Invest Like the Best with Patrick O'Shaughnessy

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Rating
4.8
from
2014 reviews
This podcast has
356 episodes
Language
Publisher
Explicit
No
Date created
2016/09/13
Last published
2022/06/21
Average duration
76 min.
Release period
7 days

Description

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/

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Podcast episodes

Check latest episodes from Invest Like the Best with Patrick O'Shaughnessy podcast

Lydia Jett - Investing in E-commerce
2022/06/21
My guest today is Lydia Jett, Managing Partner of SoftBank Investment Advisors. Lydia leads the team’s consumer, internet, and e-commerce investments and has worked with many of the most significant consumer platforms in the world, including as a board member of Coupang and Flipkart. We cover all aspects of e-commerce and explore Lydia’s evolution as an investor alongside Masa Son at SoftBank. Please enjoy my conversation with Lydia Jett.    For the full show notes, transcript, and links to mentioned content, check out the episode page here.   -----   This episode is brought to you by Tegus. Tegus streamlines the investment research process so you can get up to speed and find answers to critical questions on companies faster and more efficiently. The Tegus platform surfaces the hard-to-get qualitative insights, gives instant access to critical public financial data through BamSEC, and helps you set up customized expert calls. It’s all done on a single, modern SaaS platform that offers 360-degree insight into any public or private company. As a listener, you can take Tegus for a free test drive by visiting tegus.co/patrick. And until 2023 every Tegus license comes with complimentary access to BamSec by Tegus.   -----   Today's episode is brought to you by Brex, the integrated financial platform trusted by the world's most innovative entrepreneurs and fastest-growing companies. With Brex, you can move money fast for instant impact with high-limit corporate cards, payments, venture debt, and spend management software all in one place. Ready to accelerate your business? Learn more at brex.com/best.   -----   Invest Like the Best is a property of Colossus, LLC. For more episodes of Invest Like the Best, visit joincolossus.com/episodes.    Past guests include Tobi Lutke, Kevin Systrom, Mike Krieger, John Collison, Kat Cole, Marc Andreessen, Matthew Ball, Bill Gurley, Anu Hariharan, Ben Thompson, and many more.   Stay up to date on all our podcasts by signing up to Colossus Weekly, our quick dive every Sunday highlighting the top business and investing concepts from our podcasts and the best of what we read that week. Sign up here.   Follow us on Twitter: @patrick_oshag | @JoinColossus   Show Notes [00:02:34] - [First question] - What curiosity thread she’s been pulling on thus far in her career [00:05:17] - The biggest felt differences doing things one way for a decade and changing now [00:07:08] - Learning about tailwinds and what the predominant ones are that exist today [00:08:38] - How much room to go there is left in the world transitioning to e-commerce [00:10:44] - Competitive frontiers that exist today in e-commerce [00:12:14] - What drives companies that grow faster than their competitors [00:13:15] - What areas the world’s most innovative e-commerce companies are focused on [00:16:38] - Unique characteristics that they select for in ecommerce CEOs and founders [00:17:44] - Which country she would send an American investor to in order to learn more [00:19:03] - Upside down approaches to e-commerce that aren’t common in America yet [00:20:15] - Subcategories and sub sectors she’s most drawn towards lately [00:23:05] - Lessons learned about business models that don’t work in e-commerce [00:27:47] - What western investors should know about Coupang  [00:30:12] - Everything she’s learned about vertical integration [00:33:01] - Everything she’s learned and cares about in regards to margins [00:34:24] - Evaluating a younger company’s ability to drive margins in the future [00:37:17] - The most extreme version of efficiency gain she’s seen deployed [00:39:06] - Whether or not the public perception of SoftBank’s simplified approach is accurate [00:41:27] - The role the size of assets plays at SoftBank [00:47:42] - Focusing on efficiency and smart allocation first before trying to scale  [00:50:33] - Companies as products that investors
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Josh Wolfe & Chris Power - Factories of the Future
2022/06/14
My guests today are Josh Wolfe and Chris Power. Josh will be a familiar voice to many of you and is the co-founder and General Partner of Lux Capital. Chris is the founder and CEO of advanced manufacturing start-up, Hadrian. Most of our discussion centers on the need to modernize the factories that supply our space and defense industries. But given the current market environment, we also talk about capital conditions and the responsibility to build products that really matter. Please enjoy this conversation with Josh Wolfe and Chris Power.   For the full show notes, transcript, and links to mentioned content, check out the episode page here.   -----   This episode is brought to you by Tegus. Tegus streamlines the investment research process so you can get up to speed and find answers to critical questions on companies faster and more efficiently. The Tegus platform surfaces the hard-to-get qualitative insights, gives instant access to critical public financial data through BamSEC, and helps you set up customized expert calls. It’s all done on a single, modern SaaS platform that offers 360-degree insight into any public or private company. As a listener, you can take Tegus for a free test drive by visiting tegus.co/patrick. And until 2023 every Tegus license comes with complimentary access to BamSec by Tegus.   -----   Today's episode is brought to you by Brex, the integrated financial platform trusted by the world's most innovative entrepreneurs and fastest-growing companies. With Brex, you can move money fast for instant impact with high-limit corporate cards, payments, venture debt, and spend management software all in one place. Ready to accelerate your business? Learn more at brex.com/best.   -----   Invest Like the Best is a property of Colossus, LLC. For more episodes of Invest Like the Best, visit joincolossus.com/episodes.    Past guests include Tobi Lutke, Kevin Systrom, Mike Krieger, John Collison, Kat Cole, Marc Andreessen, Matthew Ball, Bill Gurley, Anu Hariharan, Ben Thompson, and many more.   Stay up to date on all our podcasts by signing up to Colossus Weekly, our quick dive every Sunday highlighting the top business and investing concepts from our podcasts and the best of what we read that week. Sign up here.   Follow us on Twitter: @patrick_oshag | @JoinColossus   Show Notes [00:02:40] - [First question] - An overview of the precision manufacturing industry writ large [00:08:28] - Why the manufacturing sector has so many great investment opportunities [00:12:58] - Anduril Breakdown; What Hadrian in its final form will unlock for manufacturing [00:16:08] - What the demand side looks like for manufacturers in its current state today  [00:18:29] - How the nature of demand will shift for this style of manufacturing in the future [00:22:51] - Important rare earth materials, supply chain constraints, and the revival of commodities  [00:27:55] - The key set of jobs being done by mom and pop shops that could be innovated on and done within a Hadrian factory  [00:30:35] - What is going on inside of a Hadrian factory and how they will evolve over time  [00:32:10] - Prosecuting diligence on someone's ability to execute on their behalf [00:37:14] - The PhD arrogance trap and how a Hadrian machine will be better in five years from now [00:39:44] - Units of innovation and optimization driven by software  [00:41:43] - Walkthrough of the bubble and anti-bubble concept and funding companies in today’s markets   [00:48:08] - Breadth of ability versus focus and selling parts to buyers early on [00:50:42] - Lessons learned and advice for understanding the focus problem  [00:52:32] - Whether or not the climbing costs of experimentation is a bad thing [00:56:39] - Fat startup vs. lean startups and making the hardest irreversible decision during Hadrian’s early days [00:58:31] - Enduring more schlep work than less being a good signal [00:59:06] - Chris
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Martin Casado - The Past, Present, and Future of Digital Infrastructure
2022/06/07
My guest today is Martin Casado. Martin is a general partner at Andreessen Horowitz where he focuses on digital infrastructure. Before joining a16z, Martin pioneered software-defined networking and co-founded Nicira, which was bought by VMware for $1.3 billion in 2012. Martin has studied, built, and invested in digital infrastructure his whole career and is the perfect person to discuss the most interesting aspects of the industry. Please enjoy this great conversation with Martin Casado.   For the full show notes, transcript, and links to mentioned content, check out the episode page here.   -----   This episode is brought to you by Tegus. Tegus streamlines the investment research process so you can get up to speed and find answers to critical questions on companies faster and more efficiently. The Tegus platform surfaces the hard-to-get qualitative insights, gives instant access to critical public financial data through BamSEC, and helps you set up customized expert calls. It’s all done on a single, modern SaaS platform that offers 360-degree insight into any public or private company. As a listener, you can take Tegus for a free test drive by visiting tegus.co/patrick. And until 2023 every Tegus license comes with complimentary access to BamSec by Tegus.   -----   Today's episode is brought to you by Brex, the integrated financial platform trusted by the world's most innovative entrepreneurs and fastest-growing companies. With Brex, you can move money fast for instant impact with high-limit corporate cards, payments, venture debt, and spend management software all in one place. Ready to accelerate your business? Learn more at brex.com/best.   -----   Invest Like the Best is a property of Colossus, LLC. For more episodes of Invest Like the Best, visit joincolossus.com/episodes.    Past guests include Tobi Lutke, Kevin Systrom, Mike Krieger, John Collison, Kat Cole, Marc Andreessen, Matthew Ball, Bill Gurley, Anu Hariharan, Ben Thompson, and many more.   Stay up to date on all our podcasts by signing up to Colossus Weekly, our quick dive every Sunday highlighting the top business and investing concepts from our podcasts and the best of what we read that week. Sign up here.   Follow us on Twitter: @patrick_oshag | @JoinColossus   Show Notes [00:02:43] - [First question] - The state of the digital infrastructure industry today  [00:04:02] - The major stages and eras of cloud technology  [00:06:30] - Overview of Dropbox’s story and the two major trends at the time of its emergence [00:10:12] - Lost margin and lost market cap from big users of the public cloud  [00:12:14] - Whether or not there is a headwind coming for public cloud providers [00:14:07] - The base level primitives of the digital world and innovation within those areas [00:17:33] - How entrepreneurs might go after the biggest public cloud providers [00:19:37] - His view on API first companies and granular monetizable units in growing markets [00:23:20] - Developer facing tools and what works well when going to market  [00:25:34] - Lessons learned about successfully building relationships between a company and developers as a buying class  [00:27:12] - The difference between a front-end and back-end developer and what is changing in their responsibilities  [00:28:45] - What he looks for as an investor when he’s processing a new API first company [00:30:31] - Common redflags and disqualifying observations for an API first company  [00:31:59] - Pricing usage and building a revenue model around one of these businesses [00:33:49] - Reasons why this proliferation is happening and important parts of the data stack [00:36:35] - Frank Slootman Episode; Snowflake’s offering for their users, their explosive growth, and primitives in their sector [00:39:06] - The history of digital security and potential opportunities as an investor [00:40:19] - How digital infrastructure intersects with the real
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Aswath Damodaran - Making Sense of the Market
2022/05/31
My guest today is Aswath Damodaran, a Professor of Finance at NYU’s Stern School of Business. Aswath is one of the clearest teachers of investing and finance in our industry and through his blog, books, and YouTube has open-sourced his wisdom for decades. This conversation is a masterclass of key investing concepts. We discuss inflation, narratives, disruption, the evolution of alpha and edge, and his thoughts on ESG. Please enjoy this great conversation with Aswath Damodaran.   For the full show notes, transcript, and links to mentioned content, check out the episode page here.   -----   This episode is brought to you by Canalyst. Canalyst is the leading destination for public company data and analysis. If you're a professional equity investor and haven't talked to Canalyst recently, you should give them a shout. Learn more and try Canalyst for yourself at canalyst.com/Patrick.    -----   This episode is brought to you by Brex. Brex is the integrated financial platform trusted by the world's most innovative entrepreneurs and fastest-growing companies. With Brex, you can move money fast for instant impact with high-limit corporate cards, payments, venture debt, and spend management software all in one place. Ready to accelerate your business? Learn more at brex.com/best.   -----   Invest Like the Best is a property of Colossus, LLC. For more episodes of Invest Like the Best, visit joincolossus.com/episodes.    Past guests include Kevin Systrom, Mike Krieger, John Collison, Kat Cole, Marc Andreessen, Matthew Ball, Bill Gurley, Anu Hariharan, Ben Thompson, and many more.   Stay up to date on all our podcasts by signing up to Colossus Weekly, our quick dive every Sunday highlighting the top business and investing concepts from our podcasts and the best of what we read that week. Sign up here.   Follow us on Twitter: @patrick_oshag | @JoinColossus   Show Notes [00:02:43] - [First question] - How he thinks about inflation as a now dominant force [00:04:33] - Why inflation is so important across the spectrum [00:09:02] - Big lessons from other periods of historically high inflation writ large [00:10:45] - Reasons why equities as an asset class struggle in high inflation environments [00:15:21] - The relationship betweens goods versus services in times of high inflation [00:16:59] - Broader economic implications especially for income inequality [00:19:03] - The Fed taking inflation seriously now when they didn’t and thoughts on the policy response to today’s situation [00:21:05] - How smart companies are defensively adjusting to inflation [00:24:38] - Thoughts on returns on invested capital with emphasis on invested capital  [00:27:46] - The importance of a capital allocation skill-set for executive team members [00:29:32] - Further historic lessons and how he’s being defensive against inflation [00:33:09] - Lessons learned about Amazon valuing them every year since their inception [00:37:50] - How to figure out a new company’s narrative and the story they’re telling [00:42:25] - Whenever he sees Thanos in the Avengers he thinks of Amazon [00:44:51] - Thoughts on Facebook, Apple and Microsoft [00:48:26] - The evolution of edge and the search for alpha [00:54:37] - Whether or not there’s utility in studying other investors  [00:57:16] - Skill versus luck and the most common valuation mistakes he’s made [00:59:09] - Assuming long-term growth rates and changing company life cycles [01:02:02] - Momentum and Value investing in today’s market [01:07:24] - Differences between interest rates and discount rates in regards to inflation [01:10:29] - Thoughts on equity risk premium in a market like this [01:12:00] - How today’s market affects early stage equity investment [01:14:36] - The growing popularity of ESG and his seemingly contrarian view on it [01:24:03] - Nature of disruption as a force and companies that are protected from it [01:28:24] -
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Anduril: Building the Future of Defense - [Business Breakdowns, EP. 59]
2022/05/26
Today, we are running a special episode of Business Breakdowns. With geopolitics playing an increasingly important role in society again, this episode with Anduril’s CEO offers an inside look at the state of the defense industry and how it is changing. If you enjoy this episode, subscribe to Business Breakdowns on your preferred podcast player, where you’ll find past episodes on Block, Goldman Sachs, AutoZone and many others.   Today, we are breaking down Anduril. Anduril builds high tech defense systems for the US Department of Defense and its allies. Crucially, it does so with speed that emanates from Silicon Valley. Founded in 2017 by Palmer Luckey, who previously built and sold Oculus to Facebook, Anduril has achieved the rare feat of challenging the established order in the defense industry.   To break down Anduril, I’m joined by the company’s CEO and co-founder, Brian Schimpf. We discuss the history of the defense industry, how Anduril’s business is counter positioned against the legacy cost-plus model, and what Brian has learned about selling to the DoD. Please enjoy this breakdown of Anduril.   For the full show notes, transcript, and links to mentioned content, check out the episode page here.   -----   This episode is brought to you by Tegus. Tegus is the new digital hub for market intelligence. The Tegus platform empowers Investors and Corporate Development teams to invest smarter by pairing best-in-class technology with the highest quality user-generated content and data. Find out why a majority of the top firms are using Tegus on a daily basis. If you're ready to go deeper on any company and you appreciate the value of primary research, head to tegus.co/breakdowns for a free trial.   -----   This episode is brought to you by Daloopa. Daloopa streamlines a major pain point for investors. By capturing all of a company's KPIs and adjusted financials into their database - Daloopa makes it easy to quickly update your models for what matters. Daloopa uses AI to find every KPI disclosed - from charts, to text, and even from footnotes of investor presentations. Daloopa updates these KPIs and data points in your existing Excel models in one click, regardless of your source or format. Test Daloopa for free at daloopa.com/Patrick.   -----   Business Breakdowns is a property of Colossus, LLC. For more episodes of Business Breakdowns, visit joincolossus.com/episodes.   Stay up to date on all our podcasts by signing up to Colossus Weekly, our quick dive every Sunday highlighting the top business and investing concepts from our podcasts and the best of what we read that week. Sign up here.   Follow us on Twitter: @JoinColossus | @patrick_oshag | @jspujji | @zbfuss   Show Notes [00:02:52] - [First question] - The history of defense technology and the technological and competitive landscape when he set out to build Anduril [00:08:22] - What the early experience was like when approaching the government and finding an early adopter [00:12:44] - Necessity being the mother of invention when it came to developing drones [00:16:37] - What it’s like to develop hardware and software products at the same time  [00:20:26] - How the defense business complex works economically and overview of the detailed cost plus model [00:24:44] - The state of military technology and military conflict today writ large [00:31:10] - Are we heading to a future where warfare is mostly machine against machine?  [00:33:34] - Comparing the ghost drone system to predator drones [00:38:40] - Guiding principles as a firm and deciding on their product roadmap [00:43:25] - An overview of their product lineup and what they’ve built so far  [00:48:13] - Having an open innovation policy to promote competition [00:49:37] - The nuance of politics when it comes to building and running their business [00:51:56] - Most difficult decisions he’s had to make through Anduril’s history  [00:53:51] - How
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Tobi Lütke - Embrace the Unexpected
2022/05/24
My guest today is Tobi Lütke, co-founder and CEO of Shopify. Having first spoken to Tobi at the beginning of the pandemic, just two months into it, this felt an opportune moment to revisit Shopify and the world through Tobi’s eyes. Among many things, we discuss Shopify’s evolution into the world of atoms-based building through Shopify’s fulfillment network, the value of infrastructure writ large, and the impact of market volatility on day-to-day business building. Please enjoy my conversation with Tobi Lütke.   For the full show notes, transcript, and links to mentioned content, check out the episode page here.   -----   This episode is brought to you by Canalyst. Canalyst is the leading destination for public company data and analysis. If you're a professional equity investor and haven't talked to Canalyst recently, you should give them a shout. Learn more and try Canalyst for yourself at canalyst.com/Patrick.    -----   This episode is brought to you by Brex. Brex is the integrated financial platform trusted by the world's most innovative entrepreneurs and fastest-growing companies. With Brex, you can move money fast for instant impact with high-limit corporate cards, payments, venture debt, and spend management software all in one place. Ready to accelerate your business? Learn more at brex.com/best.   -----   Invest Like the Best is a property of Colossus, LLC. For more episodes of Invest Like the Best, visit joincolossus.com/episodes.    Past guests include Kevin Systrom, Mike Krieger, John Collison, Kat Cole, Marc Andreessen, Matthew Ball, Bill Gurley, Anu Hariharan, Ben Thompson, and many more.   Stay up to date on all our podcasts by signing up to Colossus Weekly, our quick dive every Sunday highlighting the top business and investing concepts from our podcasts and the best of what we read that week. Sign up here.   Follow us on Twitter: @patrick_oshag | @JoinColossus   Show Notes [00:02:44] - [First question] - His interest in infrastructure as a whole and why it’s underrated [00:07:18] - Whether or not we’re currently building enough digital infrastructure  [00:09:45] - Base level principles for decision making around building infrastructure  [00:13:17] - How much room is left for innovation and whether or not we’ll just reinvent basic human instincts [00:15:22] - Ways new ideas are fed into a product funnel at Shopify and greenlit [00:19:34] - Solving eCommerce infrastructure and what he attributes to Shopify’s success [00:24:23] - Overview of the Shopify Network and how it’s evolved over time  [00:31:04] - Lessons learned in an atom-driven world in regards to fulfillment and logistics [00:34:37] - Common ways bits thinkers are often wrong when solving atom problems [00:35:50] - Spreadsheets tend to win meetings and how the ROI on a fulfillment network impacts its ecosystem [00:40:26] - Navigating becoming an aggregator that sits on top of their merchants and whether or not there are plans to participate as a distributor [00:45:45] - Fair market value, what it’s been like managing through such a volatile market, and important takeaways [00:50:54] - Thoughts on capital allocation decisions as Shopify continues to grow [00:53:25] - Advice for company leaders effectively communicating with their teams about stock-based compensation  [00:59:04] - How much COVID altered their trajectory and what he’s most interested in as he looks out to the future [01:03:45] - What he’s learned about blockchains and the crypto space given recent events [01:08:45] - A new idea he’s encountered recently that he’s fallen in love with 
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Tyler Cowen & Daniel Gross - Identifying Talent
2022/05/17
My guests today are Tyler Cowen and Daniel Gross. Tyler is an economics professor and creator of one of the most popular economics blogs on the internet. Daniel is the founder of start-up accelerator Pioneer, having previously been a director at Apple and a partner at Y Combinator. Both Daniel and Tyler are prolific talent spotters and that is the focus of our discussion and their new book, which is called Talent. Please enjoy this conversation with Tyler Cowen and Daniel Gross.   For the full show notes, transcript, and links to mentioned content, check out the episode page here.   -----   This episode is brought to you by Canalyst. Canalyst is the leading destination for public company data and analysis. If you're a professional equity investor and haven't talked to Canalyst recently, you should give them a shout. Learn more and try Canalyst for yourself at canalyst.com/Patrick.    -----   This episode is brought to you by Brex. Brex is the integrated financial platform trusted by the world's most innovative entrepreneurs and fastest-growing companies. With Brex, you can move money fast for instant impact with high-limit corporate cards, payments, venture debt, and spend management software all in one place. Ready to accelerate your business? Learn more at brex.com/best.   -----   Invest Like the Best is a property of Colossus, LLC. For more episodes of Invest Like the Best, visit joincolossus.com/episodes.    Past guests include Tobi Lutke, Kevin Systrom, Mike Krieger, John Collison, Kat Cole, Marc Andreessen, Matthew Ball, Bill Gurley, Anu Hariharan, Ben Thompson, and many more.   Stay up to date on all our podcasts by signing up to Colossus Weekly, our quick dive every Sunday highlighting the top business and investing concepts from our podcasts and the best of what we read that week. Sign up here.   Follow us on Twitter: @patrick_oshag | @JoinColossus   Show Notes [00:02:38] - [First question] - Defining what talent is to them writ large [00:03:34] - The differences between means and ends in regards to talent [00:04:14] - What the Diet Coke idea is and why it’s relevant [00:06:32] - Types of energy that are valuable and the subtle differences between them  [00:07:40] - Thoughts on using a moneyball-like approach to acquiring and evaluating talent  [00:11:49] - The talent market and thinking about pricing talent specifically [00:13:14] - What is seemingly overpriced in today’s talent landscape [00:15:50] - Relationship between experience and/or age when it comes to talent [00:20:34] - Lessons about the utility of intelligence and where they’ve lead them wrong [00:23:35] - What’s beneath being an outsider and why it’s important [00:24:46] - Why what people do in their downtime is worth considering   [00:28:27] - Whether or not references should be held in higher regard than interviews [00:31:41] - Things to try and get out of a reference call as an objective [00:32:40] - Disabilities and what lead them write that chapter specifically [00:35:01] - Whether or not talented people are happier   [00:38:40] - Lack of contentment and it’s dynamic influence over individuals [00:41:01] - Where they think the other is most talented [00:43:33] - Thinking about the physical side of mental performance [00:45:49] - What was frustrating about writing the book [00:48:25] - How they evaluate talent most differently now after having finished the book [00:50:41] - What makes for a good bat signal and how to cast one well  [00:53:27] - Personality inventories and what they would and wouldn’t recommend   [00:54:15] - Geographical frictions and their role in high success rates [00:56:08] - Antonio Gracias; Existing supply constraints on talent development [01:00:01] - How they would redesign the current attractors of talent that we rely on today [01:01:18] - Assembly line development and how we can improve and scale talent filters [01:02:29] - T
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Jeff Jordan - Building & Investing in Marketplaces
2022/05/10
My guest today is Jeff Jordan, General Partner at Andreessen Horowitz. Jeff has one of the most interesting set of experiences of guests that I’ve had on the show. As an operator, he has been the General Manager of eBay.com, President of PayPal, and CEO of OpenTable. As an investor, he was one of the first General Partners at a16z and sits on the board of Airbnb, Instacart, Pinterest, and other notable firms. Given his vast experience, he is the firm’s go-to-expert on all things marketplaces, which is the common thread in our conversation. Please enjoy this great discussion with Jeff Jordan.   For the full show notes, transcript, and links to mentioned content, check out the episode page here.   -----   This episode is brought to you by Canalyst. Canalyst is the leading destination for public company data and analysis. If you're a professional equity investor and haven't talked to Canalyst recently, you should give them a shout. Learn more and try Canalyst for yourself at canalyst.com/Patrick.    -----   This episode is brought to you by Lemon.io. The team at Lemon.io has built a network of Eastern European developers ready to pair with fast-growing startups. We have faced challenges hiring engineering talent for various projects - and Lemon.io offered developers for one-off projects, developers for full start to finish product development, or developers that could be add-ons to the existing team. Check out lemon.io/patrick to learn more.   -----   Invest Like the Best is a property of Colossus, LLC. For more episodes of Invest Like the Best, visit joincolossus.com/episodes.    Past guests include Tobi Lutke, Kevin Systrom, Mike Krieger, John Collison, Kat Cole, Marc Andreessen, Matthew Ball, Bill Gurley, Anu Hariharan, Ben Thompson, and many more.   Stay up to date on all our podcasts by signing up to Colossus Weekly, our quick dive every Sunday highlighting the top business and investing concepts from our podcasts and the best of what we read that week. Sign up here.   Follow us on Twitter: @patrick_oshag | @JoinColossus   Show Notes [00:02:48] - The notion of perfect competition in marketplaces [00:04:31] - How to build a marketplace while thinking about perfect competition [00:05:32] - Promoting price discovery at eBay [00:06:52] - Features of a marketplace he focuses on  [00:08:38] - Best way to do lead generation  [00:10:20] - Red flags for marketplace businesses  [00:11:00] - Major business lessons learned while at Disney  [00:12:10] - Learning to be an operator while at eBay; Leaving It All on the Field [00:14:45] - How he got hired at OpenTable [00:16:22] - Taking OpenTable public and being its first public company CEO [00:17:44] - What they did well in financing OpenTable [00:18:54] - Communications between company leaders and its investors  [00:19:45] - Going from operator to investor [00:22:08] - Lessons from the early years of becoming an investor and pricing companies [00:24:12] - Power of network effects on a startup [00:26:56] - Healthy tensions inside of a network [00:29:23] - When the supply side is the more difficult part of the equation [00:30:27] - Characteristics of founders when it comes to marketplaces [00:33:30] - The importance of being a perpetual learner as a founder [00:35:36] - When he starts focusing on unit economics and margin profile in a new marketplace [00:37:45] - Increasing convenience for a buyer as a business strategy  [00:42:14] - Categories that could use better marketplace solutions [00:44:36] - Layers of growth inside a business [00:50:26] - Lessons with the unique business model of Pinterest [00:52:03] - Unique aspects of the Andreessen Horowitz business model [00:55:54] - Finding and recruiting talented general partner investors  [00:57:37] - The morning basketball game and community strengthening [01:01:36] - Defining great mentor relationships [01:04:54] - Kindest thing anyone has done for
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Eric Glyman - Reimagining Corporate Finance
2022/05/03
My guest today is Eric Glyman, co-founder and CEO of Ramp. Ramp is best known for its corporate cards but it has a range of software products to help finance teams save money and time. Since its founding in 2019, the business has grown rapidly and was last valued at $8 billion. Eric and I discuss Ramp’s initial marketing wedge, how the business has dealt with such fast growth, and why they hold stablecoins on their balance sheet. Please enjoy my conversation with Eric Glyman.   For the full show notes, transcript, and links to mentioned content, check out the episode page here.   -----   This episode is brought to you by Canalyst. Canalyst is the leading destination for public company data and analysis. If you're a professional equity investor and haven't talked to Canalyst recently, you should give them a shout. Learn more and try Canalyst for yourself at canalyst.com/Patrick.    -----   This episode is brought to you by Lemon.io. The team at Lemon.io has built a network of Eastern European developers ready to pair with fast-growing startups. We have faced challenges hiring engineering talent for various projects - and Lemon.io offered developers for one-off projects, developers for full start to finish product development, or developers that could be add-ons to the existing team. Check out lemon.io/patrick to learn more.   -----   Invest Like the Best is a property of Colossus, LLC. For more episodes of Invest Like the Best, visit joincolossus.com/episodes.    Past guests include Tobi Lutke, Kevin Systrom, Mike Krieger, John Collison, Kat Cole, Marc Andreessen, Matthew Ball, Bill Gurley, Anu Hariharan, Ben Thompson, and many more.   Stay up to date on all our podcasts by signing up to Colossus Weekly, our quick dive every Sunday highlighting the top business and investing concepts from our podcasts and the best of what we read that week. Sign up here.   Follow us on Twitter: @patrick_oshag | @JoinColossus   Show Notes [00:02:41] - [First question] - What was most notably awry about the industry before Ramp [00:04:45] - Breakdown of Visa; The business model of the Black Card compared to the business card offering of Ramp [00:08:40] - Causes and what he attributes their early success to [00:11:30] - Description of Ramp’s software in the beginning and the evolution of co-building it [00:16:34] - How he’s gone about building the company and team fast enough to handle their explosive growth curve [00:19:47] - Approaching all aspects of recruiting and acquiring such great talent [00:21:39] - Thoughts on the biggest mistake he’s made while building Ramp [00:24:05] - Lessons learned about marketing that this journey has taught him [00:26:13] - Learning to manage a senior team and advice for managing rapid growth [00:28:58] - Unique aspects of Ramp’s approach to the financing side  [00:32:56] - Why they are storing some of their balance sheet in stablecoins  [00:34:47] - What the idealized end state of Ramp looks like [00:37:26] - How the data and information he sees indicates trends in the economy writ large [00:39:33] - Providing secondary liquidity to employees in a world where companies stay private for longer periods of time [00:43:03] - Aspects of company building that are still unnecessarily hard [00:44:55] - What has him most excited about Ramp in the next 12-18 months [00:46:42] - The kindest thing anyone has ever done for him
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Dmitry Balyasny - Building a Better Model
2022/04/26
My guest today is Dmitry Balyasny. Dmitry is the Managing Partner and CIO of Balyasny Asset Management, otherwise known as BAM. BAM runs a multi-strategy, multi-PM model that aims to produce consistent absolute returns. Since its founding in 2001, it has produced only one negative year and become one of the largest firms of its kind. Please enjoy my conversation with Dmitry Balyasny.    For the full show notes, transcript, and links to mentioned content, check out the episode page here.   -----   This episode is brought to you by Canalyst. Canalyst is the leading destination for public company data and analysis. If you're a professional equity investor and haven't talked to Canalyst recently, you should give them a shout. Learn more and try Canalyst for yourself at canalyst.com/Patrick.    -----   This episode is brought to you by Vanta. Vanta has built software that makes it easier to get and maintain your SOC 2, HIPAA or ISO 27001 reports at a fraction of the typical cost. Listeners can redeem a $1k off coupon at vanta.com/patrick.    -----   Invest Like the Best is a property of Colossus, LLC. For more episodes of Invest Like the Best, visit joincolossus.com/episodes.    Past guests include Tobi Lutke, Kevin Systrom, Mike Krieger, John Collison, Kat Cole, Marc Andreessen, Matthew Ball, Bill Gurley, Anu Hariharan, Ben Thompson, and many more.   Stay up to date on all our podcasts by signing up to Colossus Weekly, our quick dive every Sunday highlighting the top business and investing concepts from our podcasts and the best of what we read that week. Sign up here.   Follow us on Twitter: @patrick_oshag | @JoinColossus   Show Notes [00:02:53] - [First question] - The origin story of his firm and the key stages of evolution [00:06:43] - Describing the difference between good and great in platform hedge funds  [00:10:25] - How a multi-strategy, multi-investor group works and managing capital allocation [00:13:58] - What he’s trying to solve at the end of the day as their CIO [00:16:21] - How close they are to their idealized end-state  [00:18:26] - Typical amounts of leverage associated with these types of models [00:20:22] - Lessons learned about incentivizing talented investors [00:22:39] - Ways he tends to attract risk takers and their levels of variance [00:28:15] - Other characteristics that are common amongst great PMs [00:30:42] - The nature and source of edge and how it’s changed most over time [00:33:19] - Some of the hardest portfolio and business decisions he’s had to make  [00:37:59] - One of his most important business decisions on the firm side [00:40:09] - How they’ve thought about shorting as a firm in general and more recently [00:43:52] - How interest rates affect this style of investing [00:45:29] - His view on the opportunity set in private markets and what does and doesn’t excite him about it [00:49:42] - How reading Ayn Rand most shaped his thinking [00:50:36] - Things Ayn most got right and most got wrong in his mind [00:51:24] - What the war in Ukraine has felt like for him as a Ukrainian-American [00:52:08] - Ways the future still has him excited as he continues to build his firm [00:53:53] - Where his trading instincts draw him today and areas of interest [00:55:11] - His most memorable trade of all time [00:56:37] - In which order the major asset classes will be affected by digital innovation [00:58:13] - The kindest thing anyone has ever done for him
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Henry Ward - Transforming Private Markets
2022/04/21
My guest today is Henry Ward, co-founder and CEO of Carta. Started in 2012, Carta helps companies and investors manage their cap tables, equity plans, and ownership. Last year, they launched CartaX, a platform for private companies and their employees to access secondary market liquidity. Our discussion is a detailed exploration of private market infrastructure and Henry’s views on building an enduring business. Please enjoy my conversation with Henry Ward.   For the full show notes, transcript, and links to mentioned content, check out the episode page here.   -----   This episode is brought to you by Canalyst. Canalyst is the leading destination for public company data and analysis. If you're a professional equity investor and haven't talked to Canalyst recently, you should give them a shout. Learn more and try Canalyst for yourself at canalyst.com/Patrick.    -----   This episode is brought to you by Vanta. Vanta has built software that makes it easier to get and maintain your SOC 2, HIPAA or ISO 27001 reports at a fraction of the typical cost. Listeners can redeem a $1k off coupon at vanta.com/patrick.    -----   Invest Like the Best is a property of Colossus, LLC. For more episodes of Invest Like the Best, visit joincolossus.com/episodes.    Past guests include Tobi Lutke, Kevin Systrom, Mike Krieger, John Collison, Kat Cole, Marc Andreessen, Matthew Ball, Bill Gurley, Anu Hariharan, Ben Thompson, and many more.   Stay up to date on all our podcasts by signing up to Colossus Weekly, our quick dive every Sunday highlighting the top business and investing concepts from our podcasts and the best of what we read that week. Sign up here.   Follow us on Twitter: @patrick_oshag | @JoinColossus   Show Notes [00:02:57] - [First question] - The first key mental moment of how Carta came to him [00:05:30] - Initial thoughts on how to position Carta as a business model [00:06:47] - Historical divergence between private and public market infrastructure [00:08:33] - What a price discovery process for primary shares could look like in the future [00:11:09] - The end state Carta is trying to effect in their perfect state [00:13:29] - Why it’s so hard for private company staff to manage their illiquid wealth [00:15:45] - Lessons and challenges in the new market creation business [00:17:57] - The nature and dynamics of supply and demand in this space [00:20:16] - Restrictions that prevent retail investors from participating in private markets and why there’s more alpha in private markets [00:22:45] - How Carta is mapped onto the success of its customers [00:25:27] - Deciding on what is a good idea and what isn’t when it comes to focus [00:28:07] - Describing the One of N versus N of One market frameworks and principles of this philosophy that manifests in how he runs Carta [00:32:11] - How working at Carta would differ from a payroll-type company [00:35:37] - Characterizing his leadership and management styles [00:37:57] - The types of circumstances that bring out his tough side [00:39:33] - Making hard decisions in a bottom up management model  [00:44:05] - How he spends his time while building Carta [00:45:02] - What a great product looks like to him [00:47:10] - The Systems Bible; Defining what a great team looks like [00:49:13] - What he’s learned about being great at Go-To-Market [00:51:26] - Effective ways to beat competitors and build relationship pipelines [00:53:49] - Things he likes the least about leading a company of this size  [00:55:13] - What he fears most as he thinks about the future of Carta [00:55:45] - Advice for entrepreneurs when thinking about data in modern businesses [00:58:26] - The biggest missing pieces in capital market structure writ large [01:00:17] - What’s next for CartaX and what he’ll be pushing to make it work  [01:02:10] - Lessons learned from serving venture investors  [01:04:25] - Whether or not investment
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Alexandr Wang - A Primer on AI
2022/04/12
My guest today is Alexandr Wang, the CEO and founder of Scale AI. Alexandr founded Scale in 2016, having been inspired to accelerate the development of AI through his work at Quora and his studies at MIT. Specifically, Alexandr realized there was a lack of infrastructure solutions for producing high quality data, the lifeblood for AI models. Today, Scale provides data solutions to leading AI teams at Meta, Microsoft, OpenAI, Flexport, the US Air Force, and many others. This time last year, the business was valued at over $7 billion.    Our conversation is a primer on AI. We discuss the building blocks beneath successful artificial intelligence, AI’s role in both the public and private sector, and why data is the new code. We also cover the similarities and differences between AI and software from an investing perspective and what inspiration Scale takes from AWS. Please enjoy my great discussion with Alexandr Wang. For the full show notes, transcript, and links to mentioned content, check out the episode page here.   -----   This episode is brought to you by Canalyst. Canalyst is the leading destination for public company data and analysis. If you're a professional equity investor and haven't talked to Canalyst recently, you should give them a shout. Learn more and try Canalyst for yourself at canalyst.com/Patrick.    -----   This episode is brought to you by Lemon.io. The team at Lemon.io has built a network of Eastern European developers ready to pair with fast-growing startups. We have faced challenges hiring engineering talent for various projects and Lemon.io offered developers for one-off projects, developers for full start to finish product development, or developers that could be add-ons to the existing team. Check out lemon.io/patrick to learn more.   -----   Invest Like the Best is a property of Colossus, LLC. For more episodes of Invest Like the Best, visit joincolossus.com/episodes.    Past guests include Tobi Lutke, Kevin Systrom, Mike Krieger, John Collison, Kat Cole, Marc Andreessen, Matthew Ball, Bill Gurley, Anu Hariharan, Ben Thompson, and many more.   Stay up to date on all our podcasts by signing up to Colossus Weekly, our quick dive every Sunday highlighting the top business and investing concepts from our podcasts and the best of what we read that week. Sign up here.   Follow us on Twitter: @patrick_oshag | @JoinColossus   Show Notes [00:03:04] - [First question] - The role that AI and data play in geopolitics and foreign policy [00:07:21] - The end state of a digital arms race akin to nuclear weapons [00:08:53] - Current state of things writ large and how the public and private sectors differ [00:11:33] - The flow and importance of talent when scaling AI and whether it’s more important than software  [00:14:29] - His thoughts on how to communicate categories of what AI can do well and what is still a ways out [00:20:18] - The process of creating an AI model and the stages of development [00:23:19] - A growing trend of data becoming more valuable than code itself [00:27:16] - Principles of building a great engine for gathering data [00:29:04] - The state of technology around annotating data writ large [00:31:31] - What Scale does as a business and their product lineup [00:35:08] - The Storage and Compute equivalents in the AI space [00:37:08] - How Scale fills the gap in producing better and cleaner data [00:39:52] - What Scale will look like in 10 years if their vision is fully realized [00:41:11] - Where AI is in the S curve of acceleration and where AI and software intersect [00:44:32] - Questions to ask about how to incorporate AI and data sets in your business [00:46:23] - What worries him about the proliferation of technology that makes AI more accessible to the masses [00:48:27] - The most interesting AI model he’s ever come across and collapsing the friction between human intent and programmable outcomes [00:51:51] -
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Podcast Reviews

Read Invest Like the Best with Patrick O'Shaughnessy podcast reviews

4.8 out of 5
2014 reviews
Johnswas 2022/04/28
Genius
Enough said
RJS-21 2022/02/23
Rich
Great podcast
maddie@podcastingyou 2022/01/20
Great podcast!
Patrick is extremely knowledgeable and provides you with everything you need to know about investing and building wealth! Highly recommend for anyone ...
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Mariann!! 2021/12/18
Love it!
It’s definitely worth your time if you are trying to stay informed.
Herd Contrarian 2021/10/20
A lot of what I’ve learned I learned here
Patrick - you said in episode 46 that a lot of what you’ve learned [in general, in life] you’ve learned here doing this podcast. The same goes for me,...
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Shahrak 2021/11/18
Flirting with Becoming Crypto Scam Shill
I have enjoyed and valued Invest Like the Best for several years. Patrick has great guests and typically produces episodes with interesting conversat...
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JoshCrist 2021/08/18
Empowering, insightful and actionable! ?
Truly one of the best podcasts you can listen to. Patrick and the entire Colossus team do an incredible job leading conversations that push you past y...
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Sulyvan Robinson 2021/10/16
Very interesting guests, when not peddling cryptos
Great podcasts most of the time, with outstanding investment personalities and veterans. Disappointed at the recent disproportional amount of crypto-f...
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malfoxley 2021/05/20
Great Show!
Patrick, host of the Invest Like The Best podcast, highlights all aspects of investing and more in this can’t miss podcast! The host and expert guest...
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Carl from chicago 2021/04/17
Great podcast for learning about SAAS
I listen to a wide variety of podcasts and this is one of the highest quality ones. I compare it to “how I built this” but with modern and up and com...
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