Every episode we explore a Lindy book, and find Timeless ideas you can apply to business and life. We strive to become polymaths like our investing and business icons, pulling the Big Ideas from a wide range of disciplines to help us become better investors and operators. Join 3,000+ curious minds and avid readers by subscribing @ rationalvc.com to get free access to essays and exclusive content. For the video version of episode click here.   Timestamps: (00:00) Intro (11:39) Antifragile definition (19:13) Introduction to the core concepts (22:04) Hormesis, naïve interventionism, iatrogenics (33:55) Peter Kaufmann and Charlie Munger(35:57) Modernity, Switzerland, political systems (55:21) Concavity vs Convexity and Black Swans (1:07:30) FU Money and wealth (1:13:12) Optionality and wealth (1:21:47) Barbell strategy (1:43:02) Rational Flaneur (1:47:23) The Lindy Effect (2:01:22) Raising antifragile kids (2:12:19) Green Lumbar fallacy (2:23:53) Signal vs Noise (2:29:00) Via Negativa (2:51:07) Ethics of Antifragility and Skin in the Game (2:57:36) Deep dives and quotes (3:35:32) Closing thoughts - Our website (all essays and podcasts): rationalvc.com  Our investment fund: rational.fund  Cyrus' Twitter: x.com/CyrusYari  Iman's Twitter: x.com/iman_olya - Links mentioned in the episode: Cyrus referenced Tweets: https://x.com/CyrusYari/status/1792279103862681603 https://x.com/CyrusYari/status/1757715505819906419 https://x.com/CyrusYari/status/1679174178195353600 Peter Kauffman Rational VC episode: https://www.youtube.com/watch?v=kMiOFC07X8M&t=8s The Black Swan episode: https://youtu.be/HVGJQ25Cr2k?si=8b2DPBPX80Pgbgag Vizi Andrei: https://twitter.com/viziandrei  Daniel Vassallo: https://twitter.com/dvassallo Cyrus essay on Angel Investing (incl. Barbell Investing): https://www.rationalvc.com/articles/angel  WhosAria Bars of Wisdom newsletter: https://www.barsofwisdom.com  Fat Tony's Community:  https://fattonys.net/  - Disclaimer: The materials provided are solely for informational or entertainment purposes and do not constitute investment or legal advice. All opinions expressed by hosts and guests are solely their own opinions and do not reflect the opinion of their employer(s). #Lindy #knowledge #books

Every podcast episode we explore a Lindy book, and find ideas you can use in business and life. Join 3,000+ curious minds and avid readers by subscribing @ rationalvc.com to get free access to essays and exclusive content. For the video version of episode click here.   Timestamps: (00:00) Intro / chit-chat (09:26) Structure of the show (10:36) What is a Black Swan? (19:34) Human blindness to Black Swans (01:02:45) Mediocristan vs Extremistan (01:30:45) Bell Curve / Gaussian fraud (01:37:18) Why the Midwit meme is wrong (01:47:27) Leveraging Black Swans (01:58:34) Chapter overviews (02:19:16) Chapter 19 deep dive (02:27:58) Favourite quotes / our lives (02:37:09) Fat Tony (02:43:33) 10 Principles for Black Swan robustness (02:48:54) Amor Fati - Our website (all essays and podcasts): rationalvc.com  Our investment fund: rational.fund  Cyrus' Twitter: x.com/CyrusYari  Iman's Twitter: x.com/iman_olya - Links mentioned in the episode below: Iman Tweet on daily routines of creatives: https://twitter.com/iman_olya/status/1764721995743121415  Table 1 - Extremistan vs Mediocristan:  https://capitalideasonline.com/wordpress/mediocristan-vs-extremistan/  Vizi Andrei: https://twitter.com/viziandrei  Cyrus being interviewed on the Brick by Brick podcast: https://open.spotify.com/episode/54RvagfMSIWNtVwAe2193a?si=1cb28db259814326  Cyrus essay on Angel Investing (incl. Barbell Investing): https://www.rationalvc.com/articles/angel  Cyrus essay on Tech Markets are Irrational:  https://www.rationalvc.com/articles/irrational  Jack Raines FU Money ZeroHedge essay: https://www.youngmoney.co/p/fck-money WhosAria Bars of Wisdom newsletter: https://www.barsofwisdom.com  Fat Tony's Community:  https://fattonys.net/  -   Disclaimer: The materials provided are solely for informational or entertainment purposes and do not constitute investment or legal advice. All opinions expressed by hosts and guests are solely their own opinions and do not reflect the opinion of their employer(s). #Lindy #knowledge #books

Every podcast episode we explore a Lindy book, and find ideas you can use in business and life. Join 3,000+ curious minds and avid readers @ rationalvc.com to get free access to essays and exclusive content. For the video version of episode click here.   Timestamps: (00:00) Intro / chit-chat (20:11) Randomness & Luck (24:46) Monte Carlo Simulation (31:09) Ergodicity (31:39) Hindsight Bias (38:00) Survivorship Bias (39:50) Asymmetric Bets / John & Nero (49:53) Skewness & Asymmetry (57:19) Pascal's Wager (1:00:53) Induction & Chaos Theory (1:03:22) Chapter 11 (1:08:45) System-1 vs System-2 Thinking (1:10:03) Satisficing (1:20:08) Normative vs Positive Thinking (1:25:52) Signal vs Noise (1:28:20) Heuristics (1:33:45) Final Part of Book (Part 3's Importance) (1:44:41) Favourite Quotes / Our Lives (2:06:11) Final Thoughts - Our website (all essays and podcasts): rationalvc.com  Our investment fund: rational.fund  Cyrus' Twitter: x.com/CyrusYari  Iman's Twitter: x.com/iman_olya -   Disclaimer: The materials provided are solely for informational or entertainment purposes and do not constitute investment or legal advice. All opinions expressed by hosts and guests are solely their own opinions and do not reflect the opinion of their employer(s). #Lindy #knowledge #books

** Apologies for the audio quality, it's been a while! New audio set-up. The audio will be significantly better from the next episode. In this transitionary episode we discuss our pivot, after 49 episodes our podcast is continuing, albeit in a much different direction, and rebranding. From the next episode (ep. 50 it will be in the new format and all changes will be reflected then). We discuss all the changes (and our view on the podcasting space) in this short transitionary episode.   Video version of episode: https://www.youtube.com/watch?v=x2L49pYXx8g    "the rational letter" - For free you can join 3,000+ seasoned investors, founders, scientists, engineers, and erudites read the same email summary of our learnings from a Lindy book and use the ideas in their work and life. Curated and emailed once a month. Nothing else. Sign up for it here: https://rationalvc.com   Our investment fund: https://rational.fund  Cyrus' Twitter: https://twitter.com/CyrusYari  Iman's Twitter: https://twitter.com/iman_olya    00:00 Intro Banter 04:18 Explaining the Pivot / Rebrand, Plus Views on Podcasting Space 26:07 Outro   -   Disclaimer: The materials provided are solely for informational or entertainment purposes and do not constitute investment or legal advice. All opinions expressed by hosts and guests are solely their own opinions and do not reflect the opinion of their employer(s).   #podcast #knowledge #books

Jim O'Shaughnessy is one of the greatest thinkers of our time. A curious mind, Wall Street legend, Venture Capitalist (OSV.llc), best-selling author, previously founder of OSAM (sold to Franklin Templeton), podcaster (infinite loops), father, grandfather, and the list goes on. We discussed numerous topics. Check the timestamps below for topics and enjoy the audio, or you can watch the video over on our YouTube channel: https://youtu.be/W-t1v-u-iAg  Jim's Twitter: https://twitter.com/jposhaughnessy  O'Shaughnessy Ventures: https://www.osv.llc  Jim's Podcast: https://open.spotify.com/show/7yAAsaj77q3jQLbX8NAQ7J?si=950606434743485f  00:00 Teaser 01:05 Intro 03:30 The Great Reshuffle / investment in Odin 11:01 O'Shaughnessy Ventures 19:53 What Jim looks for in startups 26:21 Autonomy and accountability in portfolio companies 33:37 Psychological biases & improving decision-making 40:20 Meme culture and human nature 53:07 Wealth creation 1:04:25 What's driving Jim? 1:08:47 Message from Jim - Get in touch with us: Our website (all essays and podcasts): https://rationalvc.com  Our investment fund: https://rational.fund  Cyrus' Twitter: https://twitter.com/CyrusYari  Iman's Twitter: https://twitter.com/iman_olya  - Disclaimer: The materials provided are solely for informational or entertainment purposes and do not constitute investment or legal advice. All opinions expressed by hosts and guests are solely their own opinions and do not reflect the opinion of their employer(s). No copyright infringement intended. #venturecapital #investing #startup

Jonny is the CEO and Co-Founder of Sprout: an investment platform curating access to Venture Capital deals for private investors. We discussed numerous topics. Check the timestamps below for topics and enjoy the audio, or you can watch the video over on our YouTube channel: https://youtu.be/wXWu552WyVE Jonny's LinkedIn: https://www.linkedin.com/in/jonathan-blausten-b5178141/?originalSubdomain=uk Jonny's personal Twitter: https://twitter.com/JBlausten Jonny's GunnerPunner Twitter: https://twitter.com/gunnerpunner Sprout website: https://www.viasprout.com/ 00:00 Teaser 01:18 Intros 04:19 Jonny's background 05:50 Jonny's early startups 12:32 Jonny's parents & real estate 16:02 Corporate life is charlatanism? 33:26 Sprout intro 36:39 Sprout in depth - the problem of access to the best deals 44:33 Sprout's vision and competition 48:37 UK vs US investors 52:06 Sprout community & education 57:42 VC fund access for retail investors 1:03:13 Sprout's 10 T's (assessing VC funds) 1:10:13 Why do VC funds fail and biases 1:17:19 Sprout's monetisation  1:20:52 Future for Sprout 1:25:25 Why is VC hard? 1:28:50 VCs are charlatans? 1:33:50 VC fund skillset diversification 1:45:24 Future of VC & solo GPs 1:54:35 Content creation & side hustles 2:06:48 Jonny's values & principles  2:15:22 Ending thoughts - Get in touch with us: Our website (all essays and podcasts): https://rationalvc.com  Our investment fund: https://rational.fund  Cyrus' Twitter: https://twitter.com/CyrusYari  Iman's Twitter: https://twitter.com/iman_olya  - Disclaimer: The materials provided are solely for informational or entertainment purposes and do not constitute investment or legal advice. All opinions expressed by hosts and guests are solely their own opinions and do not reflect the opinion of their employer(s). No copyright infringement intended. #sprout #JonnyBlausten #VentureCapital

Ben Awad is a YouTuber, software engineer, and the founder of VoidPet.com. He has 500k YouTube subscribers, 800k TikTok followers, and is known for his legendary coding tutorials and humorous and authentic videos. We discussed numerous topics. Check the timestamps below for topics and enjoy the audio, or you can watch the video over on our YouTube channel: https://youtu.be/BKhV-kPavnk  Ben's YouTube: https://www.youtube.com/@bawad  Ben's TikTok: https://www.tiktok.com/@benawad  Ben's Twitter: https://twitter.com/benawad  Ben's startup: https://voidpet.com/  Ben's GitHub: https://github.com/benawad  Ben's Discord: https://discord.gg/benawad  Ben's programmer outfit: https://youtube.com/shorts/-P418Qerexs?feature=share  00:00 Teaser  00:40 Intro (Guest & Co-host) 03:40 Ben's first line of code 06:00 Turning down FAANG and Leetcode 11:33 Layoffs / Finding jobs 13:15 Skin in the game 13:58 Interviews are broken 16:44 Advice to technical content creators 22:05 Being authentic online 27:57 Coding on Twitch vs YouTube 30:10 Why you should create on TikTok 33:25 Hating Android development / Loving React 36:00 Tech stack 38:18 GitHub Copilot 39:35 Tech stack again 40:39 Deno 42:30 The AI discussion 44:10 VoidPet (Ben's startup) 49:40 Rejected by YC / fundraise vs bootstrap 56:29 Career advice to newbies 1:00:09 Ben's drip 1:01:42 Saffron App 1:04:29 Ben's mentors 1:06:25 Wrap up  - Get in touch with us: Our website (all essays and podcasts): https://rationalvc.com  Our investment fund: https://rational.fund  Cyrus' Twitter: https://twitter.com/CyrusYari  Parsa's Twitter: https://twitter.com/pzrsaa  Parsa's website: https://parsam.io  Iman's Twitter: https://twitter.com/iman_olya  - Disclaimer: The materials provided are solely for informational or entertainment purposes and do not constitute investment or legal advice. All opinions expressed by hosts and guests are solely their own opinions and do not reflect the opinion of their employer(s). No copyright infringement intended. #benawad #coding #programmer

Jack Raines is the fastest growing finance & money blogger on the planet right now. He created the Young Money blog (https://www.youngmoney.co/) just 15 months ago and has already amassed 30,000+ subscribers. He has already been offered book deals by world class publishers. Leverage ftw. We discussed numerous topics. Check the timestamps below for topics and enjoy the audio, or you can watch the video over on our YouTube channel where we recorded this in person with Jack: https://youtu.be/F56YIktbMHY Jack's newsletter: https://youngmoney.co Jack's Twitter: https://twitter.com/Jack_Raines Jack's travel blog: https://www.backpackin.blog/ 00:00 Teaser 01:24 Jack intro 04:29 Jack's childhood 07:49 Deported from Norway 11:23 Vagabonding and European life 21:00 Trading at 21 years old 27:25 F U Money 35:40 Stick men drawings 36:58 6 types of wealth 43:49 Crypto and Balaji 58:00 Young Money monetisation 1:03:18 Writing a book 1:07:23 LinkedIn vs Twitter 1:11:13 Distribution 1:13:50 Pitching your work and meeting Morgan Housel 1:17:25 How Jack writes 1:22:20 Inspiring writers 1:26:27 Book shaming and meaningful insults 1:30:57 Opportunity cost of everything 1:35:32 Value in MBAs 1:40:35 Jack's favourite books 1:41:47 Dating in US vs UK - Get in touch with us: YouTube: https://youtube.com/rationalvc  Our website (essays and podcasts): https://rationalvc.com Our investment fund: https://rational.fund Cyrus' Twitter: https://twitter.com/CyrusYari Iman's Twitter: https://twitter.com/iman_olya - Disclaimer: The materials provided are solely for informational or entertainment purposes and do not constitute investment or legal advice. All opinions expressed by hosts and guests are solely their own opinions and do not reflect the opinion of their employer(s). No copyright infringement intended. #finance #money #blogger

Luke Burgis has co-created and led four Silicon Valley companies in wellness, consumer products, and technology. He is the author of the best selling book "Wanting: The Power of Mimetic Desire in Everyday Life", which breaks down the theories of French philosopher René Girard. Luke is currently Entrepreneur-in-Residence and Director of Programs at the Ciocca Center for Principled Entrepreneurship, where he also teaches business at The Catholic University of America. Girard's theories explain most human-related interactions, such as the virality of social media, the rise of Facebook, political beliefs, cancel culture and how the best investors pick the best companies. Luke deep dives into mimesis and his life's work with Iman and Cyrus on this latest Rational VC podcast. Luke's website: https://lukeburgis.com/ Luke's Twitter: https://twitter.com/lukeburgis Timestamps: 00:00 Intro 01:37 Intro to Luke 02:58 Working in bars 05:30 Luke's background 09:03 Shark tankification of worth 12:13 Mimetic tips for founders 14:52 Mimesis in venture capital 17:17 Cultivating an interdisciplinary mind 21:02 How to write well 25:40 René Girard intro 27:48 Mimesis 31:04 Finding a spouse 34:33 Idols 38:20 Mediators and comedians 41:10 Rituals 48:56 Anti-mimesis 52:54 Negative mimesis 55:20 Mimesis in PR 57:08 Deep silence 1:00:51 Navigating without GPS 1:04:24 How to reach Luke -- Rational VC provides regular content on technology investing and technology building. We also write long-form memos. You can sign up for these monthly memo newsletters on the website: https://www.rationalvc.com/ We break everything down to first principles, to simplify the complex technology world. We aim to bring you content that is insightful, logical, and rational. We cover tech products and tech companies across the lifecycle, from pre-seed to seed, Series A to D+, to IPOs and beyond. We also cover all investing methods including Angel Investing, Venture Capital, Private Equity, Hedge Funds, Public Markets, etc. For more information on Cyrus, Iman and the channel, check out: https://www.rationalvc.com/ https://www.linkedin.com/in/cyrusyari/ https://www.linkedin.com/in/imanolya1/ https://twitter.com/CyrusYari https://twitter.com/iman_olya Apple Podcasts: https://podcasts.apple.com/gb/podcast/rational-vc/id1537462327 Your feedback and comments are very welcome. We hope you enjoy listening as we embark on a journey to understand this space; clearly, and rationally, of course. --- Disclaimer: The content and materials provided are solely for informational purposes and do not constitute investment or legal advice. All opinions expressed by hosts and guests are solely their own opinions and do not reflect the opinion of their employer(s). No copyright infringement intended.  

In this Rational Musings episode, Iman and Cyrus discuss their views on whether setting up a fund or running a syndicate (SPV) makes the most sense. The guys also talk about angel investing, joining a fund and scouting deals as alternatives to running an SPV or fund. Submit questions for us to cover in podcast episodes: https://www.rationalvc.com/questions Materials referenced Samir Kaji tweet 1: https://twitter.com/Samirkaji/status/1522757321809485824 Samir Kaji tweet 2: https://twitter.com/Samirkaji/status/1541979202953433088 Ryan Hoover tweet thread: https://twitter.com/rrhoover/status/1473347361762066438?lang=en-GB -- Rational VC provides regular content on technology investing and technology building. We also write long-form memos on all things tech investing and building. You can sign up for these monthly memo newsletters on the website: https://www.rationalvc.com/ We break everything down to first principles, to simplify the complex technology world. We aim to bring you content that is insightful, logical, and rational. We cover tech products and tech companies across the lifecycle, from pre-seed to seed, Series A to D+, to IPOs and beyond. We also cover all investing methods including Angel Investing, Venture Capital, Private Equity, Hedge Funds, Public Markets, SPACs etc. For more information on Cyrus, Iman and the channel, check out: https://www.rationalvc.com/ https://www.linkedin.com/in/cyrusyari/ https://www.linkedin.com/in/imanolya1/ https://twitter.com/CyrusYari https://twitter.com/iman_olya YouTube: https://www.youtube.com/c/rationalvc Your feedback and comments are very welcome. We hope you enjoy listening as we embark on a journey to understand this space; clearly, and rationally, of course. --- Disclaimer: The content and materials provided are solely for informational purposes and do not constitute investment or legal advice. All opinions expressed by hosts and guests are solely their own opinions and do not reflect the opinion of their employer(s). No copyright infringement intended.