Description: In this powerful episode of the World Class Podcast, Chris Vasquez sits down with Andrew D’Souza, the co-founder and former CEO of Clearco, one of the most successful fintech startups of the last decade, valued at over $2 billion. After scaling Clearco to massive heights and transforming how startups access capital, Andrew made the bold decision to step away from the company he built — not to retire, but to chase a new dream.

Andrew opens up about the emotional and mental toll of running a hyper-growth startup, the identity crisis that often comes with success, and the deeply personal journey of walking away from a billion-dollar company to pursue something even more aligned with his values and purpose. Today, he’s building Boardy AI — an entirely new kind of product — and redefining what it means to be a founder.

In This Episode, You’ll Learn:

• Why Andrew left a $2B company at the height of its success

• The hidden emotional cost of startup success and how to navigate burnout

• How to rediscover your purpose when your identity is tied to your business

• The future of AI, entrepreneurship, and building for fulfillment over fame

• What Andrew is building next with Boardy AI and why it matters

This is not your typical founder success story — it’s a rare and honest conversation about ambition, purpose, mental health, and reinvention at the highest level. Whether you’re building a business, transitioning to a new chapter in life, or seeking deeper meaning in your work, this episode will resonate on a human level.

In this episode of the World Class Podcast, Chris Vasquez sits down with Jim McKelvey, the co-founder of Square (now Block), to discuss how he and Jack Dorsey built a $50 billion+ company that revolutionized digital payments. Jim shares the inside story of how Square took on—and ultimately beat—Amazon, the challenges they faced in scaling the company, and the innovation mindset required to disrupt an industry.

Jim is not only a successful entrepreneur but also an inventor, artist, and author of The Innovation Stack, where he breaks down the principles behind creating groundbreaking businesses. In this conversation, he reveals the key lessons he learned from building Square, the strategies that helped them outmaneuver one of the biggest companies in the world, and how entrepreneurs can apply these insights to their own businesses.

What You’ll Learn in This Episode:

• The untold story of how Square defeated Amazon and survived an all-out attack

• The power of The Innovation Stack and how to create a business that can’t be copied

• Jim’s entrepreneurial journey and the mindset behind building billion-dollar companies

• The biggest challenges in scaling a fintech giant and how Square overcame them

• The future of digital payments, entrepreneurship, and innovation

This episode is packed with invaluable lessons from one of the greatest business minds of our time. Whether you’re an entrepreneur, an innovator, or just someone fascinated by stories of resilience and disruption, you won’t want to miss this conversation with Jim McKelvey.

In this episode of the World Class Podcast, Chris Vasquez sits down with Adam Wexler, the visionary Founder and Chairman of PrizePicks, one of the fastest-growing daily fantasy sports platforms in the world. Adam shares his journey of building PrizePicks from an idea into a market-leading company, navigating the challenges of entrepreneurship, and scaling a business in one of the most competitive industries.

Adam dives deep into the mindset required to build and sustain a high-growth company, revealing key lessons on leadership, resilience, and innovation. He also shares the behind-the-scenes story of how PrizePicks disrupted the fantasy sports space, how to create a product that keeps customers coming back, and what it takes to be a successful founder in today’s rapidly evolving business landscape.

What You’ll Learn in This Episode:

• The story behind PrizePicks and how Adam turned an idea into a thriving business

• The biggest challenges of scaling a company and how to overcome them

• How to create a winning culture and build a strong team

• The mindset and habits of successful entrepreneurs

• Lessons in product innovation and customer retention

• The future of daily fantasy sports and PrizePicks’ next big moves

Whether you’re an entrepreneur, a sports fan, or someone looking for insights on building a world-class company, this episode is packed with valuable lessons from one of the most dynamic leaders in the game. Tune in now to learn how Adam Wexler built PrizePicks into a powerhouse and what it takes to succeed in the competitive world of startups!