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 Life

Key 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.