Colossus

Business • Technology

Exploring the ideas, methods, and stories of people that will help you better invest your time and money. Learn more and stay-up-to-date at https://joincolossus.com/

Popular episodes

Stewart Butterfield - We Don’t Sell Saddles Here - [Founder’s Field Guide, EP. 43]

Jul 22 • 01:06:48

My guest today is Stewart Butterfield, founder and CEO of Slack. Stewart’s 2014 essay “Why We Don’t Sell Saddles Here” had a massive impact on my own business journey, which made this discussion extra special. During our conversation, we discuss the concept of owner’s delusion, how to frame the boundaries between product and market, and the challenge of changing people’s m...

Steve Mandel - Investing Behind Change - [Invest Like the Best, EP. 235]

Jul 20 • 01:10:10

My guest today is Steve Mandel, founder of Lone Pine Capital, one of the most successful hedge fund and investment firms of this generation. In our conversation, we discuss how the investing business has evolved since Steve’s start in the 1980s, why it’s so difficult to drive alpha by shorting stocks today versus 20 years ago, and why Steve still loves to get into the guts...

Spenser Skates - Challenging Big Ideas - [Founder’s Field Guide, EP. 42]

Jul 15 • 58:16

My guest today is Spenser Skates, CEO and co-founder of Amplitude Analytics. Spenser founded Amplitude in 2012 with a thesis that building the best product requires, deep cross-functional understanding of customer behavior. During our conversation, we discuss Spenser’s long history in programming and how his early experiences tie into his work today. We also explore the nu...

David Sacks - How to Operate a SaaS Startup - [Invest Like the Best, EP. 234]

Jul 13 • 01:01:33

My guest today is David Sacks, General Partner at Craft Ventures and founding COO of PayPal. During our conversation, we explore what differentiates Enterprise SaaS from DTC subscriptions, what makes for a magical product launch event, and what key growth metrics David uses to measure success. David has written extensively on his idea of operating cadence, and we explore ...

David Vélez - Building the Branchless Bank - [Founder’s Field Guide, EP. 41]

Jul 8 • 56:44

My guest today is David Vélez, founder and CEO of Nubank, the world’s largest digital bank with over 40 million customers. In our conversation, David talks about his venture capital background at Sequoia and how that led him down an entrepreneurial path in Latin America. We also talk about the pros and cons of building a digitally native business and what gets him most exc...

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Balaji Srinivasan - Optimizing Your Inputs - [Invest Like the Best, EP. 233]

Jul 6 • 01:45:32

My guest today is Balaji Srinivasan, a serial entrepreneur and angel investor. Balaji is known to challenge conventional wisdom, and he lives up to his reputation in this conversation. We discuss a wide variety of topics, including advancements in health tracking, ways to evaluate your own information diet, and how technology is driving decentralization and what that coul...

Michael Mayer - Business Boss Battles - [Founder’s Field Guide, EP. 40]

Jul 1 • 01:01:49

My guest today Michael Mayer, is the founder and CEO of Bottomless, a company that automatically replenishes your coffee supply where I am both an excited investor and customer. Today’s conversation is about tactical lessons Michael has learned while building the business. We talk about identifying an addressable problem, how to avoid solving for bottlenecks that don’t yet...

Marc Andreessen - Making the Future - [Invest Like the Best, EP. 232]

Jun 29 • 01:19:42

My guest today is Silicon Valley icon, Marc Andreessen. Before co-founding the legendary venture capital firm, Andreessen Horowitz, Marc was an early pioneer of the internet. At age 22, he built Mosaic, the first widely adopted web browser and the technology that underpinned Netscape Communications. Marc was an early proponent of cloud computing, social networks, and the ...

31 reactions

Will Ahmed - Optimizing Human Performance – [Founder’s Field Guide, EP. 39]

Jun 24 • 01:11:26

My guest today is Will Ahmed, founder of fitness wearable company WHOOP. What started as a business plan in 2011 has evolved into the 24/7 health-tracking device you’ll often see on athletes across professional sports. During our conversation, Will and I discuss how his own backstory ties into the founding of WHOOP, the key design decisions they made in the ultra-competit...

Howard Marks - Embracing the Psychology of Investing - [Invest Like the Best, EP. 231]

Jun 22 • 58:10

My guest today is Howard Marks, co-founder of Oaktree Capital, a leading investment manager, and one of the world’s largest distressed debt investors. In our conversation, we discuss takeaways from the market selloff and rapid recovery in 2020, the importance of assessing both quantitative and qualitative factors in markets, and the benefits Howard has realized from a care...

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