The Startup Podcast

Yaniv Bernstein and Chris Saad

Advice for founders and entrepreneurs who want to build disruptive startups like they do in Silicon Valley. Not another interview podcast: concrete tips and masterclasses on what founders need to know: raising Venture Capital, strategy, product, marketing, growth, and more. A guide to the unique mindset and approach that drives Silicon Valley style disruption. Hosts Chris Saad and Yaniv Bernstein share practical advice based on decades of experience at Google, Uber, and their own startups.

  1. Success is 90% luck. So how do you build a successful startup? (w/ Mike Grossman)

    2d ago

    Success is 90% luck. So how do you build a successful startup? (w/ Mike Grossman)

    Founders are told that if they work hard, build the right product and hire well, the outcome will follow. It's motivating. It's clean. And according to today's guest, it's mostly wrong. Mike Grossman has been CEO of six venture-backed Silicon Valley companies. Across them, he tried 18 different business models. Twelve failed. Five required layoffs. Three lived in persistent existential crisis. And yet all six were eventually acquired. Mike's story is one that far more founders actually live, but almost nobody tells. In this episode, Yaniv Bernstein sits down with Mike to dig into his new book, Failure Is An Option: a candid 44-essay collection drawn from three decades in the trenches. They explore the uncomfortable truth that luck dominates outcomes more than skill, why your business model is not your business, and how radical honesty is the most underrated leadership tool in a founder's kit. In this episode, you will: Learn about 'resulting': why confusing luck for skill costs founders in both directions Hear how Mike pivoted Tempo from building a Visa/Mastercard competitor to partnering with Mastercard, only to have the entire model wiped out overnight by a Senate amendment Discover the 'dreamers vs soldiers' framework for building teams that hold together when adversity strikes Hear Mike's hard-won playbook for layoffs: why founders almost always cut too little, too late; what day two feels like; and why a smaller, denser team is often more productive Get a clear framework for staying accountable for the process when the outcomes aren't in your control Timestamps: 00:00 Coming Up... 00:34 On Today's Show: Mike Grossman on Managing Failure 02:02 The Role of Luck and Timing 03:41 Poker Strategy and 'Resulting' 08:55 "The Business Model Is Not The Business" 11:27 Tempo's Pivot 13:28 Why Values Matter In A Crisis 19:21 Talent Density and Layoffs: Cut Once, Cut Deep 28:15 How AI Changes Hiring Pace 32:15 Leading with 'Radical Honesty' 36:33 Dreamers vs. Soldiers 38:02 Managing Investors 41:43 Luck, Agency, Process 48:39 About 'Failure Is An Option' 51:29 Closing Thoughts Resources mentioned 'Failure Is An Option' by Mike Grossman: https://www.failureisanoption.comMike Grossman's Substack: https://failureisanoption.substack.comThinking in Bets by Annie Duke (the 'resulting' concept discussed): https://www.amazon.com/Thinking-Bets-Making-Smarter-Decisions/dp/0735216355'Incorruptible' by Eric Ries: https://www.incorruptible.co/Eric Ries's TSP episode: https://youtu.be/HQ7cP1lGyiM 'Powerful' by Patty McCord: https://www.amazon.com/Powerful-Building-Culture-Freedom-Responsibility/dp/1939714095Patty McCord's TSP episode: https://www.youtube.com/watch?v=BefnNLBEmXAThe Durbin Amendment (the legislation that killed Tempo): https://en.wikipedia.org/wiki/Durbin_amendmentThe Pact Honor the Startup Podcast Pact! If you have listened to TSP and gotten value from it, please: Follow, rate, and review us in your listening app Secure your official TSP merchandise at https://shop.tsp.show/ Follow us here on YouTube for full-video episodes: https://www.youtube.com/@startup-podcast Give us a public shout-out on LinkedIn or anywhere you have a social media following Key links This episode of the Startup Podcast is sponsored by .tech domains. Forget weird prefixes and creative misspellings; the availability for .tech domains is simply way better than .com. For a clean name that highlights your tech credentials, get a .tech domain at your favorite registrar. The Startup Podcast website: https://www.tsp.show/episodes/ Learn more about Chris and Yaniv Work 1:1 with Chris: http://chrissaad.com/advisory/ Follow Chris on Linkedin: https://www.linkedin.com/in/chrissaad/ Follow Yaniv on Linkedin: https://www.linkedin.com/in/ybernstein/ Producer: Justin McArthur https://www.linkedin.com/in/justin-mcarthur Assistant Producer: Steph Hefferan https://www.linkedin.com/in/steph-heff/ Intro Voice: Jeremiah Owyang https://web-strategist.com/

    55 min
  2. Insiders React: Anthropic’s Fable, Mythos explained + SpaceX’s record-breaking IPO

    Jun 16

    Insiders React: Anthropic’s Fable, Mythos explained + SpaceX’s record-breaking IPO

    The Startup Podcast is back for its 300th episode – and it’s an absolute doozy.  In today’s Reacts, hosts Chris Saad and Yaniv Bernstein break down how Anthropic became the new industry leader in AI, and why betting on coding as the 'meta domain' of AI turned out to be one of the most consequential product decisions of the decade. They also dig into Mythos and the newly released Claude Fable: what makes Fable different, whether it has something approaching genuine intelligence, and what the Anthropic 'strategy dividend' (per Ben Thompson of Stratechery) actually means for the industry. Then: SpaceX’s record-breaking IPO. With a reported valuation of around $1.88 trillion and a prospectus that talks more about AI than rockets, Chris and Yaniv ask the obvious question: is it worth it? In this episode: How product discipline and a bet on coding put Anthropic in frontStrategy dividends: how Anthropic's genuine commitment to safety became both a real constraint and a powerful marketing asset at the same timeClaude’s new models, Fable and Mythos: what's actually changed?Why Chris thinks the SpaceX IPO at ~90x revenue is a roll-up of Elon Musk's 'dead bodies'Liquidity risk: with SpaceX, Google and Anthropic all raising simultaneously, is there enough liquidity in the market? Timestamps 00:00 Coming Up... 00:39 On Today's Show: Chris returns, Anthropic’s Mythos/Fable, SpaceX IPO 02:30 Anthropic surges ahead of OpenAI 04:16 Why coding is a 'meta-advantage' for AI 07:24 OpenAI’s product turmoil 11:04 Are OpenAI competing with Anthropic, or Google? 13:25 Anthropic’s enterprise strategy 17:06 Mythos: ‘Safety marketing’ or ‘safety dividends’? 23:24 Are Anthropic the good guys? 26:32 Fable: “Mythos with a muzzle” 28:29 Does AI only need to beat the average human? 31:23 Yaniv’s experiences with Fable 32:46 Reasoning logs and self-correction 34:27 Is SpaceX over-valued? (Yes.) 39:32 SpaceX’s moats and growth potential 43:02 Why ‘second mover advantage’ sometimes wins 46:05 Will there be a crash? Chris predicts a liquiditycrunch 50:31 Closing Thoughts Resources mentioned in this episode Dario Amodei's essay, 'Machines of Loving Grace': https://darioamodei.com/machines-of-loving-graceBen Thompson's Stratechery: https://stratechery.comProject Glasswing (Anthropic's restricted Mythos access program): https://www.anthropic.com/glasswingEric Ries on The Startup Podcast: https://youtu.be/HQ7cP1lGyiM The Pact Honor the Startup Podcast Pact! If you have listened to TSP and gotten value from it, please: Follow, rate, and review us in your listening app Secure your official TSP merchandise at https://shop.tsp.show/ Follow us on YouTube for full video episodes: https://www.youtube.com/@startup-podcast Give us a public shout-out on LinkedIn or anywhere you have a social media following Key links This episode of the Startup Podcast is sponsored by .tech domains. Forget weird prefixes and creative misspellings; the availability for .tech domains is simply way better than .com. For a clean name that highlights your tech credentials, get a .tech domain at your favorite registrar. This episode of the Startup Podcast is sponsored by Vanta. Vanta helps businesses get and stay compliant by automating up to 90% of the work for the most in demand compliance frameworks. With over 200 integrations, you can easily monitor and secure the tools your business relies on. For a limited time offer of US$1,000 off, go to ⁠⁠⁠⁠https://⁠www.vanta.com/tsp⁠⁠⁠⁠⁠ The Startup Podcast website: https://www.tsp.show/episodes/ Learn more about Chris and Yaniv Work 1:1 with Chris: http://chrissaad.com/advisory/ Follow Chris on Linkedin: https://www.linkedin.com/in/chrissaad/ Follow Yaniv on Linkedin: https://www.linkedin.com/in/ybernstein/ Producer: Justin McArthur https://www.linkedin.com/in/justin-mcarthur Assistant Producer: Steph Hefferan https://www.linkedin.com/in/steph-heff/ Intro Voice: Jeremiah Owyang https://web-strategist.com/

    52 min
  3. How to fix a 'broken industry' (w/ Brandon Weber – Nava Benefits, VTS, Hightower)

    Jun 8

    How to fix a 'broken industry' (w/ Brandon Weber – Nava Benefits, VTS, Hightower)

    Every founder gets a version of the same advice: don't pick a fight with an entrenched industry. The incumbents have the relationships, the regulatory cover, the deep pockets - you'll bleed out trying. But some of the most interesting companies of the last decade were built ignoring that advice, winning over markets that were nearly impenetrable. In this episode, Yaniv Bernstein is joined by Brandon Weber - co-founder and CEO of Nava Benefits, a Series C-funded AI-powered health benefits brokerage. Before Nava, Brandon co-founded Hightower, a commercial real estate startup that merged with VTS and went on to run over half of all office buildings in the United States. Brandon has now done this twice in two completely different industries, and has developed a repeatable playbook for breaking into entrenched markets and using AI as a structural advantage. Yaniv and Brandon dig into what actually makes a market 'broken', why the entry point needs to be far narrower than most founders think, and how to build the conviction to keep going when a thousand people tell you it won't work.  In this episode, you will: Understand the 'burning platform' signal - what makes a market 'broken', but worth spending a years breaking intoLearn why your entry point needs to be far narrower than feels comfortable, and how Brandon went from targeting 'the health insurance market' to 'employers with 50-500 employees who can't afford a dedicated benefits team'Hear why 'disrupting from within' is often smarter than disrupting head-on - and how Nava built a broker-shaped entity that the industry's immune system couldn't rejectDiscover how to design a human-AI system (what Brandon calls a 'cybernetic' service model) where agents handle 80-85% of the work and licensed professionals operate at the top of their license Timestamps 00:00 Coming Up… 00:45 On Today's Show: Brandon Weber on Fixing Broken Industries 01:43 How To Spot Broken Markets 03:59 Why Most Healthcare Startups Fail (Distribution) 05:35 Lessons From Building Hightower and VTS 08:41 How Do We Think Smaller? Finding the 'Narrow Wedge' 10:57 What It Means To 'Disrupt From Within' 16:53 Choosing the ICP 18:35 The Innovator's Dilemma and Moving Upmarket 22:57 Scaling with AI: A Business in Two Phases 26:29 Service as a Software 34:02 Attract and Hire Industry Insiders 36:44 When to Acquire 39:06 Closing Advice Resources mentioned in this episode Nava Benefits (Brandon's company): https://www.navabenefits.comGary Lo's previous TSP episode: https://youtu.be/jtMgd7Nv_HYThe Innovator's Dilemma by Clayton Christensen (framework discussed at length): https://www.amazon.com/Innovators-Dilemma-Revolutionary-Change-Business/dp/0062060244 The Pact Honor the Startup Podcast Pact! If you have listened to TSP and gotten value from it, please: Follow, rate, and review us in your listening app Secure your official TSP merchandise at https://shop.tsp.show/ Follow us on YouTube for full-video episodes: https://www.youtube.com/@startup-podcast Give us a public shout-out on LinkedIn or anywhere you have a social media following Key links This episode of the Startup Podcast is sponsored by .tech domains. Forget weird prefixes and creative misspellings; the availability for .tech domains is simply way better than .com. For a clean name that highlights your tech credentials, get a .tech domain at your favorite registrar. The Startup Podcast website: https://www.tsp.show/episodes/ Learn more about Chris and Yaniv Work 1:1 with Chris: http://chrissaad.com/advisory/ Follow Chris on Linkedin: https://www.linkedin.com/in/chrissaad/ Follow Yaniv on Linkedin: https://www.linkedin.com/in/ybernstein/ Producer: Justin McArthur https://www.linkedin.com/in/justin-mcarthur Assistant Producer: Steph Hefferan https://www.linkedin.com/in/steph-heff/ Intro Voice: Jeremiah Owyang https://web-strategist.com/

    43 min
  4. Why Gary Lo's product strategy has evolved in the era of DIY software

    Jun 1

    Why Gary Lo's product strategy has evolved in the era of DIY software

    What if writing software became as easy as taking a selfie? This episode, Yaniv Bernstein sits down with Gary Lo - founder of OpenBA and one of the sharpest AI-and-startups thinkers Yaniv knows - to discuss the concept of 'selfie software': disposable, hyper-personal, AI-generated tools that anyone can create for themselves, with no hand-written code. AI-generated tools like these are changing the startup landscape. While founders now have more tools at their disposal, it's now necessary than ever to create a product that truly disrupts the market. Gary and Yaniv discuss all of this and more, likening Claude and ChatGPT to Windows and Mac, and exploring what this tech landscape means if you're building a software startup today. In this episode, you will: Understand the 'selfie software' concept: why AI is making software disposable, personal, and low-stakes, and what that means for the market you're building in Learn why AI platforms are forcing startups to rethink whether they should build on their own infrastructure or embed into Claude and ChatGPT instead Hear Gary's 'burn it down' exercise: how to identify which parts of your product are genuinely defensible, and which will simply catch fire in the next AI wave Understand why software engineering isn't dead, but the problems worth solving with it have fundamentally shifted Timestamps 00:00 Coming Up... 01:09 On Today's Show: Gary Lo on 'Selfie Software' 02:48 About Gary 03:16 How 'Hyper-Personalized' AI Is Like Photography 05:36 Gary's Real Estate Workflow (OpenBA) 07:29 Defining 'Selfie Software': Why Custom Tools Win 10:33 So... Is It Bad Software? 13:29 'Can’t You Just Add This One Thing...' 15:30 When Personalization Becomes Bloat 17:42 Working In-App with Anthropic and OpenAI APIs 20:29 Token Economics and Moats 25:28 Microsoft's Lessons in Platform Power 30:27 But What If Anthropic Comes For My Vertical? 32:48 How Open Source Keeps AI in Check 35:18 Unlearning and Rebuilding 39:05 Gary's 'Burn It Down' Test 44:01 Is Software Engineering Dead? (No.) 50:17 Closing Thoughts Resources in this episode Gary Lo's previous TSP episode (on OpenClaw and Claude Cowork): https://youtu.be/V3YFghiy8p0  Garry Tan's gstack: https://github.com/garrytan/gstack  Andrej Karpathy on Software 2.0: https://karpathy.medium.com/software-2-0-a64152b37c35  Vera (Yaniv's startup, AI-supported guidance for people caring for ageing parents): https://vera.guide The Pact Honor the Startup Podcast Pact! If you have listened to TSP and gotten value from it, please: Follow, rate, and review us in your listening app Secure your official TSP merchandise at https://shop.tsp.show/ Follow us here on YouTube for full-video episodes: https://www.youtube.com/channel/UCNjm1MTdjysRRV07fSf0yGg Give us a public shout-out on LinkedIn or anywhere you have a social media following Key links This episode of the Startup Podcast is sponsored by .tech domains. Forget weird prefixes and creative misspellings; the availability for .tech domains is simply way better than .com. For a clean name that highlights your tech credentials, get a .tech domain at your favorite registrar. This episode of the Startup Podcast is sponsored by Vanta. Vanta helps businesses get and stay compliant by automating up to 90% of the work for the most in demand compliance frameworks. With over 200 integrations, you can easily monitor and secure the tools your business relies on. For a limited time offer of US$1,000 off, go to ⁠⁠⁠⁠https://⁠www.vanta.com/tsp⁠⁠⁠⁠⁠  The Startup Podcast website: https://www.tsp.show/episodes/ Learn more about Chris and Yaniv Work 1:1 with Chris: http://chrissaad.com/advisory/ Follow Chris on Linkedin: https://www.linkedin.com/in/chrissaad/ Follow Yaniv on Linkedin: https://www.linkedin.com/in/ybernstein/ Producer: Justin McArthur https://www.linkedin.com/in/justin-mcarthur Assistant Producer: Steph Hefferan https://www.linkedin.com/in/steph-heff/ Intro Voice: Jeremiah Owyang https://web-strategist.com/

    53 min
  5. Author Eric Ries (The Lean Startup) on how to build an incorruptible company

    May 25

    Author Eric Ries (The Lean Startup) on how to build an incorruptible company

    Most founders set out to build something that matters: a company that’s aligned with their mission, now and forever. But what if the very systems we use to build ‘real’ companies are the thing that corrupts them? In this episode, Yaniv Bernstein is joined by Silicon Valley legend Eric Ries author of the era-defining 'The Lean Startup', founder of the Long-Term Stock Exchange, and now the author of a provocative new book, 'Incorruptible: Why Good Companies Go Bad and How Great Companies Stay Great'. Eric makes the case that corruption is a structural problem, rather than a failing of the people themselves. He walks Yaniv through the ‘financial gravity’ that pulls good companies away from their founders' purpose, and the governance ‘fortresses’ that a small handful of outlier companies (from Costco to Novo Nordisk to Anthropic) have used to stay great. In this episode, you will: Understand ‘financial gravity’ - the force that degrades values, corrupts economic decisions, and reduces long-term outcomes Learn the legend of Sol Price (the father of modern retail behind Costco), and why treating margins as a liability rather than a virtue can be a source of enduring strength Explore the ‘industrial foundation’ model behind century-old giants like Novo Nordisk and Zeiss, and why companies with this structure are roughly 6x more likely to survive to year 50 Hear how Anthropic's Long-Term Benefit Trust shaped its trajectory, and why in the age of AI, trustworthiness is the single most valuable corporate asset Timestamps 00:00 Coming Up... 01:06 On Today's Show: Eric Ries, author of The Lean Startup and Incorruptible 02:41 From 'The Lean Startup' to 'Incorruptible': Why Governance Matters 04:13 The Two Mysteries 05:45 Case Study: Sol Price and FedMart 08:58 The Shareholder Primacy Trap 14:04 Costco's Governance Fortress 16:50 Founder Control vs VCs 19:33 Why Markets Punish Your Mission 21:30 Novo Nordisk's Foundation Model 26:35 Anthropic and AI Trust 29:37 Governance in Action Today 31:54 Doing the Right Thing 33:27 Goodhart's Law and Customer Service Metrics 38:36 Why 'Harder Is Easier' 39:02 Costco's Hotdog Promise 41:55 Mission Lock Structures 43:32 Pitching Investors, Leverage and the Fundraising Decision Tree 49:33 HBO's Silicon Valley and 'Minimum Viable Product' 53:57 Closing Thoughts & Book Plug Resources mentioned in this episode 'Incorruptible: Why Good Companies Go Bad... and How Great Companies Stay Great' by Eric Ries: https://www.incorruptible.co/ 'The Lean Startup' by Eric Ries: https://theleanstartup.com/book Long-Term Stock Exchange (LTSE): https://ltse.com/ 'Skin in the Game' by Nassim Nicholas Taleb: https://www.amazon.com/Skin-Game-Hidden-Asymmetries-Daily/dp/0425284646 Mark Cuban's Cost Plus Drugs: https://costplusdrugs.com/ The Pact Honor the Startup Podcast Pact! If you have listened to TSP and gotten value from it, please: Follow, rate, and review us in your listening app Secure your official TSP merchandise at https://shop.tsp.show/ Follow us here on YouTube for full-video episodes: https://www.youtube.com/channel/UCNjm1MTdjysRRV07fSf0yGg Give us a public shout-out on LinkedIn or anywhere you have a social media following Key links This episode of the Startup Podcast is sponsored by .tech domains. Forget weird prefixes and creative misspellings; the availability for .tech domains is simply way better than .com. For a clean name that highlights your tech credentials, get a .tech domain at your favorite registrar. The Startup Podcast website: https://www.tsp.show/episodes/ Learn more about Chris and Yaniv Work 1:1 with Chris: http://chrissaad.com/advisory/ Follow Chris on Linkedin: https://www.linkedin.com/in/chrissaad/ Follow Yaniv on Linkedin: https://www.linkedin.com/in/ybernstein/ Producer: Justin McArthur https://www.linkedin.com/in/justin-mcarthur Assistant Producer: Steph Hefferan https://www.linkedin.com/in/steph-heff/ Intro Voice: Jeremiah Owyang https://web-strategist.com/

    57 min
  6. FEED DROP: Could AI Make Capitalism Better? Henrik Werdelin Is Optimistic (from FAFO with Dan Blumberg)

    May 21 ·  Bonus

    FEED DROP: Could AI Make Capitalism Better? Henrik Werdelin Is Optimistic (from FAFO with Dan Blumberg)

    This is a bonus feed drop from Dan Blumberg's podcast 'Future Around and Find Out' (FAFO), winner of the 2026 Webby Award for Best Technology Podcast. If you like what you hear, check out FAFO at https://www.futurearound.com/ Original description: Henrik Werdelin is one of my favorite entrepreneurs. He’s founded and incubated several unicorns, most notably BARK, the dog happiness company. Henrik himself is a pretty happy guy — an optimistic guy who likes to ask what could go right? — and on the day we recorded (a few months ago as I was squirreling away interviews for the podcast relaunch), he helped me see through some future of tech gloom I was feeling. I honestly can’t even remember what Trump+tech hellscape we were living through that week, but I do remember that Henrik put me in a better mood. I think he’ll do the same for you, no matter how you’re feeling. 🤗 Henrik believes AI could be a massive force for good. That it could bring forth a whole new — a better! — form of capitalism. He writes about this is in his latest book, Me, My Customer, and AI. He points to those (like Henry Ford) who took advantage of electricity by making drastic, not incremental, changes to how the build things. Our conversation pairs nicely with my recent episode with Azeem Azhar, who said the AI winners will “come from odd places”, as they have in previous tech transformations. Here’s more of what Henrik and I cover: His concept of "relationship capital"—the moat AI can't clone—and why the companies that win next will be defined by who they serve, not what they makeThe three components of relationship capital: intensity, community, and durabilityThe "it sucks that" method for finding problems worth solving (he took it to a fifth grade class; the teacher was not thrilled)His vision for the "headless", agentic web, where your startup's MVP is a group of agents, not an appThe wildly practical AI tools he's built just for himself: a custom CRM that searches by vibes not names, a newsletter bot tuned to his quarterly goals, and an agent that handled his visa paperwork while he was in a meetingWhy entrepreneurial skills—agency, narrative, resourcefulness—are the ultimate career insurance, whether you start a company or notThe absolutely ridiculous story of how a prank on a cruise ship led to him meeting his BARK co-founder in a heart-shaped bedChapters (01:43) - Two Futures: AI Bad vs. AI Really, Really Good(05:44) - Why Positivity Is Actually the Riskier Bet(09:05) - Electricity, AI, and the Rise of Relationship Capital(11:12) - The Three Components of Relationship Capital(14:20) - "It Sucks That" — The Best Way to Find a Real Problem(19:22) - The Headless Future and Minimum Viable Agents(22:40) - N-of-One Software: Building Tools Just for Yourself(26:48) - Henrik's Custom Newsletter Bot and AI-Powered CRM(30:59) - Warp, Obsidian, and Letting Agents Loose on Your Computer(34:45) - Entrepreneurial Skills as Career Insurance(36:53) - The Heart-Shaped Bed: How Henrik Met His BARK Co-Founder Credits for The Startup Podcast: Follow Chris on Linkedin: https://www.linkedin.com/in/chrissaad/Follow Yaniv on Linkedin: https://www.linkedin.com/in/ybernstein/Producer: Justin McArthur https://www.linkedin.com/in/justin-mcarthurAssistant Producer: Steph Hefferan https://www.linkedin.com/in/steph-heff/

    39 min
  7. The Science of Scaling: Using data to scale your startup perfectly w/ Mark Roberge

    May 18

    The Science of Scaling: Using data to scale your startup perfectly w/ Mark Roberge

    Most founders treat 'scale' like a switch you flip after raising a round: hire 14 reps, 10x the ad spend, and pray. About half scale too early and burn the runway, while the other half scale too late and get caught by a more aggressive competitor. Almost nobody can tell you, in measurable terms, when they're actually ready. In this episode, Yaniv Bernstein is joined by Mark Roberge - founding CRO at HubSpot (where he scaled the company from $0 to $100M ARR), senior lecturer at Harvard Business School, cofounder of Stage 2 Capital, and author of the new book 'The Science of Scaling'. Mark walks Yaniv through his impressive data-driven framework for scaling that he's spent a decade refining, covering how to objectively define product-market fit, why customer retention is the only honest measure of PMF, and how to instrument a Leading Indicator of Retention you can act on in week one. In this episode, you will: Learn why retention is the only honest measure of product-market fit, and why most founders are flying blind without it Discover Mark's framework for building a Leading Indicator of Retention (LIR) you can measure in week one, using Slack, HubSpot, and Facebook as worked examples Hear Mark coach Yaniv through Vera's LIR in real time, and pick up a repeatable method for designing one for your own business Learn the 'Stay/Go/Slow' model for pacing hires and spend post-raise, and why startups should reassess monthly or quarterly rather than locking in an annual plan Get Mark's take on why 'paranoid optimism' is the trait that correlates most strongly with founder success, and the link between that trait and founder mental health Timestamps 00:00 Coming Up 00:26 On Today's Show: The Science of Scaling 01:47 Guest Intro: Mark Roberge 02:31 Why Scaling Needs Data 04:20 Eric Ries and Product Market Fit 06:56 Retention as a North Star 10:15 What Makes a Good Leading Indicator? 15:00 Case Study: Vera (Yaniv's Startup) 17:41 Choosing Frequency and Event 23:55 Instrumenting and Unique Value 31:12 Blitzscaling and Defining PET 34:41 ICP Denominator Rules 37:28 Segmenting By Product 40:40 Go To Market Fit 45:25 Dealing with Revenue-Focused Investor Pressure 50:33 The Pace of Scaling 56:07 About the Book, The Science of Scaling 57:45 Founder Mental Health 01:02:28 Closing Thoughts Resources in this episode: Mark Roberge on LinkedIn: https://www.linkedin.com/in/markroberge/ ‘The Science of Scaling: Using Data to Decide When — and How Fast — to Scale Revenue’ by Mark Roberge: https://www.amazon.com/Science-Scaling-Revenue-Mark-Roberge/dp/1394319428 Stage 2 Capital (Mark's B2B SaaS-focused venture firm): https://www.stage2.capital/ Vera (Yaniv's startup): https://vera.guide/ The Pact Honor the Startup Podcast Pact! If you have listened to TSP and gotten value from it, please: Follow, rate, and review us in your listening app Follow us on YouTube for full-video episodes: https://www.youtube.com/@startup-podcast Give us a public shout-out on LinkedIn or anywhere you have a social media following Key links This episode of the Startup Podcast is sponsored by .tech domains. Forget weird prefixes and creative misspellings; the availability for .tech domains is simply way better than .com. For a clean and memorable name, go to https://⁠get.tech/tsp This episode of the Startup Podcast is sponsored by Vanta. Vanta helps businesses get and stay compliant by automating up to 90% of the work for the most in demand compliance frameworks. With over 200 integrations, you can easily monitor and secure the tools your business relies on. For a limited time offer of US$1,000 off, go to ⁠⁠⁠⁠https://⁠www.vanta.com/tsp⁠⁠⁠⁠⁠  The Startup Podcast website: https://www.tsp.show/episodes/ Follow Yaniv on Linkedin: https://www.linkedin.com/in/ybernstein/ Producer: Justin McArthur https://www.linkedin.com/in/justin-mcarthur Assistant Producer: Steph Hefferan https://www.linkedin.com/in/steph-heff/ Intro Voice: Jeremiah Owyang https://web-strategist.com/

    1h 5m
  8. Refounding: Why this $80m founder quit as CEO, and what it says about the future of startups

    May 11

    Refounding: Why this $80m founder quit as CEO, and what it says about the future of startups

    In 2026, startups age like milk. Josh Foreman's solution is a radical one - step down as CEO, go back to basics, and refound the whole company.  Yaniv Bernstein discusses this decision with Josh, founder and (for now) CEO of InDebted - the AI-native debt resolution business he scaled to an $80M revenue run rate, a Series C raise, and operations across 8 markets. Just days before recording, Josh publicly announced he's hiring a new CEO so he can step back into the business as a hands-on operator and refound the company for the agentic AI era. In this conversation, Josh and Yaniv discuss 'refounding' in practice, what it takes to rebuild the company's processes from the ground up, and why technical founders who don't go back on the tools right now are setting themselves up to be outbuilt by a smaller, faster, leaner version of themselves. In this episode, you will: Learn why Josh believes the highest-leverage role for a technical founder in 2026 is no longer CEO, and how to structure a founder-CEO partnership that actually works Understand why 'feature patching' an established business is a losing strategy, and what it really means to rebuild your company function-by-function from a clean slate Discover how revenue-per-employee has become the metric that matters most when raising capital and competing with AI-native upstarts Hear why services-as-software and performance-fee models are suddenly the bull case for investors who hated them 12 months ago - and why the SaaS seat fee is on the way out Find out what it looks like to unbundle your product into agent-ready primitives, and why owning the eval for a narrow domain may be a bigger moat than your full-stack UI Timestamps 00:00 Coming Up: Refounding 00:41 Josh Foreman, CEO (for now) 01:41 What Refounding Means 04:53 Rebuilding the Factory 07:38 Bringing the Team Along 10:51 No Choice but Change 14:56 Aligning the Board and Investors 16:52 Putting Founders Back on the Tools 26:24 'Corporate Ozempic' Shrinking Teams 32:57 Unbundling and Products for Agents 38:39 Hiring a CEO When Refounding 44:11 Closing Thoughts Mentioned in this episode Josh Foreman on LinkedIn: https://www.linkedin.com/in/joshforeman/ InDebted: https://www.indebted.co/ Scott Galloway on 'Corporate Ozempic': https://www.profgalloway.com/corporate-ozempic/ Surviving the AI SaaSpocalypse with Scotty Allen: https://youtu.be/j84LF4aru8I  'Paranoid Optimism' with Yaniv: https://youtu.be/FGqbdzr0-PM  The Pact Honor the Startup Podcast Pact! If you have listened to TSP and gotten value from it, please: Follow, rate, and review us in your listening app Secure your official TSP merchandise at https://shop.tsp.show/ Follow us here on YouTube for full-video episodes: https://www.youtube.com/channel/UCNjm1MTdjysRRV07fSf0yGg Give us a public shout-out on LinkedIn or anywhere you have a social media following Key links This episode of the Startup Podcast is sponsored by .tech domains. Forget weird prefixes and creative misspellings; the availability for .tech domains is simply way better than .com. For a clean name that highlights your tech credentials, get a .tech domain at your favorite registrar. The Startup Podcast website: https://www.tsp.show/episodes/ Learn more about Chris and Yaniv Work 1:1 with Chris: http://chrissaad.com/advisory/ Follow Chris on Linkedin: https://www.linkedin.com/in/chrissaad/ Follow Yaniv on Linkedin: https://www.linkedin.com/in/ybernstein/ Producer: Justin McArthur https://www.linkedin.com/in/justin-mcarthur Assistant Producer: Steph Hefferan https://www.linkedin.com/in/steph-heff/ Intro Voice: Jeremiah Owyang https://web-strategist.com/

    45 min
4.9
out of 5
39 Ratings

About

Advice for founders and entrepreneurs who want to build disruptive startups like they do in Silicon Valley. Not another interview podcast: concrete tips and masterclasses on what founders need to know: raising Venture Capital, strategy, product, marketing, growth, and more. A guide to the unique mindset and approach that drives Silicon Valley style disruption. Hosts Chris Saad and Yaniv Bernstein share practical advice based on decades of experience at Google, Uber, and their own startups.

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