Complex Systems with Patrick McKenzie (patio11)

Patrick McKenzie

We live in a world where our civilization and daily lives depend upon institutions, infrastructure, and technological substrates that are _complicated_ but not _unknowable_. Join Patrick McKenzie (patio11) as he discusses how decisions, technology, culture, and incentives shape our finance, technology, government, and more, with the people who built (and build) those Complex Systems.

  1. Your support rep is also trapped in this call, with Des Traynor of Intercom

    4D AGO

    Your support rep is also trapped in this call, with Des Traynor of Intercom

    Patrick McKenzie (patio11) sits down with Intercom co-founder Des Traynor to examine customer support through the lens of Conway's Law, Goodhart's Law, and several decades of accumulated organizational scar tissue. They discuss how AI agents are democratizing white-glove service, why modern LLMs have retrained user expectations around “chatbots” very quickly, and the surprisingly liberating effect of talking to something that will never judge you for missing a loan payment.– Full transcript available here: www.complexsystemspodcast.com/des-traynor/ –Sponsor: MongoDB Tired of database limitations and architectures that break when you scale? MongoDB is the database built for developers, by developers: ACID compliant, Enterprise-ready, and fluent in AI. Start building faster at mongodb.com/build – Timestamps:(00:00) Intro(00:29) Intercom and its evolution(00:51) Challenges in customer service systems(02:54) Scaling customer support in startups(04:53) Organizational inefficiencies and customer experience(06:53) Metrics and their impact on customer support(12:40) Human capital issues in customer support(15:53) AI's role in customer support(17:01) Future of customer support roles(20:09) Sponsor: MongoDB(20:53) Future of customer support roles (continued)(26:19) AI and customer interaction(26:55) The myth of artisanal customer support(27:45) Fin Guidance: Evolution and user behavior(29:10) Fin's impact on customer support efficiency(33:30) Expanding Fin's capabilities beyond support(42:50) AI in government and other sectors(49:20) The future of AI connectivity and integration

    54 min
  2. The magic spell that makes banks give you your money back

    JAN 8

    The magic spell that makes banks give you your money back

    Patrick McKenzie (@patio11) reads his latest Bits about Money essay explaining why he “loves Regulation E more than any rational person does.” He explains how Reg E created a privately-administered legal system processing over 100 million complaints annually—dwarfing the formal U.S. court system—and why banks are now trying to avoid these obligations for Zelle's nine figure fraud problem.– Full transcript available here: www.complexsystemspodcast.com/the-magic-spell-reg-e/ – Sponsors: MongoDB & FramerTired of database limitations and architectures that break when you scale? MongoDB is the database built for developers, by developers: ACID compliant, Enterprise-ready, and fluent in AI. Start building faster at mongodb.com/build Building and maintaining marketing websites shouldn’t slow down your engineers. Framer gives design and marketing teams an all-in-one platform to ship landing pages, microsites, or full site redesigns instantly—without engineering bottlenecks. Get 30% off Framer Pro at framer.com/complexsystems. – Links: Bits about Money,  One Regulation E, Two Very Different RegimesFull version of "Doesn't Matter, That's Reg E": https://suno.com/song/173bbd67-92f7-4868-930f-efeca4b373c0– Timestamps: (00:00) Introduction(02:46) These newfangled computers might steal our money(12:45) The contractual liability waterfall in card payments(20:35) Sponsors: MongoDB and Framer(22:23) The contractual liability waterfall in card payments (continued)(23:47) Enter Zelle(25:46) Zelle is an enormous fraud target(32:23) Banks may attempt to extend the Zelle precedent(35:02) Reg E encompasses almost every technology which exists and many which don't yet

    39 min
  3. The economics of discovery, with Ben Reinhardt

    12/04/2025

    The economics of discovery, with Ben Reinhardt

    In this episode, Patrick McKenzie (patio11) is joined by Ben Reinhardt, founder of Speculative Technologies, to examine how science gets funded in the United States and why the current system leaves much to be desired. They dissect the outdated taxonomy of basic, applied, and development research, categories encoded into law that fail to capture how actual breakthrough science happens.– Full transcript available here: www.complexsystemspodcast.com/the-economics-of-discovery-with-ben-reinhardt/ – Sponsors: GiveWell & Framer Support proven charities that deliver measurable results and learn how to maximize your charitable impact with GiveWell. First-time donors can go to givewell.org, pick “Podcast” and enter COMPLEXSYSTEMS at checkout to get $100 matched. Framer is a design and publishing platform that collapses the toolchain between wireframes and production-ready websites. Design, iterate, and publish in one workspace. Start free at framer.com/design with code COMPLEXSYSTEMS for a free month of Framer Pro. –  Links: Speculative Technologies: https://spec.tech  Ben Reinhardt's website: https://benjaminreinhardt.com  Bits About Money: https://www.bitsaboutmoney.com/  – Timestamps: (00:00) Intro(00:26) Understanding focused research organizations (FROs)(01:52) The evolution of science funding(03:59) Taxonomy of research: basic, applied, and development(06:14) Challenges in science funding and research(08:12) The role of process knowledge in research(18:52) The bureaucracy of tech transfer offices(20:00) Sponsors: GiveWell & Framer(22:33) Critique of tech transfer offices(25:20) The burden of bureaucracy on researchers(44:34) Emerging solutions and optimism in research(46:58) Wrap

    47 min
  4. Understanding equity at tech companies, with Billy Gallagher of Prospect

    11/20/2025

    Understanding equity at tech companies, with Billy Gallagher of Prospect

    Why do billions of dollars of stock trade hands based on napkin math and vibes? Billy Gallagher, CEO of Prospect and former Rippling employee, joins Patrick McKenzie (patio11) to walk through the information asymmetry that costs less-sophisticated employees massive amounts of money. From understanding when to early exercise options to navigating 83B elections and tender offers, they discuss the critical decisions that have a shot clock ticking the day you sign your offer letter. – Full transcript available here: www.complexsystemspodcast.com/understanding-equity-at-tech-companies/ – Sponsor: Framer is a design and publishing platform that collapses the toolchain between wireframes and production-ready websites. Design, iterate, and publish in one workspace. Start free at framer.com/design with code COMPLEXSYSTEMS for a free month of Framer Pro.– Links: Prospect: www.joinprospect.com/–Timestamps:(00:00) Intro (00:44) Billy's professional journey (01:07) Equity management challenges (02:29) The importance of equity compensation (04:53) Equity grant structures in startups (06:09) Understanding vesting terms (07:09) The value of equity over time (08:48) The myth of options as lottery tickets (11:23) Career tailwinds from startup experience (14:25) Breaking into the tech industry (15:16) The role of equity in compensation (17:49) Employee equity plans and dilution (19:59) Sponsor: Framer (21:06) Stock options vs. RSUs (21:55) The decision to exercise options (27:11) Tax implications of exercising options (33:03) The role of HR in equity management (36:14) Bootleg spreadsheets and vibes-based investing (38:09) Navigating tax complexities in different scenarios (41:31) The importance of extended exercise windows (44:18) Challenges with tax residency and remote work (49:43) The role of accountants in managing equity (53:41) Understanding the 83(b) election and QSBS (01:01:03) Tender offers and secondary sales (01:08:38) Strategies for exercising and selling options (01:12:28) Navigating financial decisions in startups (01:16:59) Wrap

    1h 20m
  5. The $4,000 insurance policy designed to never pay out

    11/13/2025

    The $4,000 insurance policy designed to never pay out

    Patrick McKenzie (patio11) reads his essay on title insurance, a service designed to never be performed with a "laughably low" 5% loss ratio compared to 50-80% for almost all types of insurance. The typical American moves every seven to eight years, paying a $500 annual tax for basically no good or service. This is due to a quirk about how America records real estate ownership: it mostly doesn’t. Confused? Welcome to the joyous anarchy that is American real estate.– Full transcript available here: www.complexsystemspodcast.com/the-4-000-insurance-policy-designed-to-never-pay-out/ – Sponsor: Framer is a design and publishing platform that collapses the toolchain between wireframes and production-ready websites. Design, iterate, and publish in one workspace. Start free at framer.com/design with code COMPLEXSYSTEMS for a free month of Framer Pro. – Links: Bits about Money, Working title (insurance) https://www.bitsaboutmoney.com/archive/working-title-insurance/–Timestamps:(00:00) Intro(01:59) What is "title," anyway?(02:48) Distributed versus centralized database design in property rights(04:50) A quick digression for privacy-minded buyers(08:21) High confidence and complete confidence are different(11:28) Title insurance and title searches(14:33) One very quirky risk transfer and a statistical artifact(19:14) How title insurance is sold(20:03) Sponsor: Framer(21:34) How title insurance is sold (cont’d)(23:36) Is there anything to be done here?(25:47) Potential innovations in title insurance

    29 min
4.9
out of 5
140 Ratings

About

We live in a world where our civilization and daily lives depend upon institutions, infrastructure, and technological substrates that are _complicated_ but not _unknowable_. Join Patrick McKenzie (patio11) as he discusses how decisions, technology, culture, and incentives shape our finance, technology, government, and more, with the people who built (and build) those Complex Systems.

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