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
201
Nick Saltarelli - One Foot in Front of the Othe...
My guest today is , co-founder of the functional chocolate bar business, Mid-Day Squares. Nick started the company with his wife and brother-in-law a few years ago to build on a simple idea: if the big chocolate bar brands were to start today, what...
69 min
202
Jenny Johnson - Seven Decades of Investing Expe...
My guest today is Jenny Johnson, President and CEO of one of the world’s largest asset managers, Franklin Templeton. Jenny joined the business in 1988 and has worked in the organization ever since. In early 2020 she became CEO of Franklin, which now...
63 min
203
Doug Colkitt - The Evolution of Markets - [Inve...
My guest today is . Doug has spent his career searching for and trading inefficient markets, first at Citadel’s high-frequency trading group, then for himself, and then as an operator building CrocSwap - a decentralized exchange or DEX designed to...
77 min
204
Bill Gurley and Philip Rosedale - Back to the F...
My guests today are and . Philip created Second Life in the early 2000s and helped build it into the largest virtual 3D world ever created at the time. Frequent listeners will recognize Bill, who was an investor in Second Life via Benchmark Capital....
76 min
205
Francis Davidson - Design-led Hospitality - [In...
My guest today is , founder and CEO of the hospitality brand Sonder. Francis launched Sonder in 2013 as an alternative to traditional hotels and rentals with a specific focus on technology and design. During our conversation, we discuss where Sonder...
53 min
206
Niraj Shah - Developing Every Skill - [Invest L...
My guest today is , the CEO and co-founder of Wayfair. Wayfair started life in 2002 as a collection of independent websites selling category-specific home furniture but became a one-stop-shop for the home category in 2011 when, at $500 million in...
64 min
207
Bored Ape Yacht Club -  [Web3 Breakdowns, EP. 1]
Today, I am excited to share our newest show, Web3 Breakdowns. Similar to our Business Breakdowns series, Web3 will have it's own dedicated feed so make sure to hit this subscribe or find it on your preferred podcast player. The first episode of Web3...
51 min
208
Will Marshall - Indexing the Earth - [Invest Li...
My guest today is , the co-founder and CEO of Planet. Will founded Planet in 2010 with a small team of NASA scientists to build a constellation of satellites that would image the entire Earth every day. Since then, Planet has successfully built and...
49 min
209
Roelof Botha - Sequoia’s Crucible Moment - [Inv...
My guest today is , a partner at one of the world’s oldest and most successful venture firms, Sequoia Capital. A few days ago before I sat down with Roelof, he announced Sequoia’s boldest innovation since the firm was founded by Don Valentine in...
67 min
210
Sarah Friar - Building the Local Graph - [Inves...
My guest today is , the CEO of Nextdoor, which connects people in local neighborhoods together. Sarah’s CV sparkles with impressive achievements at interesting businesses, and we spend a lot of time in this conversation thinking through what...
73 min
211
Universal Music Group: The Gatekeepers of Music...
Today, we are running a special episode of Business Breakdowns on our Invest Like the Best feed. When we launched Breakdowns, we hoped to cover industries and businesses that we were “well known but poorly understood.” This deep-dive on UMG and...
76 min
212
Alex Rampell - Investing in Operating Systems -...
My guest today is , General Partner at Andreessen Horowitz. Alex has a long history in fintech, having co-founded six companies in his career, including Affirm and TrialPay. During our conversation, we cover Alex’s framework for positive selection...
77 min
213
Sam Bankman-Fried - Creating a Perfect Market -...
My guest today is , founder and CEO of leading cryptocurrency exchange, FTX. In a little over two years, FTX has registered 1.2 million users, grown to facilitate $10.9 billion of daily trading volume, and reached an $18 billion valuation. Prior to...
75 min
214
Nick Neuman - Becoming Your Own Bank - [Invest ...
My guest today is , CEO and co-founder of Casa. Casa helps bitcoin investors and owners keep their digital assets safe from loss or theft by providing managed self-custody services. In our discussion, we cover the history of asset custody from ancient...
64 min
215
Devin Finzer - An Everything Store for Digital ...
My guest today is , co-founder and CEO of OpenSea, the world’s largest NFT marketplace. In a journey that started like many other founders in the space, Devin went deep down the crypto rabbit hole in 2017 and became particularly fascinated with the...
51 min
216
Jenny Lefcourt - The Go-to-Market Motion - [Inv...
My guest today is , an equal General Partner at seed-stage venture firm Freestyle Capital, where she manages $450 million in seed investments. Jenny has been engrained in the tech world since the early days of the internet. She dropped out of her...
61 min
217
Dave Girouard - Making Better Loans - [Founder’...
My guest today is , co-founder and CEO of Upstart, a lending platform that leverages AI to make loans more accessible and affordable. Dave started in Silicon Valley as a Product Manager at Apple and later spent eight years at Google, where he built...
67 min
218
Jay Hoag - Calibrating Market Adoption - [Inves...
My guest today is , co-founder of TCV. If you look at Jay’s investment track record, it’s a “who’s who” of tech giants with Airbnb, Netflix, Peloton, Zillow, and a list that does not stop there. Needless to say, Jay has a Hall of Fame...
75 min
219
Gina Bianchini - Helping Creators Build Communi...
My guest today is , founder and CEO of Mighty Networks, which gives creators a platform to start, grow and own their social communities.   In our conversation, we cover the differences between leadership and management, the lessons Gina learned...
55 min
220
David Fialkow - Paint Outside the Lines - [Inve...
My guest today is David Fialkow, co-founder of General Catalyst. If you are looking for a dose of fun, charismatic energy from a very unique investor then this is the conversation for you. David has a diverse background not only as an investor but...
63 min
221
Justin Waldron - The Future of Social Gaming - ...
My guest today is , co-founder and President of Playco. Justin is a pioneer of the social gaming industry after he co-founded Zynga at age 19, and he has continued to build games ever since. In our conversation, we cover how Justin sees the future of...
63 min
222
Daniel Ek - Enabling Creators Everywhere - [Inv...
Today is a special episode because it marks five years since I released the first episode of Invest Like the Best. Over those years, I’ve learned so much from so many investors and builders, but today’s guest may have taught me the most.   ...
86 min
223
Gabby Dizon - Mapping the Metaverse Economy - [...
My guest today is , co-founder of Yield Guild Games or YGG. In 2020, Gabby and his co-founders built YGG around the growing “play-to-earn” economy within blockchain-based games. Based in the Philippines, YGG effectively backs players - who might...
56 min
224
Scott Malpass - Building a Great Endowment - [I...
My guest today is Scott Malpass. Scott was the CIO of Notre Dame's endowment for 32 years and has always been a pioneer at the forefront of the endowment investing world - leading Notre Dame's early investments into Sequoia as well as some of the...
62 min
225
Mike Maples, Jr. - A Playbook for Startups - [F...
My guest today is , co-founder and partner of Floodgate. As a child of the computer revolution, Mike was deconstructing calculators in grade school, writing video games in high school, and inevitably found himself building businesses in Silicon Valley...
65 min