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    Business

    Invest Like the Best with Patrick O’Shaughnessy

    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.colossus.com

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    Latest Episodes:
    Leore Avidar - Creating and Selling Superpowers - [Founder’s Field Guide, EP.3] Oct 15, 2020
    Show notes

    My guest today is Leore Avidar. Leore is the co-founder and CEO of Lob, a company which makes it easy to send direct mail programmatically. He’s also the founder of a new company focusing on sports card collectibles, Alt, which is how we originally connected. Our conversation ranges from building Lob, buying a Lebron James rookie card, starting a 2nd business while operating his first and how Leore tries to create and sell superpowers. Like my conversation with Rahul Vohra from Superhuman, I think this conversation will inspire entrepreneurs out there to start building aggressively. Please enjoy.

    This episode is brought to you by Microsoft for Startups. Microsoft for Startups is a global program dedicated to helping “enterprise-ready” B2B startups successfully scale their companies. If you’re a founder running a B2B company targeting the enterprise, you should definitely check them out.

    This episode is also sponsored by Vanta. Vanta has built software that makes it easier to both get and maintain your SOC 2 report, at a fraction of the normal cost. Founders Field Guide listeners can redeem a $1k off coupon at vanta.com/patrick.

    For more episodes go to InvestorFieldGuide.com/podcast.

    Sign up for the book club and new email newsletter called “Inside the Episode” at InvestorFieldGuide.com/bookclub.

    Follow Patrick on Twitter at @patrick_oshag

    Show Notes

    (2:55) – (First question) – Origin of Lob

    (6:14) – Creating and selling superpowers to other people and its value proposition

    (7:23) – Defining an API in his words

    (8:44) – Early breaks for Lob

    (10:45) – Early lessons in responsible growth

    (12:19) – Physical infrastructure behind Lob

    (14:14) – Surprises in mail delivery

    (15:00) – Progression through their pricing models

    (18:10) – Leaders in the world of making the world programmable

    (19:07) – Their interest in the physical world

    (19:45) – Hardest part of scaling a physical business

    (21:09) – Building a culture that keeps people around

    (23:13) – Why he is fascinated by negotiations and what he’s learned from it

    (25:20) – Scarcity, time, and leverage impact’s on negotiations

    (26:35) – His interest in collectibles and the formation of Alt

    (30:18) – Size of the alternative market he focuses on

    (30:54) – The focus on cards

    (32:18) – An overview of collectible cards industry

    (33:19) – What is the API of card collection and trading

    (35:51) – Competitors in the space

    (37:19) – Buying a Lebron James card

    (38:21) – Building a fund around the collectibles and the strategy

    (39:45) – What it means to be a technology company

    (40:23) – Collectibles beyond sports

    (41:30) – Defining a good investor

    (43:32) – Thinking in Bets: Making Smarter Decisions When You Don't Have All the Facts

    (43:43) – Qualities he looks for in investors

    (45:03) – What does the collectible universe look like over the next 5-7 years

    (45:43) – Cultural value of assets

    (48:50) – Managing his time while launching two businesses

    (49:51) – What he’s most excited about over the next 6 months

    (51:45) – Consolidation of API businesses

    (52:19) – Kindest thing anyone has done for him

    Learn More

    For more episodes go to InvestorFieldGuide.com/podcast.

    Sign up for the book club and new email newsletter called “Inside the Episode” at InvestorFieldGuide.com/bookclub.

    Follow Patrick on Twitter at @patrick_oshag


    Jacqueline Novogratz – Investing in Dignity and Character  - [Invest Like the Best, EP.195] Oct 13, 2020
    Show notes

    My guest today is Jacqueline Novogratz. Jacqueline is the founder and CEO of Acumen, a non-profit global venture fund that uses entrepreneurial approaches to solve the problems of poverty. Our conversation touches on how Jacqueline left Wall Street and ended up starting a micro finance bank in Rwanda, how she thinks about investing in character, how creating dignity plays such a major role in her investments, and how governments and businesses can work together to solve the world's toughest problems. It is a bit of a departure from my normal investing conversations but contains powerful lessons for many investors and builders. I really enjoyed our conversation and hope you will to.

    This episode of Invest Like The Best is sponsored 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.

    For more episodes go to InvestorFieldGuide.com/podcast.

    Sign up for the book club and new email newsletter called “Inside the Episode” at InvestorFieldGuide.com/bookclub.

    Follow Patrick on Twitter at @patrick_oshag

    Show Notes

    (2:29) – (First question) – Where the concept of the blue sweater came from for her book.

    (2:44) - The Blue Sweater: Bridging the Gap Between Rich and Poor in an Interconnected World

    (4:29) – Every child has a humiliated experience and the impact on their life

    (6:55) – The origin of Acumen

    (10:42) – Why character is such an important investing filter for her

    (11:59) – How the markets have changed through the lens of Acumen

    (16:59) – The challenges of getting started

    (17:04) – Manifesto for a Moral Revolution: Practices to Build a Better World

    (19:46) – Embracing the idea of being uncomfortable and an example for her

    (21:50) – The space between government action and market action

    (26:11) – The concept of conformity traps

    (29:29) – The lens of moral imagination

    (30:32) – The importance of brining dignity to others

    (35:09) – Entrepreneurial skills she sees outside of the US that we lack here

    (39:38) – Biggest problems across the globe she is interested in tackling

    (42:48) – Impediments to investing in global problems

    (49:11) – Kindest thing anyone has done for her

    Learn More

    For more episodes go to InvestorFieldGuide.com/podcast.

    Sign up for the book club and new email newsletter called “Inside the Episode” at InvestorFieldGuide.com/bookclub.

    Follow Patrick on Twitter at @patrick_oshag


    Justin Singer - How Regulation Unlocks Opportunity - [Founder’s Field Guide, EP.2] Oct 08, 2020
    Show notes

    My guest today is Justin Singer, the founder and CEO of Caliper Foods and Stillwater Brands, two leading companies in the cannabis industry. We start our conversation with a fascinating discussion on how regulation creates or destroys business and investing opportunities, and then go on to discuss the ins and outs of the cannabis industry in detail. You’ll be able to tell quickly how high-quality Justin is as a thinker and operator, and you’ll learn a ton about this nascent business. Please enjoy our conversation.

    This episode is brought to you by Microsoft for Startups. Microsoft for Startups is a global program dedicated to helping “enterprise-ready” B2B startups successfully scale their companies. If you’re a founder running a B2B company targeting the enterprise, you should definitely check them out.

    This episode is also sponsored by Vanta. Vanta has built software that makes it easier to both get and maintain your SOC 2 report, at a fraction of the normal cost. Founders Field Guide listeners can redeem a $1k off coupon at vanta.com/patrick.

    For more episodes go to InvestorFieldGuide.com/podcast.

    Sign up for the book club and new email newsletter called “Inside the Episode” at InvestorFieldGuide.com/bookclub.

    Follow Patrick on Twitter at @patrick_oshag

    Show Notes

    (2:51) – (First question) – How changes in regulation create market opportunities

    (5:38) – Why VC’s need to pay attention to regulatory changes

    (6:50) – Story of Section 230 of the communication decency act

    (8:54) – Relationships between rules, laws, and free markets

    (11:56) – How regulatory changes impacted recent business ventures

    (13:30) – His initial interest in the cannabis space

    (17:28) – How the industry participants have changed over time

    (21:04) – An overview of the cannabis industry and different pieces of the chain

    (25:51) – What has led to delays in the legalization of the marijuana industry

    (28:52) – How the dosage of the product impacts the business

    (31:34) – CBD vs THC industry differences

    (32:53) – How much of this industry is left to be unlocked and potential timing

    (35:55) – Business and investing opportunities in the space

    (38:16) – Competitive frontier in cannabis

    (40:37) – The timeline and pending changes coming

    (43:03) – Margins and business factors of his business

    (45:51) – First big break for the business

    (49:47) – What he learned working under Tim Wu

    (50:34) – Why we are in the golden error for fraud

    (52:11) – Avoiding fraud

    (55:12) – What he wants to learn more about in the cannabis space

    (56:50) – Kindest thing anyone has done for him

    Learn More

    For more episodes go to InvestorFieldGuide.com/podcast.

    Sign up for the book club and new email newsletter called “Inside the Episode” at InvestorFieldGuide.com/bookclub.

    Follow Patrick on Twitter at @patrick_oshag


    Jesse Livermore - Upside Down Markets - Understanding Fiscal and Monetary Policy - [Invest Like the Best, EP.194] Oct 06, 2020
    Show notes

    My guest today is Jesse Livermore. I’ve worked with Jesse as part of our research partners program at O’Shaughnessy Asset Management for years now. Whenever there is a huge, important, and complex issue to be studied, I believe he’s among the best minds in the world to tackle it. He did that recently on the topic of what he calls “upside down markets,” which is the topic of this conversation. We seek to answer the simple question: against a horrible economic backdrop, how can the stock market be near all-time highs? Jesse explains in detail the impact that fiscal policy has had on the market and may have in the future. Please enjoy this master class in upside down markets.

    This episode of Invest Like The Best is sponsored 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.

    For more episodes go to InvestorFieldGuide.com/podcast.

    Sign up for the book club and new email newsletter called “Inside the Episode” at InvestorFieldGuide.com/bookclub.

    Follow Patrick on Twitter at @patrick_oshag

    Show Notes

    (2:29) – (First question) – What is Upside Down Markets

    (5:44) – Overview on monetary easing and the fed’s role in the markets

    (9:42) – Why fiscal policy is such an important lever and the impact it has on the economy

    (15:07) – The impact of stimulus on public companies’ fundamentals

    (19:25) – The mix of assets in the market due to stimulus

    (22:13) – What made 1929 so different to how we are reacting today

    (26:14) – Negative concerns: too much money in the system and the risk of inflation

    (32:43) – Will the pendulum swing back to labor and higher wages

    (37:23) – How these changes could impact specific companies or sectors differently

    (41:34) – How he is applying all of this to his personal investment philosophy

    (44:25) – Biggest risks still out there

    (49:51) – Most interesting gap in his knowledge putting together this piece

    Learn More

    For more episodes go to InvestorFieldGuide.com/podcast.

    Sign up for the book club and new email newsletter called “Inside the Episode” at InvestorFieldGuide.com/bookclub.

    Follow Patrick on Twitter at @patrick_oshag


    Rahul Vohra - Using Emotion to Design Great Products - [Founder’s Field Guide, EP.1] Oct 01, 2020
    Show notes

    Today’s episode represents a new chapter for Invest Like the Best, so requires a longer introduction than normal. Starting today, I’ll be bringing you two episodes per week on the same feed. On Tuesday’s, I’ll focus on investors, and on Thursday’s, I’ll host builders—founders, CEOs, and operators from all different fields. We call this new Thursday series Founder’s Field Guide. There’s nothing more interesting to me than how great businesses get build, and how investors can identify those businesses at the right time. We’ve already recorded with founders build companies in food, technology, infrastructure, shipping, collectibles, and many more categories. The goal each weak will be to have a builder share what they’ve done, how they’ve done it, and what they’ve learned along the way. We view this as a critical next step in furthering our mission: to capture and openly share the world’s best knowledge on business and investing.

    Onto the kickoff episode with Rahul Vohra. Rahul is the Founder & CEO of Superhuman, an extremely popular product for managing email. Rahul describes himself as a Computer Scientist, Gamer, Entrepreneur, and Designer. You’ll see quickly why it’s the intersection of these areas that sets Superhuman apart. We discuss why emotion matters when building products, and how other entrepreneurs can learn from his experience. Please enjoy the very first episode of Founder’s Field Guide, and stay tuned in future weeks as we host leaders from Nike, Cisco, Twitch, and so many more…listen in as we explore the world of cannabis, baking (not that kind), manufacturing, hardware, software, and more. Let’s dive in.

    This episode is brought to you by Microsoft for Startups. Microsoft for Startups is a global program dedicated to helping “enterprise-ready” B2B startups successfully scale their companies. If you’re a founder running a B2B company targeting the enterprise, you should definitely check them out.

    This episode is also sponsored by Vanta. Vanta has built software that makes it easier to both get and maintain your SOC 2 report, at a fraction of the normal cost. Founders Field Guide listeners can redeem a $1k off coupon at vanta.com/patrick.

    For more episodes go to InvestorFieldGuide.com/podcast.

    Sign up for the book club and new email newsletter called “Inside the Episode” at InvestorFieldGuide.com/bookclub.

    Follow Patrick on Twitter at @patrick_oshag

    Show Notes

    (3:56) – (First question) – His interest in game design and emotion in software creation

    (5:15) – Key elements of game design

    (6:23) – Toys in digital software creation

    (8:48) – Finding success in boring software solutions

    (11:19) – Getting confidence while building when there are no real customers

    (14:08) – How they landed on their final product

    (15:40) – The Superhuman Product/Market Fit Engine

    (20:46) – Determining software price

    (21:55) – Positioning Your Startup is Vital — Here’s How to Nail It

    (23:09) – Positioning: The Battle for Your Mind

    (24:13) – Monetizing Innovation: How Smart Companies Design the Product Around the Price

    (26:36) – First big break for the business

    (29:04) – How technology companies actually grow

    (32:15) – Branding a software

    (33:57) – How he evaluates a company brand as an investor

    (36:07) – Questions to ask founders when considering an investment

    (37:35) – How the distribution of Superhuman worked so well

    (41:25) – Most common question asked by VC’s about Superhuman

    (43:00) – Why they do manual onboarding of customers

    (43:05) – Daniel Ek Podcast Episode

    (45:10) – Cost structure of a busines looking to reach the billion-dollar valuation

    (47:18) – Designing for flow in software business

    (51:21) – His design philosophy and their joy formula

    (58:03) – His superpower

    (1:00:46) – The power of therapy

    (1:02:50) – Why he invests in other companies

    (1:05:05) – Trends in the technology space that have him excited

    (1:07:28) – The future for Superhuman

    (1:10:26) – Kindest thing anyone has done for him


    Modest Proposal – Better, Cheaper, Faster: Why Companies that Reduce Friction Win - [Invest Like the Best, EP.193] Sep 29, 2020
    Show notes

    Before getting to this week’s guest, an announcement: starting Thursday we will be introducing a new series of interviews. Be sure to check this same podcast feed in two days to learn more.

    My guest this week goes by the pseudonym Modest Proposal. He’s both a close friend, and one of the most respected thinkers on financial twitter. I field more inbound questions about him than just about anyone, and you’ll see why in this episode. We discuss many of the biggest themes in today’s stock market, from consumer to technology to marketplace and local home services. As always, Modest brings specific insight and general frameworks to the discussion. I talk to him as often as I can because I learn something new every time, and this discussion was no exception. Please enjoy my conversation with Modest Proposal.

    This episode of Invest Like The Best is sponsored 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.

    For more episodes go to InvestorFieldGuide.com/podcast.

    Sign up for the book club and new email newsletter called “Inside the Episode” at InvestorFieldGuide.com/bookclub.

    Follow Patrick on Twitter at @patrick_oshag

    Show Notes

    (2:37) – (First question) – How investing is about underwriting the future

    (5:42) – Essential tools to underwrite the future

    (7:59) – Michael Mauboussin base rate book

    (9:02) – Increasing returns to scale as the most important tool

    (11:36) – Example of silly investments

    (14:00) – Ideas of consumer signal and non-linear beahvior

    (16:30) – Why he was blown away by ibuyer.com

    (19:08) – How businesses are targeting facilitating transactions

    (23:11) – Ecommerce and digital penetration in business

    (25:42) – Gavin Baker podcast episode

    (26:00) – Modest proposal last podcast appearance

    (27:56) – His thoughts on the extinction of so many businesses as a result of the pandemic

    (32:26) – Chart tracking Product to service against homogeneous to heterogenous

    (33:41) – The Perfect Store

    (33:49) – eBoys

    (43:51) – Other features of business that fascinate him

    (46:29) – Ideas that pique his interest right now

    (51:20) – Case study: IAC/InterActiveCorp

    (59:36) – Barry Diller’s superpowers

    (1:01:17) – Why he’s spent so much time exploring IAC/InterActiveCorp

    (1:02:56) – Related companies to explore

    Learn More

    For more episodes go to InvestorFieldGuide.com/podcast.

    Sign up for the book club and new email newsletter called “Inside the Episode” at InvestorFieldGuide.com/bookclub.

    Follow Patrick on Twitter at @patrick_oshag


    Lauren Taylor Wolfe – The Modern Activist Toolkit - [Invest Like the Best, EP.192] Sep 22, 2020
    Show notes

    My guest this week is Lauren Taylor Wolfe. Lauren is the co-founder and Managing Partner of Impactive Capital. Prior to founding Impactive she spent 10 years at Blue Harbour Group, a $3 billion activist investment firm. Our conversation is on the modernization of the activist investor playbook—how investors engage with companies to make them better and improve long term outcomes. We discuss the entire activist toolkit, focuses on what has changed the most in recent years.

    I’m also very excited to announce a new initiative. After years of building, operating, and investing in software, we are launching Positive Sum, a new early stage equity investing firm. You can read a bit more at positivesumadvisors.com. Now, please enjoy my conversation with Lauren Taylor Wolfe.

    This episode of Invest Like The Best is sponsored 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.

    For more episodes go to InvestorFieldGuide.com/podcast.

    Sign up for the book club and new email newsletter called “Inside the Episode” at InvestorFieldGuide.com/bookclub.

    Follow Patrick on Twitter at @patrick_oshag

    Show Notes

    (2:31) – (First question) – Her background and how she landed at Impactive Capital

    (6:25) – Impactive’s strategy vs the stereotype of the activist investor

    (10:55) – Potential candidates for what they do

    (13:26) – How they view the small cap tech world as the space is dominated by huge companies

    (15:24) - How capital allocation has evolved over her career

    (15:30) - The Outsiders: Eight Unconventional CEOs and Their Radically Rational Blueprint for Success

    (17:38) – Best capital allocation strategies and mistakes that most companies make

    (18:48) – The levers activists pull: cap structure; capital allocation and operating structure

    (22:00) – Major lessons from earlier in her career

    (23:25) – Major changes in Governance as part of the ESG strategy

    (26:13) – The issue of dual-class in the space

    (27:35) – Features of a pristine healthy board

    (28:40) – Board’s role setting incentives and objectives for management

    (29:55) – How she thinks about the E&S in ESG and how it helps shareholders

    (32:56) – Applying her strategy in a real-world example

    (37:40) – What they look for in a business when it comes to sum of the parts

    (40:29) – Businesses that are misunderstood and what she looks for in that category

    (41:39) – How she manages relationships with the boards

    (45:11) – What she has learned transitioning business models

    (47:08) – The rise of employee activism

    (50:02) – What she’s seeing in terms of diversity and inclusion in board rooms and C-Suites

    (53:32) – Best practices and ways to disrupt hiring

    (57:48) – Something she doesn’t understand well today that she wishes she did

    (58:59) – Kindest thing anyone has done for her

    Learn More

    For more episodes go to InvestorFieldGuide.com/podcast.

    Sign up for the book club and new email newsletter called “Inside the Episode” at InvestorFieldGuide.com/bookclub.

    Follow Patrick on Twitter at @patrick_oshag


    Rory Sutherland – Moonshots and Marketing - [Invest Like the Best, EP.191] Sep 15, 2020
    Show notes

    My guest today is Rory Sutherland. Rory is the Vice Chairman of Ogilvy & Mather Group, which is one of the largest and most renowned advertising agencies in the world. He’s also the author of one of my favorite recent books called Alchemy: The surprising power of ideas that don’t make sense. In this conversation, we explore many of his counterintuitive ideas about business. Rory makes you think as much as anyone, so I hope you enjoy this conversation.

    This episode of Invest Like The Best is sponsored 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.

    For more episodes go to InvestorFieldGuide.com/podcast.

    Sign up for the book club and new email newsletter called “Inside the Episode” at InvestorFieldGuide.com/bookclub.

    Follow Patrick on Twitter at @patrick_oshag

    Show Notes

    (2:12) – (First question) – Why spreadsheets and logic kill magic

    (5:42) – What a product/service is vs how it’s delivered and makes people feel (regular moonshot vs psychological moonshot)

    (13:22) – Psychological anomalies - doing things faster, better, cheaper (Red Bull vs Coke)

    (19:54) – Swiss army knife that companies should avoid

    (22:50) – Don’t design for average

    (24:39) – How do people approach improving their business through marketing

    (27:30) – Case for direct mail

    (29:22) – Turning your weaknesses into a strength

    (34:29) – The seven deadly sins and how useful they are as guideposts

    (37:38) – Most powerful sin for marketing

    (39:14) – Reaching intelligent answers from dumb questions

    (43:25) – Why the opposite of a good idea can sometimes be a good idea

    (47:30) – Kindest thing anyone has done for him

    Learn More

    For more episodes go to InvestorFieldGuide.com/podcast.

    Sign up for the book club and new email newsletter called “Inside the Episode” at InvestorFieldGuide.com/bookclub.

    Follow Patrick on Twitter at @patrick_oshag


    Michael Seibel – Lessons from Thousands of Startups - [Invest Like the Best, EP.190] Sep 08, 2020
    Show notes

    My guest this week is Michael Seibel. Michael is a Partner at Y Combinator, and the CEO of YC's startup accelerator. He was the cofounder and CEO Justin.tv, which eventually became Twitch, and Socialcam. In this conversation, we discuss all Michael has learned reviewing thousands of applications to YC, interviewing countless new entrepreneurs, and watch young companies begin to grow and, occasionally, find product market fit. Listeners will also enjoy when Michael traps me big time in my thinking about AirBnb and his framework for great problems to solve. Enjoy this great conversation with Michael Seibel

    This episode of Invest Like The Best is sponsored 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.

    For more episodes go to InvestorFieldGuide.com/podcast.

    Sign up for the book club and new email newsletter called “Inside the Episode” at InvestorFieldGuide.com/bookclub.

    Follow Patrick on Twitter at @patrick_oshag

    Show Notes

    (2:22) – (First question) – Emerging trends among founders

    (6:00) – The long-term impact of Covid on business

    (7:16) – What an application to YC looks like and what stands out for him

    (11:46) – What he wants to learn in the interviews

    (13:54) – Poise in the interviews

    (15:40) – How the YC experience has evolved and improvements they’ve made

    (18:38) – How he defines technology

    (18:50) – Every Company is Becoming a Software Company

    (21:12) – His thoughts on non-software companies and how they play into what YC does

    (23:48) – Why frequency and intensity of the problem matter to him

    (28:32) – Serving the supplier and building the demand

    (30:38) – Bravery in founders

    (36:07) – Partnerships and collaboration in venture capital investing

    (37:58) – Second time founders focus on distribution

    (39:23) – Coaching the psychological component of being a founder

    (44:16) – Learning as a founder vs the education system

    (46:08) – Customer vs investor focus of founders’ mindset

    (48:16) – How teams know they are really onto something

    (52:38) – His being a founder trainable or innate

    (54:08) – Kindest thing anyone has done for him

    Learn More

    For more episodes go to InvestorFieldGuide.com/podcast.

    Sign up for the book club and new email newsletter called “Inside the Episode” at InvestorFieldGuide.com/bookclub.

    Follow Patrick on Twitter at @patrick_oshag


    Michael Mauboussin – Great Migration Public to Private Equity - [Invest Like the Best, EP.189] Sep 01, 2020
    Show notes

    My guest this week is Michael Mauboussin, the head of consilient research at Counterpoint Global. Michael is an all-time favorite guest here on the show, and this is his fourth appearance. We discuss one of the biggest topics in the world of investing: the shift from public to private markets that has taken place over the last several decades. We explore the reasons for this shift, the biggest overall changes in capital markets, and what the future may hold. Along the way we explore other fascinating topics like the rise of intangible asset investments, employee-based compensation as a form of financing, and more. If you enjoy this conversation I urge you to read Michael’s paper on the topic which will be linked in the shownotes. Please enjoy this conversation with Michael Mauboussin.

    This episode of Invest Like The Best is sponsored 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.

    For more episodes go to InvestorFieldGuide.com/podcast.

    Sign up for the book club and new email newsletter called “Inside the Episode” at InvestorFieldGuide.com/bookclub.

    Follow Patrick on Twitter at @patrick_oshag

    Show Notes

    (2:27) – (First question) – Motivation for writing the book from public to private equity

    (2:28) – Public to Private Equity in the US: A Long-Term Look

    (3:02) – The Incredible Shrinking Universe of Stocks

    (4:48) – Size of the public vs private markets

    (7:20) – History and changes in the public to private markets

    (12:00) – Public market vs venture capital returns

    (16:48) – Persistence of returns

    (20:01) – Role of price and EBIDTA on the returns of a buyout

    (23:31) – How buyout forms are sourcing the debt

    (29:31) – Transition to businesses relying on intangibles

    (29:42) – Capitalism without Capital: The Rise of the Intangible Economy

    (30:13) – Endogenous Technological Change

    (30:36) – Should Intangible Investments Be Reported Separately or Commingled with Operating Expenses? New Evidence

    (34:18) – Explaining the Recent Failure of Value Investing

    (36:21) – Superstar firms and increasing returns

    (42:38) – Role on monopolies in creating network effects

    (4:52) – The allocators perspective in these investments

    (49:16) – How does this all impact public market active management

    (51:54) – Advice to young people getting into the investment industry

    (52:30) – Jeremy Grantham Podcast Episode

    (53:30) – Other areas he is researching/looking into

    (55:44) – How investment work and Santa Fe research influence eachother

    (56:54) – Investors to learn from

    (57:15) – John Collison Podcast Episode

    Learn More

    For more episodes go to InvestorFieldGuide.com/podcast.

    Sign up for the book club and new email newsletter called “Inside the Episode” at InvestorFieldGuide.com/bookclub.

    Follow Patrick on Twitter at @patrick_oshag


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