World Class

A Story of Redemption: From Jackass Star to Recovery Advocate | World Class Podcast with Brandon NovakIn this powerful episode of the World Class Podcast, Chris Vasquez sits down with Brandon Novak, a man whose life story is a testament to the power of transformation.Known for his wild days as a professional skateboarder and a fan favorite on MTV's "Jackass" and "Viva La Bam", Brandon’s life was also defined by a deep struggle with addiction. This conversation goes beyond the stunts and fame to reveal the raw, honest truth behind his journey.Brandon opens up about what it was like to go from being homeless, eating out of trash cans, to becoming a TV star—and the internal conflict he faced, knowing that his success was temporary. We explore the painful reality of addiction, the moment he realized he had two choices: get sober or die, and how he used that realization to change his life.This episode isn't just about addiction; it's about the universal human struggle with vices and avoidance. Brandon shares the profound wisdom he gained on his path to becoming a bestselling author and recovery advocate. He discusses the critical work of rebuilding oneself, the importance of aligning actions with words, and the magic found in facing the things we've been avoiding.If you’ve ever felt like your success was temporary or that you were running from your own truth, this conversation with Brandon Novak will inspire you to stop talking and start walking.Chapters:00:00 | Mentality Creates Reality: An Introduction to Brandon Novak00:17 | From Homeless to Hollywood: The Unseen Struggles of Fame00:35 | The Two Choices: Sobriety or Death00:53 | Our Universal Vices: What We're All Avoiding01:03 | Finding the Magic in the Work We Avoid01:10 | Rebuilding Yourself: The Power of Walking the Walk

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.

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 mattersThis 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 movesWhether 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!

In today’s episode, we sit down with Peter Smith, the visionary CEO and co-founder of Blockchain.com, one of the world’s largest and most trusted cryptocurrency platforms. As a pioneer in the crypto space, Peter has seen firsthand how blockchain technology has transformed finance and reshaped how we think about money, security, and freedom.In this in-depth conversation, we explore Peter’s unique perspective on the future of cryptocurrency and what’s coming next as the industry matures. Peter shares insights on how he scaled Blockchain.com into a billion-dollar platform, the biggest challenges facing crypto today, and how the global financial landscape is on the brink of revolutionary change. We also delve into Peter’s take on regulation, decentralization, and the massive potential of Web3. If you’re interested in understanding the future of money, investing in blockchain, or learning how the crypto industry will impact everything from banking to everyday life, you won’t want to miss this episode. Tune in to gain valuable insights from one of crypto’s top leaders on how to navigate the opportunities and challenges ahead! Peter Smith is co-founder and CEO of Blockchain.com — a Bitcoin block explorer service and cryptocurrency wallet provider. Peter Smith was born and raised in England and, before founding Blockchain, had been living, studying and working in the United States, Africa, Asia and Europe. Peter Smith’s Bitcoin involvement started with co-founding the startup Blockchain with Nicolas Cary in 2011. Under the leadership of Peter Smith, the Blockchain company has become a leader in the cryptocurrency and distributed ledger technology market. For some time, he was an active investor in the crypto industry. Peter has been featured in popular magazines, and he is frequently invited as an expert and speaker at various related conferences.

In this deeply moving episode, we sit down with Darren Prince, renowned sports and celebrity agent, and a global advocate for addiction recovery, who shares a raw and inspiring story of resilience. Darren built a successful career representing some of the world’s most iconic figures, like Magic Johnson, Muhammed Ali, Hulk Hogan, and Dennis Rodman. But despite working at the top of his industry, he struggled with a profound sense of emptiness, constantly seeking approval and battling imposter syndrome. Together, Darren and Chris open up about their vulnerable journeys, sharing personal stories from their childhoods, their battles with addiction, and how they each turned to drugs to cope with insecurities and feelings of inadequacy. Darren reveals the pressures and challenges of working in a world of fame, where self-worth often depends on external validation. He talks about his journey to recovery, finding self-love, and the turning points that led him to true fulfillment beyond professional success. Through candid moments and personal insights, this episode sheds light on the power of vulnerability, the importance of self-acceptance, and the strength it takes to overcome deep-seated fears. Join us for a conversation that’s as inspiring as it is real, offering valuable life lessons for anyone who’s struggled with self-worth, approval, or addiction.

In this episode of World Class with Chris Vasquez, we dive into the mind of one of Silicon Valley’s most influential entrepreneurs and investors, Keith Rabois. Keith, a founding member of PayPal and an early investor in companies like LinkedIn, Square, and Yelp, shares his profound insights on scaling world-class companies, leadership, and what it takes to succeed in the fast-paced world of startups. Throughout this conversation, Keith opens up about his decision-making frameworks, operating fast-growing startups, and hiring the right executives. He discusses why talented salespeople sometimes flop as VPs, the importance of knowing when to delegate versus doing things yourself, and how to manage time effectively as a leader. Keith also reveals his personal motivation, including how proving people wrong has fueled his incredible drive. In a deep dive into current events, Keith shares his thoughts on the Kamala vs. Trump dilemma and explains why he believes the upcoming election could result in a massive win for Trump—providing a candid perspective on the political landscape and what’s at stake for the country’s future. Chapters: 1:25 Founder Mode Explained 4:06 Why Sometimes Talented Salespeople Flop as VPs 4:57 Delegate vs Doing Yourself 9:00 Scaling Fast-Growing Startups 14:42 Key Executive Hires 16:20 Hiring Mistakes 17:25 Time Management Hacks 31:03 The Kamala vs Trump Dilemma 47:54 World Class LifeKey topics in this episode include: • Founder Mode Explained: Keith’s approach to leadership and thriving in a startup environment • Why Talented Salespeople Flop as VPs: The mismatch of skills at the executive level • Delegate vs Doing: When to delegate and when to take charge yourself • Scaling Fast-Growing Startups: Strategies for rapid growth in the tech industry • Decision Frameworks & SOPs: Keith’s structured approach to running a business • Investment Decision-Making Model: Keith’s method for evaluating high-potential investments • Key Executive Hires & Hiring Mistakes: How to build an effective executive team and common pitfalls to avoid • Motivation & Success: Keith’s insights on what drives him, and using negativity as fuel for growth • Time Management Hacks: How to manage your time as a startup leader • The Kamala vs Trump Dilemma: Keith’s perspective on the 2024 election and why he thinks Trump will come out on top • The World Class Life: Insights into what it takes to live at the highest level of success • Growth Philosophy: Keith’s personal approach to growing businesses and people

In this insightful episode of “World Class with Chris Vasquez,” Chris is joined by Ed Sim, the #1 seed investor in the world, to share his invaluable lessons from 28+ years of venture capital investing. We cover the best startup funding lessons from 28+ years of investing and the exciting world of AI & VC trends in the next 12 months. Ed breaks down his approach to “inception investing,” diving into his unique 5 Ps model for evaluating startups and why starting small with your investments can lead to big payoffs. He shares his philosophy on the importance of having three founders, a concept honed over decades of successful investments. You’ll also hear about “The Weekend Test,” Ed’s method for evaluating founders’ true dedication. As the venture space continues to evolve, Ed discusses the biggest shifts in the industry and how they’re shaping the future of startups. He takes a deep dive into the current AI investment landscape and shares stories of successful startups, including Parker Conrad and the rise of Snyk. For founders, this episode is packed with advice on how to market the vision of your startup, when to deploy more capital, and why the first round of funding is so critical. Ed also talks about the ins and outs of launching a VC fund, and the importance of having “skin in the game,” especially as an underdog in the world of venture capital. Ed’s journey is one of resilience and determination, and he shares his mantra of staying “poor, hungry, and determined,” a mindset that has guided him through decades of success in investing. If you’re interested in venture capital, the future of AI, or want to know how to navigate the startup world from a master investor’s perspective, this episode is for you. Tune in for a wealth of knowledge from one of the most successful seed investors in the world.

Myles Shear also known as Manager Myles, a pioneer in the music industry who manages some of the world’s biggest electronic artists like Kygo, Thomas Jack, Gryffin and Sam Feldt. Myles is the Co-Founder of Palm Tree Crew, an entertainment and hospitality empire spanning music, live events, consumer brands & investments. Whether you’re an aspiring artist manager, an entrepreneur looking to break into new industries, or simply a fan of Kygo and the Palm Tree Crew, this episode is packed with valuable insights and inspiration. Join us as Myles Shear shares his journey of building a world-class brand and offers a fresh perspective on pursuing your passions while staying true to who you are. Timestamps: 00:00 - 01:08 - Myles’ Origins 01:08 - 04:37 - How Myles and Kygo connected 06:18 - 10:16 - What Kygo saw in Myles 10:16 - 14:40 - Lowest Low/Highest High Moments 14:40 - 15:15 - Peak Fulfillment 15:15 - 18:22 - Palm Tree Crew Inception 18:22 - 27:24 - Starting Music Festivals 27:24 - 29:00 - Monetizing Music 30:09 - 31:57 - Passion for Service 31:57 - 36:14 - World Class Managers

In this episode, we're joined by the legendary Brent Saunders. Brent Saunders is a world-renowned Fortune 500 CEO who has completed more than $300 billion in mergers & acquisitions throughout his career. He is the CEO of Bausch + Lomb, Chairman of Roam, and former CEO of Allergan, which he sold to AbbVie for $83 billion. He is a pioneer in the health & beauty industry and is directly responsible for building some of the biggest consumer brands, including Botox, Claritin, and Coppertone.This is not just a conversation; it's a masterclass in leadership, strategy, and the skills required to steer a global pharmaceutical giant.

Today I sat down with entrepreneur, investor & author, Sahil Bloom, one of the world’s most successful writers & content creators who’s amassed millions of followers in just the last few years. He’s a former Private equity investor turned full-time creator on a mission to help a billion people live healthy, wealthy & high performance lives. After playing Baseball at Stanford, Sahil joined Altamont Capital and quickly became a Vice President of a Multi Billion dollar investment firm. Then Sahil realized that this conventional path of success wasn’t for him, and made the leap into entrepreneurship. He quickly became one of the fastest growing voices and celebrity brands creating content focused on helping people live healthier and wealthier lives. In this conversation, Sahil shares some of his best advice on becoming a high performer, building exceptional relationships, & how to create a successful personal brand. We also discuss some of his brilliant frameworks and ideas that you can immediately apply to level up your life. I think you’ll really enjoy this one.

Today we sit down with Ben Ling, the founder and managing partner at Bling Capital, an early stage technology focused venture capital firm. Ben has invested in 18 unicorn companies, including Lift, Square, Air Table, and Rippling. He was recently named the number 5 seed investor in the 2024 Forbes Midas list. Prior to that he was a managing partner at Khosla Ventures and held senior operating positions at Google, YouTube, and Facebook. In this conversation we dive into how Ben processes deals, his best advice on how to stand out in a competitive landscape, and exactly how to become a .01% investor.

Dive into the inspiring journey of Kamal Hotchandani, founder of Haute Media Group, as he shares his path from immigrant to luxury media mogul. Learn how he built a world-class network, partnered with A-list celebrities, and created an iconic brand in the luxury space. Discover valuable insights on building successful businesses, cultivating gratitude, and living a fulfilling life. Don't miss this episode packed with entrepreneurship wisdom, networking strategies, and life lessons from one of Miami's most influential figures.

Today we sit down with Zeb Evans, the cofounder and CEO of ClickUp, a productivity software startup that he built from nothing, into a $4 billion company in under five years. In this conversation, we talk about how exactly Zeb went from three near-death experiences to building one of the fastest software companies in the world. We talk about everything from his habits and rituals that led to a success, to his spiritual journey and finding fulfillment along the way.

In this episode, we talk with Matteo Franceschetti, the cofounder and CEO of Eight Sleep which is a revolutionary sleep fitness technology company. Eight Sleep is used by hundreds of thousands of people all over the world and endorsed by people like Mark Zuckerberg, Elon Musk, and Andrew Huberman. In this conversation we dive deep into Matto‘s journey building Eight Sleep. We talk about his philosophies and tactics on sleep, health, fitness, stress management and everything that goes into becoming the ultimate high-performance human.

In this episode we sit down with one of the most inspiring entrepreneurs ever. Elliot Bisnow is the cofounder of Summit Series, an iconic global events company for entrepreneurs, visionaries, and world leaders with attendees including Sergey Brin. Richard Branson, Sam Altman, and Jeff Bezos. He's also a prolific investor and an early investor in companies like Uber, Coinbase, and Warby Parker. Elliot is also the former owner of Powder Mountain Ski Resort in Utah which recently sold to Netflix CEO Reed Hastings. He’s the author of the incredibly powerful book 'Make No Small Plans'. In this conversation we talk about Elliot going from college dropout to business icon, finding your purpose overcome imposter syndrome, and building dreams.

Today we have a conversation with Luke Schoenfelder, the founder and former CEO of Latch, a security technology company in which he took public in 2021. In this episode we dive into Luke’s journey from growing up on a farm in Pennsylvania all the way to building a multi-billion dollar technology company. We have a vulnerable discussion about how to turn your pain into your superpowers, the mindset required to be a World Class entrepreneur, and how to build incredible businesses while fulfilling yourself at the same time.

On this episode of the World Class Podcast, we sit down with one of the most ambitious entrepreneurs of our generation and the world‘s first "space drug dealer”. Delian Asparouhov is a partner at Founders Fund, as well as the cofounder and chairman of Varda, a revolutionary company building pharmaceuticals infrastructure in outer-space to advance humankind here on earth. In this conversation, we discuss how to accomplish Elon Musk-level moonshot goals, how to assemble World Class teams to make those goals reality, and Delian's advice on how to be fulfilled along the journey.