Videos

Aug. 11, 2026

Is Wall Street really the reason homeownership has become so difficult?

Or is the story more complicated? In this clip, Dale Wills challenges one of today's most common narratives about housing. He explains how housing shortages create a ripple effect across the entire market. When families can't find affordable homes to buy, they stay in rentals. That increases demand for larger…

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Aug. 7, 2026

Great leaders aren't born with confidence.

They build it one challenge at a time. In this clip, Stephany Day reflects on a childhood lesson that shaped the leader she would become. At first, she was afraid she wouldn't live up to the responsibility of leading her team. But by leaning into the challenge, her fear became…

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Aug. 6, 2026

Not every great person is the right fit.

And that's okay. In this clip, Stephany Day shares one of the most important lessons in leadership. When someone isn't aligned with your company's core values, helping them move on isn't just good for the organization. It can be good for them, too. The goal isn't to force people to…

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Aug. 5, 2026

One of the hardest decisions a leader will ever make...

Is letting the wrong person go. In this clip, Stephany Day shares a lesson many leaders learn the hard way. You worry the team will fall apart. You worry productivity will suffer. You worry you've made the wrong decision. But sometimes the opposite happens. The team rallies. Morale improves. People…

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Aug. 4, 2026

Stephany Day couldn't wait to show her dad the badge.

She had been recognized as a student leader and was incredibly proud. His response? "That's great. Now do a good job so that you get to keep it, and so everyone remembers you as a good leader." As a child, she was crushed. She wanted celebration. Instead, she got a…

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July 31, 2026

Most investors spend months analyzing the numbers.

The best investors spend just as much time analyzing the people. In this clip, Sequoya Borgman shares one of the biggest lessons he's learned after more than two decades in private equity. Financial statements matter. Due diligence matters. But neither is the greatest predictor of long-term success. Leadership is. The…

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July 30, 2026

The question is no longer whether your business should use AI.

It's where. In this clip, Sequoya Borgman shares how his private equity firm is already using AI every day, and why every portfolio company is being challenged to do the same. Not as a gimmick. As a competitive advantage. From analyzing businesses and financial data to streamlining accounting, improving quoting,…

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July 29, 2026

Everyone is talking about AI.

Very few are talking about where the real value will be created. In this clip, Sequoya Borgman shares why he believes we're still in the early innings. Today, AI is helping businesses save time and improve productivity. That's valuable. But the next wave is far bigger. It's when AI begins…

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July 28, 2026

What if one of the fastest paths to building real wealth isn't found on a college campus?

In this clip, Sequoya Borgman challenges one of the biggest assumptions about success. After evaluating hundreds of businesses, he's seen trades entrepreneurs quietly build companies generating millions of dollars each year. Not through venture capital. Not through viral startups. But by mastering a trade, building a great team, and growing…

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July 28, 2026

Six Months Decide Everything

I’m thrilled to share some valuable insights from my latest Capitalist Culture® podcast episode with Sequoya Borgman, Founder and CEO of Borgman Capital, a seasoned private equity leader with more than two decades of experience in mergers, acquisitions, and value creation. This conversation explores private equity, leadership, culture, and what…

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July 24, 2026

The best businesses don't just solve problems.

They solve problems their founders have lived. In this clip, Michael Walsh shares the deeply personal experience that inspired him and his co-founder to launch Cariloop. After seeing firsthand the stress, uncertainty, and emotional weight that family caregivers carry, they made a decision. Instead of accepting the problem, they built…

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July 23, 2026

At 23, most people are focused on launching their careers.

Michael Walsh was trying to hold his entire world together. In this clip, he shares what it was like balancing a demanding career, supporting his family, helping care for his younger sisters, and trying to maintain the relationships that matter while carrying responsibilities far beyond his years. It was exhausting.…

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July 22, 2026

Life doesn't wait for your calendar to clear.

In this clip, Michael Walsh shares the moment his career and personal life collided. He was building his career in consulting, expected to bill well over 100% utilization, with little room for anything beyond work. At the exact same time, his grandfather suffered a devastating medical emergency. His family was…

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July 21, 2026

Most people don't realize how complicated caregiving is...

Until they're suddenly responsible for someone they love. In this clip, Michael Walsh shares the personal experience that changed the course of his life and ultimately led to founding Cariloop. He discovered something millions of families experience every day. Navigating the healthcare system is difficult enough when you're the patient.…

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July 17, 2026

The biggest problems in business rarely happen overnight.

They happen one small misalignment at a time. In this clip, Brian Slipka shares one of the most important lessons he's learned leading more than 30 companies. The best teams don't assume they're aligned. They check. Constantly. Daily. Weekly. Meeting after meeting. Are expectations clear? Are we still moving in…

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July 16, 2026

What if the key to retaining great people isn't paying them more?

In this clip, Brian Slipka shares a fascinating observation from his own companies. In one business, conversations about raises happen all the time. In another, they hardly happen at all. Why? Because that team feels something many organizations struggle to create. Purpose. They feel empowered. They feel trusted. They believe…

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July 15, 2026

What if the greatest opportunity isn't building the next unicorn...

It's buying a small business. In this clip, Brian Slipka shares advice that completely changed the direction of his career. Instead of climbing the corporate ladder, he was encouraged to own a business where he could directly impact people's lives. Build the culture. Develop leaders. Create opportunities. Make decisions that…

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July 14, 2026

The best leaders don't pretend they're perfect.

They get better because they're willing to admit when they're not. In this clip, Brian Slipka shares a lesson that every leader needs to hear. Leadership doesn't begin by changing your team. It begins by changing yourself. Brian openly discusses his own failures, the moments he's lost his cool, and…

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July 10, 2026

What's the best AI investment your company can make?

It probably isn't another software subscription. It's your people. In this clip, Joe Toscano shares why AI literacy may become one of the biggest competitive advantages a business can have. You can buy every AI tool on the market. But if your team doesn't know how to use them, you've…

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July 9, 2026

What if your website is no longer... your website?

In this clip, Joe Toscano shares a prediction that could fundamentally change digital marketing. He explains how AI search is reducing the number of options people see and discusses Google's vision for dynamically generating website experiences tailored to individual users. Think about that. The same website. Different visitors. Different experiences.…

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July 8, 2026

What if the biggest AI story isn't the technology itself...

It's who controls access to information. In this clip, Joe Toscano shares a thought-provoking perspective from his experience advising on antitrust investigations involving Google and Facebook. He argues that the real battle isn't just about money. It's about data. Attention. And who becomes the gateway between your question and the…

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July 7, 2026

Is your website ready for AI?

Not just your content. Your website itself. In this clip, Joe Toscano shares a fascinating perspective on where search is headed. For years, businesses optimized their websites for desktop. Then everything shifted to mobile. The companies that adapted won. The ones that didn't watched their rankings disappear. Joe believes we're…

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July 7, 2026

The Repair Order That Out-Ranked Google

I’m thrilled to share some fascinating insights from my latest Capitalist Culture® podcast episode with Joe Toscano, CEO and co-founder of Service Stories, serial entrepreneur, author, and international keynote speaker on technology and humanity. This conversation explores AI, SEO, data privacy, entrepreneurship, and how businesses can leverage emerging technology without…

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July 6, 2026

Most Founders Aren't Backable

I’m thrilled to share some incredible insights from my latest Capitalist Culture® podcast episode with Mike Proman, Partner and Managing Director at Scrum Ventures. This conversation explores venture capital, sports innovation, startup leadership, and what separates companies that scale from those that stall. Here are the highlights you will not…

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