Invest Like the Best with Patrick O'Shaughnessy cover image

Invest Like the Best with Patrick O'Shaughnessy

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Jun 28, 2022 • 1h 14min

Kenneth Stanley - Greatness Without Goals - [Invest Like the Best, EP.283]

My guest today is Ken Stanley. Ken is a Professor in Computer Science and a pioneer in the field of neuroevolution. He is also the co-author of a book called, Why Greatness Cannot Be Planned, which details a provocative idea that setting big, audacious goals can reduce the odds of achieving something great. We discuss that revelation in detail and how to apply it in our day-to-day lives. Please enjoy this great discussion with Ken Stanley.   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 [00:02:36] - [First question] - The best way to change the world is to stop trying to change it [00:06:26] - The kinds of goals his work addresses and the ones it doesn’t [00:08:46] - Almost no prerequisite to any major invention was invented with that major invention in mind [00:14:04] - Picbreeder [00:17:21] - How looking for specific results often makes arriving at them a longer process [00:24:00] - The importance of the individual in a web of invention and disruption [00:28:30] - How generations progressed in Picbreeder when consensus mechanisms were inserted into the process  [00:31:24] - Examples of stepping stones that were invented that became something even greater [00:36:02] - What his research means for how we should conduct ourselves writ large [00:44:17] - Thoughts on necessity being the mother of all invention [00:50:08] - The ways that society is arranged is psychologically toxic [00:55:14] - The role that constraints play in creative output and outcomes in general; Brett Victor - Inventing on Principle [01:01:10] - What the constraints are that he sets for himself in AI development [01:04:44] - To know what’s new you need to know what’s not new [01:06:47] - The kindest thing anyone has ever done for him [01:08:28] - How he would allocate resources to create more innovation in the world
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Jun 21, 2022 • 1h 8min

Lydia Jett - Investing in E-commerce - [Invest Like the Best, EP.282]

My guest today is Lydia Jett, Managing Partner of SoftBank Investment Advisers. 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[00:10:44] - 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[00:19:03] - Upside down approaches to e-commerce that aren’t common in America yet[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[00:37:17] - The most extreme version of efficiency gain she’s seen deployed[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 buy and defining what great looks like[00:53:16] - The danger of premature optimization around a set of KPIs [00:55:46] - How important the specific founder is for their given e-commerce company[00:58:18] - Why e-commerce companies tend to start from a worse place than offline ones[00:59:45] - Ways that she’s changed from working alongside Masayoshi Son for a year[01:03:31] - Who comes most to mind as a great investor    [01:05:23] - The kindest thing that anyone has ever done for her
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Jun 14, 2022 • 1h 9min

Josh Wolfe & Chris Power - Factories of the Future - [Invest Like the Best, EP.281]

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[00:48:08] - Breadth of ability versus focus and selling parts to buyers early on[00:50:42] - Lessons learned and advice for understanding the focus problem [00:56:39] - 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’ thoughts on the future of Hadrian and defining the exciting and scary edges of the spectrum of outcomes[01:03:36] - Josh’s thoughts on the future of Hadrian and defining the exciting and scary edges of the spectrum of outcomes[01:07:22] - The kindest thing anyone has ever done for Chris
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Jun 7, 2022 • 54min

Martin Casado - The Past, Present, and Future of Digital Infrastructure - [Invest Like the Best, EP.280]

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[00:17:33] - 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 [00:27:12] - 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 [00:36:35] - 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 world and hardware world[00:43:33] - How to screen out people for their potential to deliver transformative technology[00:47:45] - Things he’s most intrigued about by cryptocurrencies as an infrastructure person[00:52:49] - The kindest thing anyone has ever done for him
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May 31, 2022 • 1h 55min

Aswath Damodaran - Making Sense of the Market - [Invest Like the Best, EP. 279]

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[00:27:46] - 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[00:42:25] - 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[01:12:00] - 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] - Assigning a disruption risk premium when valuing companies[01:32:52] - What he makes of Elon Musk buying Twitter[01:34:24] - Other major topics he has a divergent view on [01:38:37] - Narrative And Numbers; The kindest thing anyone has ever done for him[01:38:55] - Teaching with a goal of changing mindsets 
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May 26, 2022 • 1h 10min

Anduril: Building the Future of Defense - [Business Breakdowns, EP. 59]

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 [00:24:44] - 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 [00:51:56] - Most difficult decisions he’s had to make through Anduril’s history [00:53:51] - How he overcame Anduril’s lowest points and biggest challenges [00:58:38] - Thoughts on effectively compounding hardware innovation [01:02:23] - A moment he’s most proud of and regrets most in Anduril’s history[01:04:20] - Lessons learned from observing Palantir and SpaceX [01:08:37] - The kindest thing anyone has ever done for him
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May 24, 2022 • 1h 25min

Tobi Lütke - Embrace the Unexpected - [Invest Like the Best, EP. 278]

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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May 17, 2022 • 1h 19min

Tyler Cowen & Daniel Gross - Identifying Talent - [Invest Like the Best, EP. 277]

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  [00:31:41] - 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] - The biggest open questions for talent today writ large[01:05:16] - The kindest thing anyone has ever done for Tyler
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May 10, 2022 • 1h 20min

Jeff Jordan - Building & Investing in Marketplaces - [Invest Like the Best, EP. 276]

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[00:33:30] - 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 him[01:06:05] - Lessons from his parents
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May 3, 2022 • 1h 1min

Eric Glyman - Reimagining Corporate Finance - [Invest Like the Best, EP. 275]

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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