In this episode of World Class, host Chris Vasquez sits down with Amjad Masad, the visionary CEO of Replit, a billion-dollar AI startup revolutionizing software development.

Amjad shares his contrarian insights on building a one-person billion-dollar company, rethinking education in a post-AI world, and unlocking human potential through technology.

From drawing inspiration from ancient Stoic philosophy to embracing boldness in leadership, Amjad explores how AI agents, high agency, and exceptional taste are reshaping the future of work and innovation. He also opens up about his personal journey, overcoming self-sabotage, and cultivating a life of harmony to become his best self.

Packed with actionable advice and profound reflections, this episode is a must-watch for entrepreneurs, developers, and anyone striving to thrive in the AI era.

In this episode of the World Class Podcast, Chris Vasquez sits down with legendary solo venture capitalist Oren Zeev, founder of Zeev Ventures. With a one-man fund that has consistently outperformed the biggest firms in Silicon Valley, Oren shares deep insights on how to think like a world-class investor, the mindset founders need to build generational companies, and why being contrarian is often the key to winning.

We dive into his origin story, his investing philosophy, and how he made early bets on companies like Chegg, Audible, Houzz, and Next Insurance. Oren also unpacks the unique traits of Israeli entrepreneurs, decentralized decision-making, and why America needs more radical meritocracy.

This conversation is packed with tactical wisdom and timeless frameworks for anyone building, investing, or simply looking to think more clearly and act more courageously in a noisy world.

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.