Episode #83: Tony Fadell on Building Products That Last, SAFE Adjusted TVPI, Kirkland's $500M AI Bet
E83 • Jun 11, 2026 • 21 minsThis week we featured Tony Fadell's interview with Lenny Rachitsky, covering how great products are built with pain at the center and why fast software is the new fast fashion. We also dig into Hunter Walk's practical framework for how early-stage VCs should communicate SAFE note markups to their LPs. And we close out with Reuters' reporting on Kirkland and Ellis committing $500 million to build a fully proprietary AI platform, and what that signals about where the legal industry is heading.
Episode #82: What Will Be Scarce in an AI World, The Real Cost of Vibe Coding, The End of the Software Engineer
E82 • Jun 4, 2026 • 24 minsThis week on The Learning Corner, economist Alex Imas makes a counterintuitive case that AI will not eliminate human labor but instead relocate scarcity toward a "relational sector" of nurses, teachers, craftspeople, and care workers where human presence is the product itself. Lisa Kostova shares one of the most honest accounts of vibe coding gone wrong, arriving at a major conference with 40 ready buyers and a product too broken to sell. We close with Boris Cherny, creator of Claude Code at Anthropic, who argues the title of software engineer is dissolving but predicts 100 times more people will be writing code in the near future. Three reads, one big question: what does human work actually look like in an AI economy?
Episode #81: Does Your Boss Have AI Brain?, Career Bets That Compound, Too Much Is Happening Too Fast
E81 • May 28, 2026 • 28 minsThis week on The Learning Corner, we dig into Rachel Karten's viral piece on AI-obsessed leadership and what happens when organizations adopt AI without any real strategy. We then discuss Karan Dhir's framework for career bets that actually compound versus the ones that just look like progress, including a debate on whether the AI era has quietly rehabilitated the generalist. We close with Charlie Warzel's Atlantic piece on AI malaise and whether the anxiety around AI is actually a geography problem more than a technology one.
Episode #80: Narrative Above All, The Job Market Signal Collapsed, IC Work Is the New Career Flex, OpenAI Files for IPO
E80 • May 21, 2026 • 21 minsThis week on The Learning Corner, Charles and Mia discuss a good read explaining why the quiet builder playbook is no longer enough and why founders must now own their narrative to win. They dive into a provocative take on the job market arguing the signal collapsed, not the opportunities, and what that means for the next generation of candidates. They also explore the rise of the High-Impact Individual Contributor and how AI is reshaping career paths at every level. Plus a quick flash on OpenAI's reported plans to file for IPO as early as September at a valuation of up to one trillion dollars.
Episode #79: Networking Is Mostly Cope, AI Is Changing What Skills Matter, CEO AI Psychosis
E79 • May 14, 2026 • 20 minsThis week on The Learning Corner, we open with an argument on why traditional networking culture is mostly negative selection and why broadcasting your work publicly is the stronger play. We then dig into why AI is making the "what" of your work more important than the "how," and which skills actually become load-bearing in that world. We close on a sobering piece about AI psychosis spreading through executive suites, the sycophancy loop baked into AI tools, and what it means when the feeling of running a massive organization is completely disconnected from what is actually shipping.
Episode #78: Owning Your AI Agents, When Your VC Leaves, Are You Actually AI-Native?
E78 • May 7, 2026 • 23 minsThis week on The Learning Corner, Charles and Mia dig into who actually owns the AI agents you build at work and whether you can take them with you when you leave. They unpack what happens to a founder's standing inside a VC firm when their partner walks out the door, and why that moment is really the start of a new fundraise. They close with a sharp framework for separating companies that are truly AI-native from those just using better autocomplete. Three great reads, one tight conversation.
Episode #77: The Broken Seed Model, YC's Revenue Honesty Rules, China Blocks Meta's Manus Deal
E77 • Apr 30, 2026 • 18 minsThis week on The Learning Corner, Charles and Mia dig into Lucas Vaz's viral thread arguing that the era of easy, low-priced, diversified venture investing is over and that seed fund math is fundamentally broken. They also break down Garry Tan and YC's official guidance on why founders need to stop conflating LOIs, GMV, and ARR before it costs them investor trust. The episode closes on China's decision to block Meta's $2 billion acquisition of Manus AI and what it signals about the closing window for cross-border AI deals.
Episode #76: My Biggest Founder Regret, Fundamental Truths in VC, SpaceX Cursor Partnership
E76 • Apr 23, 2026 • 20 minsThis week on The Learning Corner, Manny Medina, co-founder of Outreach, shares his biggest regret as a founder and why he believes killing your competition is the actual job description of a VC-backed founder. Samir Kaji breaks down his fundamental truths in venture capital today, touching on the widening barbell between large and small firms, ARR reporting concerns, and honest uncertainty around AI. We close with the bombshell SpaceX and Cursor partnership announcement, unpacking what a $60 billion acquisition option and a million H100 equivalent supercomputer really signals about where the AI arms race is headed.
Episode #75: Domain Expertise in Vertical AI, The Changing Math of Seed Investing, A Generation of Cheaters
E75 • Apr 16, 2026 • 19 minsThis week we are diving into whether domain expertise is becoming more important in Vertical AI, not less, breaking down new data from The Euclid Ventures team that challenges the narrative that youth and technical ability are all you need to build a winning company. We then get into Micah Rosenbloom's breakdown of seed valuation inflation and what it means for early stage return math in today's market. We close on Kyla Scanlon's piece on AI and academic cheating, and what it really signals about the generation of workers and founders entering the workforce.
Episode #74: Round Names Are Dead, How To Ask For Advice, Private Wealth Goes Direct
E74 • Apr 9, 2026 • 21 minsThis week on The Learning Corner, Mia and Charles dig into a piece by Ashley Smith of Vermilion Cliffs Ventures on why seed round names have become essentially meaningless, with YC Demo Day valuations hitting $40M post for companies with eight weeks of runway. They then unpack Auren Hoffman's sharp and practical breakdown of how to actually ask for advice without wasting people's time, and why closing the loop is the most underrated relationship builder in your network. The episode closes on a major structural shift in venture: family offices and private wealth firms cutting out VC middlemen and going directly into startups, as covered in a recent TechCrunch Equity episode. Tune in for a conversation spanning venture pricing, shifting capital dynamics, and the soft skills that still matter in a world full of AI answers.
Episode #73: Startups Need Better Stories, The Value-Add LP Era, Agile Funding Is Back
E73 • Apr 2, 2026 • 20 minsThis week on The Learning Corner, Ashley Mayer makes the case that tech's biggest players have forfeited the narrative and it is now up to startup founders to give people a reason to root for the future. Pavel Prata at Murph Capital argues that the value-add model that transformed venture is now playing out one layer up at the LP level, and most allocators haven't caught up yet. We also dig into Jenny Fielding's take on the return of agile funding and whether stacking small SAFEs in an AI-driven world is a founder-friendly evolution or a short-term optimization with long-term consequences. All that and more on this week's episode.
Episode #72: Delve's Compliance Fraud, Has Startup Advice Ever Worked, OpenAI Refocuses
E72 • Mar 26, 2026 • 21 minsThis week we cover the explosive whistleblower exposé on Delve, a YC-backed compliance startup accused of fabricating audit evidence and leaving hundreds of clients unknowingly exposed to legal liability. We then dig into Jerry Neumann's "We Have Learned Nothing," a data-backed argument that decades of startup frameworks have produced no measurable improvement in whether companies actually succeed. We close with the Wall Street Journal's reporting on OpenAI's major strategic pivot away from its "do everything" approach to refocus on coding and enterprise, and what that signals about competition with Anthropic.
Episode #71: Symbolic Capitalism and the Attention Game, Token Output as a Performance KPI, Choosing Your Intellectual Shoulders
E71 • Mar 19, 2026 • 23 minsThis week on The Learning Corner, Om Malik makes the case that reputation and perceived authority now convert faster than financial capital, and that the tech ecosystem has fully internalized that game. We then dig into a provocative LinkedIn post from CRV's Reid Christian, where CEOs are starting to build token output per month into formal performance reviews as a core KPI. We close with a thoughtful piece from Deciens on intellectual lineage and why choosing whose shoulders you stand on is one of the highest leverage decisions a founder or investor can make. Three reads, one tight conversation.
Episode #70: The VC Returns Suck Narrative, Venture's Nifty Fifty Moment, The Four Approaches to Early Stage Venture
E70 • Mar 12, 2026 • 20 minsThis week on The Learning Corner, Micah Rosenbloom from Founder Collective challenges the viral narrative that VC returns suck and asks whether we are all just spinning data to fit our own models. Jeff Weinstein draws a striking parallel between today's AI funding frenzy and the Nifty Fifty stocks of the 1970s, arguing that being right about a company has never been enough if you are wrong about the price. Rob Go at NextView rounds things out with a sharp framework breaking down the four approaches to early stage venture and what the real failure mode looks like for each. Three great reads with a lot to unpack across all of them.
Episode #69: Anthropic's Safety Reckoning, Jack Dorsey Cuts Block in Half, The Venture Consensus Addiction
E69 • Mar 5, 2026 • 22 minsThis week on The Learning Corner, Mia and Charles unpack the resignation letter of an Anthropic safety researcher who walked away from one of the most valuable companies in the world, alongside Anthropic quietly walking back its flagship safety commitment. They then dig into Jack Dorsey's decision to cut Block's workforce nearly in half, not because the business is struggling, but because he believes AI has fundamentally changed what it means to build a company. They close with a sharp LinkedIn post from Euclid Ventures GP Nic Poulos making the case that the venture industry has developed a consensus addiction, and the return data to back it up is hard to ignore.
Episode #68: The 2028 AI Crisis Memo, Rethinking Series A, 2021 Founders Hitting Reset
E68 • Feb 26, 2026 • 21 minsThis week we dig into the viral Citrini Research "2028 Global Intelligence Crisis" memo, a scenario written from the future that rattled public markets and sparked a real conversation about what happens when AI works exactly as promised. We also highlight a great StrictlyVC Download episode with Stacy Brown-Philpot, founder of Cherryrock Capital, on what it takes to win at Series A in today's market. We close with a LinkedIn post from Alex Pall of Mantis Venture Capital on 2021-vintage founders hitting a first-principles reset in the age of AI.
Episode #67: Always In The Office, Bubbles vs. Balloons, Tool Shaped Objects
E67 • Feb 19, 2026 • 27 minsThis week we're joined by a special guest, Ariana Ferwerda, CEO and co-founder of Halfdays, a women's ski and outdoor wear brand, to discuss her piece on why her team will always be in the office and the inflection points that brought them from remote to fully in-person. Then, Charles and Mia dig into Kanyi Maqubela's "Bubbles and Balloons," which argues the 2021 market wasn't a bubble but a slow deflation, and whether the AI boom is simply re-inflating the same balloon. They close with Will Manidis' "Tool Shaped Objects," a sharp response to viral AI doom content that challenges whether the current AI infrastructure boom is producing real productivity or just the feeling of it.
Episode #66: AI Fatigue Is Real, Patient Capital Will Eat VC, Building a GP Reference List
E66 • Feb 12, 2026 • 23 minsThis week on The Learning Corner, Mia and Charles unpack why AI is making engineers more productive but more exhausted, exploring the hidden cost of constant tool evaluation and "thinking atrophy." They then dig into a provocative argument that venture capital's traditional model is fundamentally breaking down and why the future looks more like permanent capital than ten year fund structures. Finally, they walk through Julia Maltby's tactical guide on building a GP reference list that actually closes LPs, including why your best reference might be a founder from a deal that didn't work out.
Episode #65: I See Dead VCs, Tech Media Echo Chambers, VC-Backed Startups' Status Collapse
E65 • Feb 5, 2026 • 26 minsThis week features Beezer Clarkson from Sapphire Partners discussing her analysis on venture's first substantial firm contraction in 20+ years, with fewer than half of existing VC firms actively investing. We examine Om Malik's critique of access journalism dominating tech media, where velocity trumps substance. Finally, Michael Dempsey's essay argues that VC-backed startups have undergone the same status collapse as investment banking, becoming the unremarkable default path for ambitious talent rather than a signal of contrarian vision.
Episode #64: Hubristic Fundraising's Hidden Costs, VCs Can't Win Talent, SaaS Death Greatly Exaggerated
E64 • Jan 29, 2026 • 21 minsThis week we discuss Jason Lemkin's analysis of Brex's $5.15B exit and how hubristic fundraising creates impossible success benchmarks, Auren Hoffman's controversial claim that VCs overpromise their ability to help with hiring in today's AI talent war, and Saanya Ojha's defense of SaaS business models against claims of obsolescence. We explore why massive valuations attract mercenaries over missionaries, whether venture capital firms can truly move the needle on talent acquisition, and how vendor fatigue and data moats protect incumbents from AI disruption. Join us as we challenge conventional wisdom on fundraising strategy, investor value-add, and the future of enterprise software.



