Videos

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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July 3, 2026

What separates the best founders from everyone else?

According to Mike Proman, it's not that they have all the answers. It's that they ask the best questions. The founders who consistently succeed are the ones who seek advice, build strong networks, and recognize they don't have to figure everything out alone. Too many entrepreneurs believe success comes from…

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July 1, 2026

What if AI doesn't replace sports…

What if it makes them even more valuable? In this clip, Michael Proman shares a fascinating perspective on why sports continues to thrive in the age of AI. Last year, 96 of the top 100 television broadcasts were sporting events. Why? Because as technology accelerates, people crave something technology cannot…

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June 30, 2026

Why are so many young people suddenly running marathons?

It is not just about fitness. In this clip, Michael Proman shares a fascinating trend that's reshaping sports, wellness, and even social interaction. More than half of last year's New York City Marathon runners were under the age of 40. Why? Because the real story isn't what people are doing.…

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June 26, 2026

"If you build it, they will come."

Simple advice. Extremely difficult to execute. In this clip, Tej Dhawan reflects on what makes communities, events, and startup ecosystems actually work. The answer isn't marketing. It's value. When people find something that is informative, high energy, entertaining, and genuinely useful, they tell others. That's exactly what happened with Angel…

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June 25, 2026

When startups hit adversity, what breaks first?

Most people assume it's the strategy. Or the product. Or the money. Tej Dhawan has a different answer: Culture. In this clip, Tej shares a hard-earned lesson from years of working with founders and early-stage companies. Strategy can be reset. Products can pivot. Capital can be raised. But when trust…

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June 24, 2026

Tej Dhawan has noticed one trait that consistently separates successful entrepreneurs from the rest.

After mentoring founders for decades, Tej Dhawan has noticed one trait that consistently separates successful entrepreneurs from the rest. It's not intelligence. It's not charisma. It's not even vision. It's the absence of defensiveness. In this clip, Tej explains why the best founders can hear tough feedback without immediately putting…

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June 23, 2026

A founder walked into an investor meeting and shared something unexpected.

The primary regulator in their industry had looked them in the eye and said: "We will bury you." Most investors would run. Tej Dhawan and his group wrote the largest check they had ever written. Why? Because truly disruptive companies do not ask for permission. They challenge assumptions. They threaten…

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June 23, 2026

Me Too Founders Are Uninvestable

I’m thrilled to share some fascinating insights from my latest Capitalist Culture® podcast episode with Tej Dhawan, venture capitalist, angel investor, startup ecosystem builder, and co-founder of Plains Angels. This conversation explores entrepreneurship, innovation, venture capital, and what it really takes to build lasting companies and thriving startup ecosystems. Here…

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June 19, 2026

Can one person truly make a difference?

James Damian's answer is simple: "You're damn right they can." In this clip, James shares the story of Gene Moore, the legendary creative force behind Tiffany & Co. After 39 years with the company, Gene stepped down at age 84½. When the announcement was made, the main floor filled with…

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