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Patrick O'Shaughnessy

Host of the Founders Podcast, dedicated to sharing insights from history''s greatest entrepreneurs.

Top 10 podcasts with Patrick O'Shaughnessy

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150 snips
Oct 5, 2021 • 1h 23min

Michael Mauboussin Master Class — Moats, Skill, Luck, Decision Making and a Whole Lot More

We sit down with the one & only Michael Mauboussin to dive deep into his incredible body of work: untangling skill and luck, measuring moats, persistence of returns in venture capital, decision making and — particularly timely — expectations investing and how to think about valuations in the current 2021 market environment. (!!) Michael's work is maybe our most frequent carve out on Acquired, so we're pumped to finally have a chance to interview the man himself. Big thank you to Patrick O'Shaughnessy and Brent Beshore for introducing us all at Capital Camp this year! Sponsors:WorkOS: https://bit.ly/workos25Huntress: https://bit.ly/acqhuntressStatsig: https://bit.ly/acquiredstatsig24More Acquired!:Get email updates with hints on next episode and follow-ups from recent episodesJoin the SlackSubscribe to ACQ2Merch Store!© Copyright 2015-2025 ACQ, LLCLinks:Michael's wonderful talk at Google: https://youtu.be/1JLfqBsX5LcThe new revised edition of Expectations Investing:  https://www.amazon.com/Expectations-Investing-Reading-Returns-Heilbrunn/dp/0231203047/The Success Equation:  https://www.amazon.com/The-Success-Equation-Untangling-Investing/dp/1422184234/Measuring the Moat:  https://research-doc.credit-suisse.com/docView?language=ENG&format=PDF&sourceid=csplusresearchcp&document_id=1066439791&serialid=4uA2wHojCvFKzqWfwIyDvkSN1pkXRpb43LvyclLcJsk%3D&cspId=nullPublic to Private Equity:  https://www.morganstanley.com/im/publication/insights/articles/articles_publictoprivateequityintheusalongtermlook_us.pdf ‍Note: Acquired hosts and guests may hold assets discussed in this episode. This podcast is not investment advice, and is intended for informational and entertainment purposes only. You should do your own research and make your own independent decisions when considering any financial transactions.
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144 snips
Jan 30, 2023 • 1h 15min

Patrick O’Shaughnessy - Hunting for Magicians - [Making Media, EP.01]

For episode number 1 - we sat down with the father of Colossus, Patrick O'Shaughnessy. You likely listen to Patrick's Invest Like the Best podcast but in the small chance you don't - I'd highlight it's the magnet that brought everyone at Colossus to Colossus.We had this conversation between Christmas and New Years of 2022. It was originally intended to be an annual recap episode but Dom and I decided to cover a variety of topics: Patrick's path to media, how he views Colossus the business, and what he thinks about behind the scenes.After the interview, you will hear Dom and I debrief on the conversation. It's something that we plan to do after each interview. It's something we hear every once in a while on other podcasts and personally I love it. It's the ideal breaking of the 4th wall where you get some extra juice. Enjoy. For the full show notes, transcript, and links to the best content to learn more, check out the episode page here. ----- Scribe is the presenting sponsor of this episode of Making Media and the magic behind the Colossus transcripts. One of the best decisions we made at Colossus was transcribing all of our audio into a searchable transcript library. We had been using another provide up until the summer of 2022 but we were constantly having issues with the accuracy if our audio was just the slightest bit impaired. Whether it's training sessions, internal Q&As, or for media purposes, the value of transcripts is huge.And we are not alone. Scribe is the transcription service that powers all of S&P Global - like CapIQ - and the client list includes our friends at Tegus. Go to joincolossus.com/scribe to unlock 150 minutes of free transcription and test their capabilities. ----- Making Media is a property of Colossus, LLC. For more episodes of Making Media, 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: @ReustleMatt | @domcooke | @JoinColossus  Show Notes[00:01:30] - INTRO[00:02:34] - The catalyst for launching Colossus Media [00:07:00] - Expectations for the business vs. where it is today [00:09:49] - Goals vs. output[00:12:32] - Why it's easier to start a media business and what makes a great one[00:15:05] - Media brands Patrick admires[00:17:17] - Traits that make a great interviewer[00:18:43] - Content before dollars [00:20:53] - How the Invest Like the Best curse has made them rethink things [00:24:44] - How the audience plays into picking guests/topics [00:26:22] - Any future evolution of Invest Like the Best[00:29:09] - Video’s role in the future of the business[00:31:00] - Success for Invest Like the Best moving forward [00:33:54] - Knowing when a conversation will be successful[00:35:41] - Advice to folks looking to host a podcast [00:39:12] - What plays into the success of Business Breakdown [00:41:59] - Lessons about building a brand [00:47:11] - Maintaining standards for a brand [00:49:27] - Finding magicians to interview and work with - Aliens, Jedi & Cults[00:59:30] - Behind-the-scenes experiences that stand out[01:04:50] - Debrief
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82 snips
Mar 24, 2023 • 1h

Keone Hon: How Blockchains Work: Bitcoin, Ethereum, Solana - [Web3 Breakdowns, EP.63]

This is Eric Golden and today we’re going to break down the mechanics behind three major blockchains: Bitcoin, Ethereum and Solana. Blockchain is a term you hear a lot, both in this show and in Web3 more generally. But what do they actually mean and how do they work? That is the subject we’re going to cover today and something I’ve wanted to do for some time. My guest for this episode is Keone Hon. Keone is a Math Prodigy who spent close to a decade building systems for high-frequency trading. Today, he is the co-founder and CEO of Monad Labs and is building a blockchain alternative to Ethereum and Solana. He has that rare blend of deep technical knowledge and the ability to communicate clearly, so he is the perfect guest for this episode. Please enjoy my conversation with Keone.For the full show notes, transcript, and links to the best content to learn more, check out the episode page here-----Web3 Breakdowns is a property of Colossus, LLC. For more episodes of Web3 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: @Web3Breakdowns | @ericgoldenx | @patrick_oshag Show Notes (00:02:47) - (First question) - An analogy to explain how crypto and blockchain work(00:11:20) - Scenarios to further explore his schoolyard analogy for Bitcoin(00:17:03) - The reality of the math and power balance surrounding blockchain technology(00:23:28) - Expanding the analogy to explain Ethereum(00:25:26) - The broad impact of Ethereum on smart contracting and proof of staking(00:29:08) - Major differences between proof-of-work versus proof-of-stake models(00:31:09) - Comparing Solana’s stateless design to the older chains(00:34:44) - The added privacy and speed advantages enabled by Solana(00:35:56) - The real security and risk profiles of these major chains(00:38:09) - Explaining Solana’s parallel transactions (00:40:52) - Why the creation of new chains and further chain optimization still matters(00:42:27) - Why he got interested in the problem of chain efficiency and accessibility(00:44:54) - How crypto tech continues to build upon itself and expand to new use cases(00:48:34) - How Monad is building their blockchain to solve inefficiencies in crypto markets(00:50:09) - How he thinks about competition given the open-source nature of the space(00:52:12) - The process of actually building and testing a new chain(00:55:49) - What motivates him to continue building(00:56:53) - Diffusing a new blockchain innovation to users and coders(00:58:38) - What he’s most excited to see built over the next six months and six years Learn more about your ad choices. Visit megaphone.fm/adchoices
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45 snips
Oct 7, 2020 • 1h 48min

Special: Invest Like the Best on Acquired

On this special episode of Acquired, we're joined by a master interviewer himself, Patrick O'Shaughnessy from Invest Like the Best. We turn the tables and cover the most fascinating story he's never told on ILTB... his own! What is O’Shaughnessy Asset Management, and how are they bringing "AWS-level" innovation to the sleepy wealth management industry? How did he go from Notre Dame philosophy major to quant researcher to (arguably) technology CEO and now also an early-stage venture investor... all while simultaneously building one of the world's top new business media empires? Acquired is here to explore it all. Sponsors:WorkOS: https://bit.ly/workos25Huntress: https://bit.ly/acqhuntressStatsig: https://bit.ly/acquiredstatsig24More Acquired!:Get email updates with hints on next episode and follow-ups from recent episodesJoin the SlackSubscribe to ACQ2Merch Store!© Copyright 2015-2025 ACQ, LLCPlaybook Special! Patrick’s Favorite Themes from 5 Years of ILTB:Chetan Puttagunta (#1): Go slow to go fast — http://investorfieldguide.com/chetan/Chetan Puttagunta (#2): Open source isn’t about saving on R&D, it’s about building differentiated distribution among developers —  http://investorfieldguide.com/chetan-puttagunta-and-jeremiah-lowin-open-source-crash-course-invest-like-the-best-ep-188/Bill Gurley: Healthy marketplace opportunities have increasing marginal value to demand from incremental supply penetration — http://investorfieldguide.com/gurley/Matthew Ball: The key to unlocking the Metaverse isn’t about building Ready Player One, it’s about creating interoperable systems that will move value and information between experiences —  http://investorfieldguide.com/matt-ball-the-future-of-media-movies-the-metaverse-and-more-invest-like-the-best-ep-185/Charlie Songhurst: The best place to look for talent is in less-competitive markets — http://investorfieldguide.com/songhurst/Katrina Lake: The past of e-commerce was about price, convenience and selection; the future is about personalization and curation —  http://investorfieldguide.com/katrina-lake-the-next-wave-of-e-commerce-invest-like-the-best-ep-187/Daniel Ek: Company scaling as “seeing around corners” — http://investorfieldguide.com/ek/Kat Cole: Inversion as a tool to deal with difficult people —  http://investorfieldguide.com/kat-cole-how-to-operate-lessons-in-brand-distribution-and-leadership-invest-like-the-best-ep-184/Sarah Tavel: Hierarchy as a framework — http://investorfieldguide.com/tavel/Josh Wolfe: The “directional arrow of progress” and the simple power of extrapolating trend lines — http://investorfieldguide.com/wolfe2/Links:Invest Like the Best: http://investorfieldguide.com/podcast/Founder's Field Guide: http://investorfieldguide.com/founders-field-guide/OSAM and Canvas: https://www.osam.com
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20 snips
Dec 17, 2020 • 1h 10min

Bob Pittman - Lessons from Building Media Empires – [Founder’s Field Guide, EP.12]

My guest today, Bob Pittman, has had one of the most interesting careers I’ve ever come across. Today, he’s the CEO of iHeartMedia, the country’s largest operator of radio stations and podcasts. Bob also created MTV, was the CEO of Six Flags and 21 Century Real Estate, and the COO of AOL and AOL Time Warner. He’s the Dos Equis man of business. In our conversation we discuss why convenience is king for consumers, his lessons from building MTV into one of the most iconic brands and media properties in the world, the rise of user-generated content platforms, and the future of media. We also discuss what qualities make for a great host, a topic that given my current position, is always fascinating. Please enjoy my great conversation with Bob Pittman.   DocSend is a document sharing platform that enables companies to share business-critical documents with ease and get real-time actionable analytics. With DocSend’s security and control, startup founders, investors, business development executives, and financial professionals can drive business outcomes that have a lasting impact. Start for free at www.docsend.com.   This episode of Founder’s Field Guide is also brought to you by NetSuite. Netsuite allows founders to centralize their payment systems, ditch old spreadsheets and Quickbook tools, and finally gain visibility and control over their financials, HR, inventory, eCommerce - all in one place, instantly. Whether you are doing a million in revenue or hundreds of millions in revenue - see why over 22,000 companies are using NetSuite today. Schedule your free product tour at https://www.netsuite.com/invest.   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 (2:56) – (First question) – His personal interest that unites all of his business ventures (4:09) – His philosophy on the consumer (7:43) – Biggest quality mistakes business leaders make (9:31) – Respecting convenience in consumer preferences (11:08) – Founding insight to build MTV             (16:23) – Fred Seibert on Math in Magic Podcast (17:14) – How the music video concept evolved with MTV (22:37) – Role of hosts vs guests in the media world (25:13) – Quality that increases the odds a host works (30:15) – Why everyone needs to know how to tell a good story (31:53) – Peak of his time at MTV (37:51) – Lessons for new media from his experience (43:46 – The largest uncertainty in the media landscape amid the rise of user generated content platforms (49:27) – Where he finds inspiration outside of business             (55:40) – What Other People Say May Change What You See (56:16) – Different ownership structures and how they changed his behavior (59:09) – Finding and respecting your audience (1:02:11) – Lessons from time at Six Flags (1:02:24) – Most interesting thing about podcasting (102:52) – 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  
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11 snips
Nov 26, 2020 • 52min

Emmett Shear - The New Language of the Internet – [Founder’s Field Guide, EP.9]

My guest today is Emmett Shear, founder and CEO of Twitch. Twitch is the world's leading live streaming platform for gamers, which was acquired by Amazon in 2014. We talk about how Twitch empowers streamers to monetize their audience, the necessity of picking a customer early in a business, and the lessons Emmett learned scaling Twitch from an online reality TV show to a global brand inside Amazon. We also discuss how Twitch has helped create a new language in the internet age with emotes, a topic I am fascinated by. I hope you enjoy this conversation with Emmett Shear.   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 brought to you by Solo Stove. There's simply no better way to create good moments this holiday season than around a fire with a Solo Stove Bonfire.  Complete with 30-day return policy and a lifetime warranty, the unit is made entirely of stainless steel, and at just 20 pounds, the Solo Stove Bonfire is easy to transport for a perfect evening in the backyard, at the campground, or on the beach. Get $5 off with code Patrick5 before December 31st 2020.     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 (2:52) – (First question) – History of interactive entertainment (4:10) – Interactivity from the clubs in Vienna and what he learned from that (5:16) – Origins of Justin.TV and when gaming became the focus for Twitch (8:59) – What he enjoyed about video streaming games early on (10:21) – Interactive experience between creators and community (12:28) – Emotes on twitch and how they came to be (14:45) – Business of emotes and the affiliates (16:27) – How these features are proliferating out on the internet and changing it (17:21) – How far we are in the streamer-influencer phenomenon (20:00) – Building an effective platform for fans (23:07) – Evolution of the just chatting piece of Twitch (24:58) – Favorite parts of Twitch from followers: Chess (26:45) – Running a business within a larger business (28:09) – Most interesting trend in the market today (30:40) – Effective ways for recruiting the team (31:35) – Most curious about what is happening on the internet today (33:06) – Advice from the early days of Twitch             (35:55) – Ira Glass video taste and making things (36:34) – Focus on strategic mission (38:06) – Identifying the customer (40:40) – Starting small (41:45) – Investors focus on potential market size (43:00) – Most common reasons talented people fail (43:47) – 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  
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6 snips
Sep 30, 2024 • 28min

Technology vs Presence (Patrick O'Shaughnessy)

Patrick O'Shaughnessy, CEO of Positive Sum and host of 'Invest Like the Best,' shares insights from his extensive interviews with top investors. He discusses the importance of publishing what he learns and why he always asks the same final question. The conversation dives into the future of AI, exploring its role as a personal assistant and the ethical dilemmas it presents. Patrick emphasizes the growing value of attention in our tech-driven world and the need for authentic human connection amidst rapid technological advancements.
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6 snips
Jan 28, 2020 • 1h 21min

Chetan Puttagunta – Go Slow to Go Fast: Software Building and Investing - [Invest Like the Best, EP.156]

My guest this week is a good friend and a business mentor of mine. Chetan Puttagunta is a general partner at Benchmark Capital and has a remarkable track record of investing in early-stage software businesses, including several like Mulesoft, MongoDB, and Elastic that went on to be public companies. Chetan has been my key guide for understanding the world of enterprise software as we at O’Shaughnessy Asset Management have built an investing platform called Canvas. His advice has been critical to our early success. In this episode, we explore the history of software and software investing, and go into the details on how to build and grow new software businesses. We discuss product, sales and marketing, recruiting, scaling, and everything in between. Please enjoy this great conversation with one of my favorite business and investing thinkers. For more episodes go to InvestorFieldGuide.com/podcast. Sign up for the book club, where you’ll get a full investor curriculum and then 3-4 suggestions every month at InvestorFieldGuide.com/bookclub. Follow Patrick on Twitter at @patrick_oshag   Show Notes 1:34 – (First Question) – How Chetan found MongoDB and decided to invest in it 8:01 – The evolution of databases in the growth of technology 16:19 – Market penetration of this space and what investors should be thinking about 21:46 – Advice how companies can build software effectively 25:12 – Tactics to effectively implement empathy led product building 30:33 – Companies asking users what to build vs telling users what they want 34:26 – The need for the right capital, and patient capital in particular 37:55 – Creating the perfect customer experience 44:37 – Common reasons they don’t invest in a company 48:48 – Lessons on scaling, especially in sales and marketing 52:47 – Best recruiting pipeline strategies 59:56 – Pitfalls of unit economic traps             1:00:23 – The Dangerous Seduction of the Lifetime Value (LTV) Formula             1:01:34– The Hierarchy of Engagement 1:02:18 – What has changed for Chetan in his time working with the team at Benchmark 1:06:009 – Later stage life cycle business considerations and Amazon’s AWS 1:13:29 – The business model of open-source software 1:15:54 – Being default open 1:17:53 – Kindest thing anyone has done for Chetan   Learn More For more episodes go to InvestorFieldGuide.com/podcast.  Sign up for the book club, where you’ll get a full investor curriculum and then 3-4 suggestions every month at InvestorFieldGuide.com/bookclub Follow Patrick on Twitter at @patrick_oshag
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Mar 22, 2021 • 54min

Ted with Patrick O'Shaughnessy – Lessons from the World’s Elite Money Managers (Capital Allocators, EP.184)

Podcast host and interviewer, Patrick O'Shaughnessy, interviews Ted about his new book and lessons from the podcast. They discuss the origins and evolution of the podcast, off-tape interactions with guests, dream guests and private equity interviews, effective interviewing techniques, process and purpose in institutional investing, technology in the investment industry, and the motivation behind the book and podcast.
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Dec 3, 2019 • 1h 22min

Vaughn Tan – Quality and Innovation - [Invest Like the Best, EP.150]

My guest today is Vaughn Tan, who studies quality, innovation, and organizational behavior. His resume is bonkers. He’s a PhD from Harvard, Was an infantry signals logistician in the Republic of Singapore Army, then worked at Google on advertising, Earth, Maps, spaceflight, and Fusion Tables. He’s also been a wood sculptor. But the topic of our conversation is how to foster quality and innovation in ourselves and inside of companies—lessons he learned in part by studying inside some of the world’s best restaurants. If you enjoy this conversation, I recommend you also check out his new book, The Uncertainty Mindset Innovation Insights from the Frontiers of Food. Please enjoy my conversation with Vaughn Tan.   For more episodes go to InvestorFieldGuide.com/podcast. Sign up for the book club, where you’ll get a full investor curriculum and then 3-4 suggestions every month at InvestorFieldGuide.com/bookclub. Follow Patrick on Twitter at @patrick_oshag   Show Notes 1:33 - (First Question) – Interesting ways to identify high quality 5:06 – The current problem with the way we think about the world 8:56 – How people think about their careers and college 11:21 – Uncertainty vs risk, and productive discomfort 19:08 – Cultivation of discomfort for an individual 24:05 – Successful innovation cultures 32:25 – Analyzing quality and restaurant bread 37:43 – The Slug idea 40:43 – His research project where he observed restaurants 45:44 – How do people mandate their own structure in the face of uncertainty 53:46 – How employees should approach this rent-to-buy hiring structure 57:17 – Example of someone who took advantage of uncertainty time 1:00:05 – Playful adults             1:00:07 – Jerry Neumann Podcast Episode 1:03:10 – Other changes companies can make to their culture to be more innovative 1:08:19 – The difference between simplicity and complexity 1:11:12 – How he applies his thinking into several different ideas, like Cannabis 1:16:17 – Asking the right question             1:19:05 – Andy Rachleff Podcast Episode 1:20:19 – Kindest thing anyone has done for Vaughn   Learn More For more episodes go to InvestorFieldGuide.com/podcast.  Sign up for the book club, where you’ll get a full investor curriculum and then 3-4 suggestions every month at InvestorFieldGuide.com/bookclub Follow Patrick on twitter at @patrick_oshag