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
326
Todd McKinnon - Creating and Defining a New Mar...
My guest today is Todd McKinnon, co-founder and CEO of Okta, the leading provider of identity management for enterprises. Todd started Okta in 2009 after realizing that enterprises would need a robust solution for identity management in a world where...
61 min
327
Jason Karp and Rohan Oza – The Power of Brand -...
My guests today are Jason Karp and Rohan Oza. Jason is the founder and CEO of HumanCo, a holding company focused on building businesses that help people live healthier lives. Jason formerly ran the hedge fund Tourbillon Capital and was an audience...
58 min
328
John Chambers - Pattern Matching, Playbooks, an...
My guest this week is John Chambers. John was the CEO of Cisco from 1995 to 2015 where he helped grow Cisco from $70 million to $40 billion in annual revenue. In this conversation we discuss the best business lesson he learned from long time GE CEO...
60 min
329
Anu Hariharan – Lessons in Growth Investing - [...
My guest this week is Anu Hariharan. Anu is a partner at Y-Combinator's Continuity Fund where she focuses on growth investing. Before YC, Anu was an Investment Partner at Andreesen Horowitz where she worked with portfolio companies Airbnb,...
60 min
330
Laura Behrens Wu - When Digital and Physical Wo...
My guest today is Laura Behrens Wu, co-founder and CEO of Shippo. Shippo started in 2014 after Laura realized with her own e-commerce start-up that shipping was an incredibly difficult task for most merchants, so she set out to fix the problem for...
49 min
331
Brad Gerstner and Rich Barton – Thriving in Cha...
My guests today are Rich Barton and Brad Gerstner. Brad is the founder of Altimeter Capital and is one of my favorite active investors. Brad and Altimeter were one of the largest investors in Snowflake in its earlier days and continue to invest in...
78 min
332
Jason Citron - Building the Third Place - [Foun...
My guest today is Jason Citron, founder and CEO of Discord. Discord is one of the largest and fastest growing social networks in the world. It started as a place for gamers to congregate online, but thanks to how easy it makes it to create a community...
62 min
333
Ben Gilbert and David Rosenthal of Acquired - L...
My guests today are Ben Gilbert and David Rosenthal. Ben and David are investors but also the duo behind the Acquired podcast, which is one of my favorite podcasts that dives deep into business history and famous acquisitions. I recommend you check it...
51 min
334
Leore Avidar - Creating and Selling Superpowers...
My guest today is Leore Avidar. Leore is the co-founder and CEO of  a company which makes it easy to send direct mail programmatically. He’s also the founder of a new company focusing on sports card collectibles, Alt, which is how we...
58 min
335
Jacqueline Novogratz – Investing in Dignity and...
My guest today is Jacqueline Novogratz. Jacqueline is the founder and CEO of Acumen, a non-profit global venture fund that uses entrepreneurial approaches to solve the problems of poverty.  Our conversation touches on how Jacqueline left...
53 min
336
Justin Singer - How Regulation Unlocks Opportun...
My guest today is Justin Singer, the founder and CEO of Caliper Foods and Stillwater Brands, two leading companies in the cannabis industry. We start our conversation with a fascinating discussion on how regulation creates or destroys business and...
62 min
337
Jesse Livermore - Upside Down Markets - Underst...
My guest today is Jesse Livermore. I’ve worked with Jesse as part of our research partners program at O’Shaughnessy Asset Management for years now. Whenever there is a huge, important, and complex issue to be studied, I believe he’s among the...
54 min
338
Rahul Vohra - Using Emotion to Design Great Pro...
Today’s episode represents a new chapter for Invest Like the Best, so requires a longer introduction than normal. Starting today, I’ll be bringing you two episodes per week on the same feed. On Tuesday’s, I’ll focus on investors, and on...
79 min
339
Modest Proposal – Better, Cheaper, Faster: Why ...
Before getting to this week’s guest, an announcement: starting Thursday we will be introducing a new series of interviews. Be sure to check this same podcast feed in two days to learn more. My guest this week goes by the pseudonym Modest Proposal....
65 min
340
Lauren Taylor Wolfe – The Modern Activist Tool...
My guest this week is Lauren Taylor Wolfe. Lauren is the co-founder and Managing Partner of Impactive Capital. Prior to founding Impactive she spent 10 years at Blue Harbour Group, a $3 billion activist investment firm. Our conversation is on the...
60 min
341
Rory Sutherland – Moonshots and Marketing - [In...
My guest today is Rory Sutherland. Rory is the Vice Chairman of Ogilvy & Mather Group, which is one of the largest and most renowned advertising agencies in the world. He’s also the author of one of my favorite recent books called Alchemy: The...
49 min
342
Michael Seibel – Lessons from Thousands of Star...
My guest this week is Michael Seibel. Michael is a Partner at Y Combinator, and the CEO of YC's startup accelerator. He was the cofounder and CEO , which eventually became Twitch, and Socialcam. In this conversation, we discuss all Michael has...
56 min
343
Michael Mauboussin – Great Migration Public to ...
My guest this week is Michael Mauboussin, the head of consilient research at Counterpoint Global. Michael is an all-time favorite guest here on the show, and this is his fourth appearance. We discuss one of the biggest topics in the world of...
59 min
344
Chetan Puttagunta and Jeremiah Lowin – Open Sou...
My guests this week are Jeremiah Lowin and Chetan Puttagunta. Jeremiah is the founder of , an open-source software company where my family and I are investors, and Chetan is a partner at Benchmark Capital. Both are past guests and good friends. I...
60 min
345
Katrina Lake – The Next Wave of E-Commerce - [I...
My guest today is Katrina Lake, the co-founder and CEO of Stitch Fix. Stitch Fix is a multi-billion-dollar public company which has brought an entirely new model to retail apparel by combining data science, technology, and personal stylists to create...
58 min
346
Brian Armstrong – The Future of Crypto - [Inves...
My guest this week is Brian Armstrong, the co-founder and CEO of Coinbase. The topic of our conversation is the future of cryptocurrency and decentralized finance. Its been a while since I checked in on the world of crypto and while prices are still...
64 min
347
Matt Ball - The Future of Media: Movies, the Me...
My guest today, Matthew Ball, is a long time coming. He’s the former head of strategy at Amazon Studios, an investor, and probably my favorite business essayist writing today. In fact, I can’t think of another author whose work I read as quickly...
106 min
348
Kat Cole – How to Operate: Lessons in Brand, Di...
My guest today is Kat Cole, the COO and president of North America for Focus Brands, which owns famous companies like Cinnabon, Carvel, Jamba, and more. Kat’s story and career trajectory are remarkable, as are the lessons she’s picked up along the...
77 min
349
Eric Vishria – The Past, Present, and Future of...
My guest this week is Eric Vishria, a general partner at Benchmark Capital. Eric joined Benchmark after spending the first part of his career as an operator and CEO. The topic of our conversation is the past, present, and future of software...
65 min
350
Turner Novak – The Past, Present, and Future of...
My guest this week is Turner Novak, a partner at Gelt VC. Many of the largest companies in the world today are consumer social companies, so Turner and I discuss the past, present, and future of those businesses. When executed right, they are often...
60 min