Invest Like the Best with Patrick O'S...

Conversations with the best investors and business leaders in the world. We explore their ideas, methods, and stories to help you better invest your time and money. Hear stock market and boardroom insights you can't find anywhere else. If you're a professional investor, CEO, entrepreneur, or business strategist, this is for you. Explore all our episodes and learn more at https://www.joincolossus.com

Business
Investing
Technology
401
Jesse Livermore – The Search for the Truth with...
This week I have a very special guest years in the making. Like another favorite episode, with anonymous guest Modest Proposal, this conversation is with one of the stars of the financial twitter universe who writes anonymously and goes by the...
97 min
402
Chuck Akre – The Three-Legged Stool - [Invest L...
My guest today is Chuck Akre, a now widely famous investor who founded Akre Capital Management in 1989, which now manages approximately $10B dollars. We discuss his investing style and his “three-legged stool” for evaluating companies. Please...
47 min
403
Jerry Neumann – Why Venture is Hard - [Invest L...
My guest this week is Jerry Neumann. Jerry is one of the most thoughtful early stage investors that I’ve encountered, and his writings at reactionwheel.net are my favorite on this topic. He applies an incredibly structured way of thinking to a...
60 min
404
[REPLAY] Sam Hinkie – Data, Decisions, and Bask...
I came across this week’s guest thanks to the overlap of three passions of mine: data informed investing, value creation, and basketball.  Sam Hinkie worked for more than a decade in the NBA with the Houston Rockets, and then most recently as...
66 min
405
David Epstein – Wide or Deep? - [Invest Like t...
My guest this week is David Epstein. David is a writer and researcher extraordinaire and the author of two great books. His second, Range, is out today and I highly recommend it. We discuss the pros and cons of both the generalist and specialist...
83 min
406
Priya Parker – The Art of Gathering - [Invest ...
This week I’m hosting an investor retreat and so thought it fitting to release this conversation with Priya Parker on the art of gathering. I’ve been interested in the topic of community and gathering for some time and along with the book The Art...
56 min
407
[REPLAY] Tim Urban - Grand Theft Life - [Invest...
This week’s conversation is about artificial intelligence and interplanetary travel. Its about content creation, thinking from first principles, and death progress units. Its about brain machine interfaces and why it is crucial that you be a chef...
80 min
408
Stephanie Cohen – The Evolution of M&A and Corp...
My guest this week is Stephanie Cohen, who is the chief strategy officer for Goldman Sachs and a member of their management committee. Prior to her current role, she spent the majority of her career in the investment banking and M&A divisions at...
55 min
409
[REPLAY] Will Thorndike - How Skilled Capital A...
This week’s guest is Will Thorndike, an author and investor whose book  is an all-time favorite of mine. Our conversation is in two parts. First, we dive deep into the lessons of his 8-year research project studying CEOs who were master...
69 min
410
Josh Wolfe – The Tech Imperative - [Invest Like...
My guest this week is Josh Wolfe, co-founder and managing partner at Lux Capital. I had Josh on the podcast last year which was one of the most popular episodes in the shows history. This is a continuation of our ongoing conversation about investing...
63 min
411
Katherine Collins – Impact and ESG Investing - ...
My guest this week is Katherine Collins, who is the head of sustainable investing at Putnam Investments, a portfolio manager on two of Putnam’s sustainable investing funds, and the author of the book . Our conversation is on the ins and outs of...
59 min
412
Geoffrey Batt – The Nature of Transformational ...
My guest this week Geoffrey Batt and the topic of our conversation is how to earn transformational returns in very hard markets. In his case, that means Iraqi equities which we cover in detail. He now runs a large pool of capital in Iraqi stocks...
56 min
413
Brian Singerman – Investing in the Best Founder...
My guest this week is Brian Singerman, a partner at the venture capital firm Founders Fund. Founder’s Fund is widely considered one of the top VC firms and its partners are known to have diverse investment strategies. Brian invests across industries...
42 min
414
Michael Mauboussin – The Four Sources of Alpha ...
My guest this week for the third time is Michael Mauboussin. If there is a major question about markets and investing, Michael has usually written one of the best pieces of research on that topic. Today’s conversation is a mix of several of his...
67 min
415
Annie Duke – Wanna Bet? - [Invest Like the Best...
My guest this week is with Annie Duke, and the topic of our discussion is how to improve decision making. We break decisions down into their component parts: values, beliefs, decisions, randomness, and outcomes. After diving into each, we discuss how...
70 min
416
Michael Mayer – Pseudonymous Social Capital and...
My guest this week is unique and so requires a short story. I met our guest Michael Mayer because of twitter. I followed and enjoyed one of several pseudonymous accounts that he maintains to experiment with ideas. His various accounts have wide...
67 min
417
Peter Zeihan – The Future of Geopolitics - [Inv...
Peter is a geopolitical strategist who combines expertise in demography, economics, energy, politics, technology, and security to assess an uncertain future. Before founding his own strategy firm, Peter helped develop the analytical models for...
69 min
418
Michael Kitces – The Past, Present & Future of ...
My guest this week is Michael Kitces, who is one of our industries go-to experts on all things financial advise and financial planning. We discuss the past, present, and future of financial advise, financial technology, and investing. If you are a...
75 min
419
Alex Danco – Scarcity, Abundance and Bubbles -...
My guest this week is Alex Danco. Alex is a member of the Discover Team at Social Capital, has a background in biology, and has written about all things tech and business. While Alex is only 30, it seems like he has spent decades thinking about all...
88 min
420
Keith Wasserman – Real Estate Investing - [Inve...
My guest this week is Keith Wasserman, co-founder of the real estate investment firm Gelt. This was my first fully dedicated conversation on direct real estate investing, so we cover many different topics, including the pros and cons of different...
59 min
421
Alex Mittal – Early Stage Investing - [Invest ...
My guest this week is Alex Mittal, co-founder of Funders Club. Following past guest Jeremiah Lowin, Alex is my second elementary school friend to appear on the podcast—a trend I hope continues. Funders club is a unique venture firm, because it is...
59 min
422
Eugene Wei – Tech, Media, and Culture - [Invest...
My guest this week, Eugene Wei, has one of the most interesting backgrounds of anyone I’ve had on the podcast. He worked at Amazon early in its life, was the head of product at Hulu and Flipboard, and head of video and Oculus.   Our...
81 min
423
Michael Duda – Investing In Brands - [Invest L...
My guest this week is Michael Duda, and the topic of our conversation is the role that brand plays in business and investing.  Michael has worked on and invested in a wide-range of brands including Birchbox, Casper, Harry's, Citibank, DirecTV,...
56 min
424
Abby Johnson – Future of Finance - [Invest Like...
Over the summer. I spent time with Abby Johnson, who is the chairman and CEO of Fidelity Investments and several other business leads at Fidelity to understand how a very large firm like theirs is navigating change in our industry. What follows is a...
63 min
425
Keith Rabois - If You Can’t Sell Them, Compete ...
My guest this week is Keith Rabois. Keith is currently an investment partner at Khosla Ventures, but has a storied and diverse background as an investor, entrepreneur, and executive. He has worked in senior positions at Paypal, LinkedIn, and Square;...
58 min