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Most American consumers have credit card debt in some form, with the total across those consumers at an alarming $1.03T. A new subset of the debt market that has been growing over the years is the buy now pay later model, that is projected to grow to $167B market by 2032. Though it may seem familiar to those that remember retail layaway programs, the model offers another way for consumers and merchants to transact, without the common credit card interest rates charged across monthly statement balances.
One of the biggest of these rapidly growing platform companies is Affirm, Inc. Similar to Afterpay and Klarna, Affirm has over 50 million consumers on its platform that have generated $60 Billion in merchandise value through nearly 300,000 partners from the largest retailers and travel companies to the smallest online stores on the Internet.
We invited Libor Michalek, Affirms President and board member to this episode of The Reboot Chronicles to give us a behind the scenes look at this sector, with insights into what helped Affirm take-off, and what’s coming next.
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When you hear about a public company going through six CEOs, you may think “they are doomed!” Not so when you bring in an outsider who was the President of Uber, and focused in on rebooting the culture first—rather than deploying the typical rinse and repeat “transformation” consulting playbook.
H&R Block has been on a rocky rollercoaster ride over the decades—occasionally coming close to the brink of obscurity, irrelevance, and decline. More than a cultural shift, this $3.5B behemoth, with 60,000 tax pros in 10,000 locations who have prepared close to 100 million returns, required industrial strength turnaround leadership.
Their CEO Jeff Jones, a grounded, humble and agile leader, brought that strength to the company. He joined us for this episode of The Reboot Chronicles to unpack dozens of Reboot Lessons, with remarkable stories about how he shifted H&R Block from a command and control to a connected culture, why 5 million people switched over to their rebooted platform—and why he resigned as Uber’s President during its darkest days.
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Not many leaders can say they’ve been at the same company for 30 years and been an active Rebooter of the organization along the way—taking it from a small town supplier to a global market leader. Dan Florness can.
As President and CEO of Fastenal, a Fortune 500 leader in sectors from industrial supplies, logistics and consulting services to manufacturing, construction, and state and local government sectors, Dan and his teams have grown the company to 3,400 locations in 25 countries with 23,000 "can do - entrepreneurial" employees who delivered over $7B in revenue last year.
Dan shares his simple insights and stories on how to Reboot a small nuts and bolts supplier into a Fortune 500 leader, on this episode of The Reboot Chronicles Show.
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Donating to charities is something that mostAmericans probably would like to do but are not sure when or where to start—or who to donate to. And outside of a fundraising call, a Sarah McLachlan commercial, or unfortunate event of a natural disaster, people may never think to donate. Well luckily for the average household, some organizations are making this process easier and easier, and even trying to make giving a habit.
One company bringing generosity into the 21stcentury and to the next generation is Daffy, a non-profit creating community hubsfor finding charities and donating to them by making Donor Advise Funds availableto the rest of us.
To talk more about how he is making givinginto a habit, we invited Adam Nash to this episode of The Reboot Chronicles Show. Adam is a Silicon Valley veteran, helping people access over1.5 million charities and rebooting an old model industry along the way.
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Cancer is not an easy topic to discuss. It is a devastating disease that takes over 10 million lives a year—600 thousand of those in the U.S. alone. To anyone who has gone through it or has loved ones who have fought cancer, it helps to know that you are not alone in that fight. Hundreds of organizations around the globe are focused on researching cancer from different angle—in the hopes of helping people through all stages of the process. One of those organizations working on discovering easier and less intensive ways to detect cancer is Guardant Health. They are a precision oncology company focused on reducing those numbers across all stages—from screening to find cancer and monitoring for recurrences in early-stages to helping doctors select treatments for patients with more advanced-stages. The half a billion-dollar public company has been making strides in cancer screening accuracy and accessibility through blood tests versus biopsies.We invited the Co-Founder and Co-CEO of Guardant Health, AmirAli Talasaz, for an episode of The Reboot Chronicles, to unpack how their simple blood tests could be the best and easiest way to fight the war on cancer.
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The U.S. banking industry began in 1780, when the Bank of Pennsylvania was started to fund the American Revolutionary War. Banking is not what it used to be, when just a few decades ago you probably had a personal relationship with a banker who knew your business—and could even provide advice fundamental to running your business. Some say banking hasn't changed much, and the main thing business banks provide is (hopefully) security, which is important—but today companies need more.
There are no shortages of companies trying to reboot this sector into the 21st Century. Part of the neobanking sector of fintech, companies like Nubank, SoFi, Chime, Revoult, and Highbeam provide integrated banking, capital and cash planning platforms, to help small businesses (SMB’s) operate with more agility and insights so they can make smarter decisions.
To discuss how he is rebooting old school banking, we invited Highbeam’s CEO, Samir Shergill, to The Reboot Chronicles Show. An ex-Microsoft engineer turned banking CEO, Samir is creating a bank that manages your money and assists your business endeavors.
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How do you find companies driving market-making moves with AI? Look for strong focused leaders that are on an impact mission—but aren't afraid to pivot.For years I have been speaking on, writing about, advising, and running AI-related ventures. But with Generative AI (GAI) at the peak of the Gartner Hype Cycle, we still find ourselves in the too much talk and not enough impact phase. This “all hat, no cattle” dilemma reminds me of the famed Wendy’s “Where’s The Beef” ad campaign.
Sure, there are some wins on the board since the AI sector got a turbo boost with the introduction of ChatGPT at the end of 2022. This innovation continues to drive endless hype, competition, and investment into the AI sector, specifically for Large Language Models (LLMs) and GAI. But beyond the novelty cocktail party chatter, that will come and go like most hyped cycles, I’ve been looking for phase two AI organizations that can transform companies, industries, countries and even societies. One way to spot those, or find the beef, is to follow the smart money.
At the forefront of this wave, helping others develop and integrate generative AI for their needs, is Kore.ai. With over 200 partners and working with 400 Fortune 2000 companies across the globe, Kore.ai helps all of them decide what AI strategy would best benefit their needs. Kore has even made building AI easy through their no-code system, where even I can build, train, and test your AI in a drag-and-drop builder called XO.
One of the fastest growing companies in the sector, Kore has chatbots and co-pilots deployed by 100s of partners and thousands of large corporations, who are automating conversations and streamlining customer and employee experiences. They just closed a $150M investment from FTV Capital and NVIDIA (NVDA). It’s not the largest round we’ve seen, and Kore may not be a familiar name for some of you. But the round is significant for the sector and provides leaders lessons/insights about how to get to this level and what’s next.
To talk us through the reboot of the generative AI industry, we invited Kore’s Founder and CEO, Raj Koneru, to The Reboot Chronicles. A serial CEO and strong/focused leader, who has been at the helm of Kore for the last decade, Raj unpacks how generative AI can revolutionize customer and employee experiences—and more.
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In an era dominated by venture capital-fueled growth, the story of Zoho stands out as a model of the future. Led by visionary CEO Sridhar Vembu, Zoho has carved out a niche in the enterprise software sector, with a platform suite that provides almost everything SMB’s need to run their business. But what sets Zoho apart isn't just its expansive product portfolio; it's the company's journey of scaling to be on track toward a multi-billion-dollar brand without reliance on external funding. This milestone deserves a deeper look into the strategies that have positioned Zoho in a market crowded with messy, complex platforms.
At the recent Zoho Analyst Day in McAllen, TX, Reboot Media’s Chairman Dean DeBiase had a one-on-one with Vembu, who leads a team of 15,000 employees who delivered $1B in revenue last year, serving 700K customers and 100 million users in 150 countries. Their remarkable journey provides a teachable moment for leaders, from revealing the mechanics of smart scaling to executive relationships that promote a modest and innovative growth culture.
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Video streaming is valued at $500 Billion and will explode into a $2.0 Trillion market by 2030. With billions of hours streamed per month, 99% of American households subscribe to a streaming service, like Netflix, Apple, Amazon, Disney, Fubo, Hulu, Max, Paramount, Peacock, Roku, Sling, and YouTube. Americans spend approximately 13 hours per day consuming digital media, ugh, with 3 of those hours spent streaming video.At the center of this massive traffic, making it all happen behind the scenes, are companies like Brightcove. Partnering with thousands of companies in 70 countries, to stream and monetize content inside and outside of their organizations, Brightcove helps build connections between companies and their audiences.To explore how to reboot the streaming industry, we invited Brightcove’s CEO, Marc DeBevoise, to The Reboot Chronicles Show. A two-time Technology and Engineering Emmy® Award winner, Marc unpacks how he and his team are pushing the boundaries of what video can do for our companies and our lives.
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When you think of propane what comes to mind? Is it a famous cartoon character who sells propane? Or even the propane appliances or grill on your patio or deck? Or is it perhaps the unique propane trucks you may have seen driving around—leaving you to wondering what the heck are those and where are they going?One companies with thousands of those trucks is Suburban Propane. The company was founded by necessity in 1928 when founder Mark Anton and his wife Adele moved to a suburb that had no gas lines. So Mark ordered the equipment for production and installation of propane, making his wife the first customer. Almost a century later, Suburban Propane is a $1.4 billion company, with 3,300 employees, and 700 locations serving millions of customers around the country. We invited Suburban’s CEO Michael Stivala, to this episode of The Reboot Chronicles to unpack what’s working and what’s next in the sector—including renewable energy startups.
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With a 90% startup failure rate and many Fortune 1000 companies unknowingly being onthe brink of irrelevance, obscurity, and decline, “Rebooters” are needed now more than ever. In short—leaders need to think about Ubering themselves before they get Kodaked!
I have interviewed to hundreds of CEO’s over the years, many sharing their stories on how they rebooted themselves and their organization to adapt to and thrive in the future. Strategically, Rebooting your organization focuses in on three key area of transformation: People, Platform, and Passion. Operationally it requires infusing organizations—especially large ones—with the speed, thrill and attitude of a hectic entrepreneurial startup, combined with the urgency, focus and results of a disciplined turnaround.
As an operation partner, board member and serial CEO, I have led my share of reboots (and turnarounds), and often look to organizations like the TMA (Turnaround Management Association) for support. With 10,000 members and 58 chapters globally, the TMA is a helpful resource for struggling companies when they need it most—from industry titans to scaleups.
When CEO’s ask me, about the difference between a Reboot and a Turnaround, I advise them that: you reboot an organization before you need it, before it’s too late, before the ‘turnaround guy’ shows up. To unpack this and more, we invited CEO Scott Stuart for this episode of The Reboot Chronicles. With 30 years of restructuring experience, Scott has some pointed stories and tips, from his front row seat watching companies fall and helping them climb back out of the muck.
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Sports are a massive part of global entertainment and global fashion, from the top of your Cheese Head hat to the bottom of your cleats, sports and fashion are a pair. One brand we all know is a giant in one of those fields and is now going under a reboot to become a titan in the other. That company is the USPA - U.S. Polo Association, and if you are an athleisure enjoyer you have some of their apparel. But the logo is more than just an iconic merchandise brand that consumers call Polo. Behind the scenes is a massive organization with a dynamic plan that will soon pass the $3B in annual revenue mark.At the helm of this organizational and brand reboot, on this episode of the Reboot Chronicles, is J. Michael Prince - President & CEO USPA Global, to talk about the fascinating world of Polo on and off the field, his remarkable story, and his plan for the decade ahead.
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The global landscape of architecture and design is going through a generational transformation, imagining and creating new spaces that are redefining how we live, work, shop, play, stay and travel. A driving force leading these trends is Gensler, the world’s largest architecture, and planning design firm. Founded in 1965, it has expanded into a global powerhouse with 53 locations and 33 practice areas which serve thousands of clients in 100 countries, with 6,000 employees that delivered over $1.8 billion in annual revenue last year.The company has a unique way of running their business—with the power of two. In key positions they often have “co” appointments for the same job, up to and including the CEO’s office. We invited the newly appointed Gensler Co-CEOs, Julia Simet and Jordan Goldstein, for this inspiring episode of the Reboot Chronicles, to talk about how they are redesigning and rebooting the future of work through physical and digital environments, how spaces should inspire, connect, and adapt to our needs—and how it can transform societies around the world.
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In a previous episode, we talked with Jeffrey Scott Miller about how a mentor can be a huge help for entrepreneurs and businesses alike, with a focus on how to make the most out of a mentor/mentee relationship. Taking Scott’s book to the next level—how would you like to have an entire ecosystem chalk full of supportive mentors and coaches to help you on any topic or business challenge. Well that’s what you will find in Chicago—especially at 1871.
As the top private incubator in the world, 1871 helped drive a tech renaissance in Chicago over the last decade. As a cofounding board member, I delivered a Ted talk about it at the UN, providing a blueprint for cities to reboot themselves. Now, with thousands of startups and 17 unicorns that raised over $3.5 billion in capital, 1871 is on a roll once again.
Under the remarkable leadership of CEO Betsy Ziegler, 1871 and its partner networks, have continued to pivot toward creating the future of growth and innovation—building the next generations of ventures in the region. We invited Betsty on for an episode of The Reboot Chronicles, to unpack what’s working, what needs rebooting and what’s next for global entrepreneurial ecosystems.
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When was the last time you felt yourself grow as an individual? I mean, a time when you truly felt a eureka moment of having gained a new insight or finally understood another perspective that helped you thrive. We found something to help you do just that.On the heels of his popular “Master Mentor” book series, best-selling author and top global thought leader, Scott Jeffrey Miller, has created your next go to book, “The Ultimate Guide to Great Mentorship”, a very practical guide that provides the top do’s and don’ts to consider when mentoring. This book covers everything you need to know on both sides of the table—like setting boundaries with your mentee, goal setting, and the various roles a mentor plays depending on the situation—and much more. Intrigued by the need for better mentoring and how it can help people grow, Dean DeBiase invited Scott to join him for another action packed episode of The Reboot Chronicles to talk about his life journey, and unpack how to capture eureka moments, through the lens of mentoring.
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Founded in the 1990’s Step Aerobics era, Planet Fitness (PLNT) has seen its share of reboots. They went public in 2015 and today the $1B company is one of the largest and fastest-growing fitness brands, with 18 million members who “work out” in over 2,400 locations around the world.
Under their CEO, Chris Rondeau’s, leadership, Planet Fitness was rebooted and grown into a market leader that many of you have experienced firsthand. What we like most about them is 90% of the locations are owned and operated by entrepreneurs—independent businessmen and women like many of you. Recently,
Chris was fired and the board installed former Gov. Craig Benson, a longtime company board member, as interim CEO. Prior to being let go, Chris joined Dean DeBiase for an episode of The Reboot Chronicles to discuss his journey, from the front desk to the CEO’s office, and what’s next in the health and fitness club space—a market which is projected to soon reach $136B.
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Ever wondered how a company can maintain a strong culture of loyalty and employee-first policies amidst in today’s global business climate? India based multi-national Zoho Corporation is doing just that, along with a mission to make “technology more affordable”. And, at $1 billion in annual revenue—they are doing it at scale.
Deep rooted in its culture, values and convictions, the leadership team takes pride in being able to serve Small & Medium Businesses’ (SMB) technology needs in what they believe is “an era of humility for technologists”.
Another refreshing strategy, for a tech. brand, is that they have stayed away from the typical IPO track, and instead focus on being a profitable privately held company—with a rapid growth trajectory.
With 15,000 employees and 100 million users in 150 countries—Zoho has built (not acquired) a diversified product portfolio that offers customers simple solutions, in a market crowded with complex platforms.
At their annual Zoholics conference in Austin TX, Dean DeBiase caught up with Vijay Sundaram, one of Zoho’s top leaders and Chief Strategy Officer. A serial tech. founder, Sundaram spearheads strategy, runs their global partner programs—and is pushing the envelope from SMB into the large-enterprise sector.
Tune in as we unpack what’s next for them—from scaling their unique culture and long-term sustainability strategy, to secrets behind their employee-first and customer wins mantra.
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Almost 75% of cities in America lost some form of air services, with over 100 cities having lost more than 25%.
Responding to this huge decline in regional flights, with many markets underserved or left behind by United, American or Delta, Breeze Airways Founder and CEO David Neeleman saw an opportunity to reboot the travel industry—for the 5th time.
An airline pioneer, David started multiple commercial airlines including Azul—Brazil’s largest Airline—which transformed the country’s travel and logistics network, WestJet in Canada, Morris Air—which he sold to Southwest, and JetBlue—which broke records as the fastest growing airline.
Breeze now operates more than 150 routes in dozens of cities—and in just two years has already been ranked as one of the country’s best domestic airlines by Travel + Leisure magazine.
I invited David to join me for an episode of The Reboot Chronicles podcast to unpack how he is once again rebooting the airline industry—and bringing travel back to underserved communities and beyond.
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When looking for answers on moving forward, a look back on how top leaders led can be pivotal to your organization and career. Few leaders provide life lessons about their successes and failures that can help us personally and professionally. One CEO, who can see around corners about what’s next, with more muscle memory lessons from building The Internet under his belt than most, is silicon Valley’s John Chambers, who has timely advice for leaders of organization, from Fortune 500’s to startups—about where to focus, how to scale and countries to engage with, like India and France, or avoid, like China.
A friend and industry colleague, John led Cisco at a record pace, exceeding expectations for 40 straight quarters, growing from $1.9B to $49.2 billion in annual revenue, while expanding from 400 to 75,000 people—10,000 of which became millionaires from Cisco stock. Listen in to this action packed episode of The Reboot Chronicles and hear about where we are going in the digital future ahead, and how John is helping 21 global startups—9 that are unicorns—create the next-generation of organizations and leaders at JC2 Ventures.
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AI (Artificial Intelligence) is all the rage in business and social circles—but its meaning and capabilities are often misunderstood. Some people think about the movie I, Robot, and how AI Robots will turn against humanity, while others think of Chat GPT and how it can help them through their school assignments. One company, Turing, is rebooting the meaning of AI as a tool to transform your business—one engineer at a time.I invited Turing's CEO, Jonathan Siddharth, to join me for an episode of The Reboot Chronicles to unpack how technology services companies, like Accenture, must reboot themselves—in the AI era of automated software developer platforms.
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