our David for this episode is Cerebras...

The art of business growth often requires being in the right market, at the right time, with the right resources to make an impact—and mastering the discipline of what you are going to build, buy, and borrow. Most companies deploy a mixture of these three methods, but our guest on this episode has mastered the buy side, with a well-funded market-making acquisition machine. Rich Eknoian, CEO of Wor...

Have you ever wanted to attend the greatest show on earth and see what’s coming next in consumer electronics? Here’s your chance. The Consumer Technology Association (CTA) represents most all of the tech companies on the planet and owns and produces CES—the most powerful tech event in the world. Started over 100 years ago, CES is the largest show on the planet, with 4500 exhibitors, hundreds of th...

With the AI hype cycle spiraling forward, and speed often being prioritized over security, many industry leaders, analysts, and data center operators are warning about the dangers lurking in the code many of us use every day. On this episode of The Reboot Chronicles Show, we went to the source, to figure out how that gap is being closed with Serial CEO and top Rebooter, Peter McKay - CEO of Snyk....

AI and High-Performance Computing are driving the global economy—and leaders, from chips to data centers, are trying to keep up and get ahead of the growth curve. The next generation of semiconductor companies, like NVIDIA, have become the poster child of the AI boom, with the microchips and technology that make it all possible. Our guest for this episode of the Reboot Chronicles Show is making wa...