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1:13:48EN
Unsupervised Learning: With Jacob Effron· Jul 16, 2026PodcastCarriers Spend $200 Billion a Year. The Money Went Up the StackHost Jacob EffronBenedict Evans tells Jacob Effron why analogizing AI to past platforms is a dead end, and why looking at how those platforms actually made money is not.
57:37ENUnsupervised Learning: With Jacob Effron· Dec 10, 2025PodcastThe hot-swap era for models is over, OpenAI's enterprise product chief saysHost Jacob EffronOlivier Godement on GPT-5.1, Codex, enterprise harnesses, and the three practices that actually make AI land inside large companies.
1:16:53ENUnsupervised Learning: With Jacob Effron· Oct 24, 2025PodcastKarpathy Called Today's Models Slop. His Decade Timeline Still Sounds BullishHost Jacob EffronDatology AI's Ari Morcos and Radical Ventures' Rob Toews walk through Karpathy's cold water, OpenAI's dealmaking, and who actually pays for the data-center boom.
42:20ENUnsupervised Learning: With Jacob Effron· Sep 17, 2025PodcastA Name Invented at 2:30 a.m. Put Gemini on Top of the App StoreHost Jacob EffronGoogle's Nicole Brichtova and Oliver Wang on Nano Banana, why image models got smart when language models did, and why a prompt still is not a finished product.
57:31ENUnsupervised Learning: With Jacob Effron· May 22, 2025PodcastThe New Ruler for Models Is How Long They Can WorkHost Jacob EffronOn Claude 4's launch day, Anthropic researcher Sholto Douglas argued that the next phase of AI is less about harder puzzles and more about hours of unsupervised work.
51:19ENUnsupervised Learning: With Jacob Effron· Apr 29, 2025PodcastSal Khan's $15 Tutor Hit 1.4 Million Users. Making Kids Actually Use It Is the ProductHost Jacob EffronThe Khan Academy founder tells Redpoint why an AI tutor still cannot teach most students alone, and why districts are paying $15 a year after an $86 billion tutoring hangover.
35:24ENUnsupervised Learning: With Jacob Effron· Jun 11, 2024PodcastScott Belsky: Models Are Commoditizing. Controls, Data, and Taste Are the MoatHost Jacob EffronAdobe’s chief product officer tells Unsupervised Learning why Project Neo leaking into Firefly, a three-second Premiere extend, and Superhuman-priced software all point to the same shift.
52:41ENUnsupervised Learning: With Jacob Effron· Mar 6, 2024PodcastA Broken Belt Buckle Turned Gucci's Call Center Into a Sales FloorHost Jacob EffronSalesforce AI CEO Clara Shih on Service GPT, Einstein Copilot, and why trust—not cost—is the real bar to enterprise scale.
1:01:47ENUnsupervised Learning: With Jacob EffronPodcastInside Notion AI: Prototypes That Annoy Everyone, Evals Built In-House, and Models Rented from PartnersHost Jacob EffronNotion AI engineer Linus Lee explains how a dozen-person team went from a hotel-room hackathon to Writer, Autofill and workspace Q&A.
1:09:31ENUnsupervised Learning: With Jacob EffronPodcastThe Staircase to an AI Tutor: Connor Wick on Speak, Moats, and Voice-First LearningHost Jacob EffronHow Speak's CEO is building a fluency product one model-capability step at a time, from specialized speech models to evals, pricing, and the future of education.
53:02ENUnsupervised Learning: With Jacob EffronPodcastAdobe's Firefly Bet: A Billion Beta Images, Creative Control, and Trust at ScaleHost Jacob EffronAdobe's Alexandre explains how Firefly moved from research to product, how Adobe balances creative control with generative speed, and why trust and feedback loops are central to its AI strategy.
1:03:24ENUnsupervised Learning: With Jacob EffronPodcastWhy Sora Bet on People, Not Just PixelsHost Jacob EffronThe Sora team explains how a video model became a social creation network, what cameos revealed about human creativity, and why the next frontier is world simulation.
51:30ENUnsupervised Learning: With Jacob EffronPodcastLess Email, Better Thinking: Grammarly’s CEO on AI That Augments CommunicationHost Jacob EffronGrammarly CEO Rahul explains how the company is moving from grammar checks to end-to-end communication assistance—and why evals, user data, and measurable outcomes matter.
1:04:25ENUnsupervised Learning: With Jacob EffronPodcastInside GitHub's Copilot Bet: Agents, Open Source, and Why the Developer Job EnduresHost Jacob EffronGitHub CEO Thomas explains how Copilot went from a research bet to 1.3 million developers, and what agents, fine-tuning and a multi-model world mean for the next five years of software.
57:08ENUnsupervised Learning: With Jacob EffronPodcastShipping Finn: Intercom's Product Playbook for the ChatGPT EraHost Jacob EffronDes Traynor explains how Intercom pivoted to AI, shipped Finn, built guardrails, and turned customer support into a product lab for LLMs.
1:11:47ENUnsupervised Learning: With Jacob EffronPodcastThe Three-Hour Battlefield: Rahul Vohra on Why Email Survives and Agents Will Inherit the InboxHost Jacob EffronSuperhuman's CEO explains how AI features are designed, why email addresses remain company infrastructure, and how agents may federate across the tools professionals live in.
1:09:00ENUnsupervised Learning: With Jacob EffronPodcastThe Meeting Is the Moat: Fireflies.ai’s Path to 16 Million UsersHost Jacob EffronKrish Ramani explains how Fireflies.ai turned AI note-taking into a meeting chief of staff, why he avoids fine-tuning, and how a startup competes with Microsoft, Zoom, and Google.
58:19ENUnsupervised Learning: With Jacob EffronPodcastRunway's Chris Valenzuela on Why Taste Beats Tools in Generative MediaHost Jacob EffronChris Valenzuela, CEO of Runway, explains why generative media is still early, how taste and iteration shape the work, and what has to change before AI media becomes a new art form.
54:05ENUnsupervised Learning: With Jacob EffronPodcastServal's Jake Stout on Outbuilding ServiceNow: Mirror the System of Record, Bet on Code, and Ship Before the Incumbent Can Book a MeetingHost Jacob EffronHow an AI-native employee-support startup attacks a legacy ITSM incumbent with velocity, code-generated workflows and a permissions-first architecture.
50:23ENUnsupervised Learning: With Jacob EffronPodcastOpenAI’s Platform Bet: Where AI Value Accrues, Why Open Source Trails, and When Superintelligence ArrivesHost Jacob EffronPeter Welinder explains OpenAI’s platform strategy, the case for proprietary frontier models over open source, the enterprise hallucination problem, and his speculative timeline for AGI and superintelligence.
44:53ENUnsupervised Learning: With Jacob EffronPodcastLegora's CEO on Building Legal AI That Survives the Next Model ReleaseHost Jacob EffronMax explains how Legora turns fast-moving model capabilities into end-to-end legal work, enterprise adoption, and a durable product strategy.
1:06:22ENUnsupervised Learning: With Jacob EffronPodcastPerplexity's Bet: Search Becomes Answers, and Answers Become a BusinessHost Jacob EffronThe Perplexity CEO explains how a consumer AI search product is built, sequenced, and defended against Google.
1:04:27ENUnsupervised Learning: With Jacob EffronPodcastPeter Deng on Why AI Pricing, Evals and Voice Are Still MisunderstoodHost Jacob EffronA product leader's guide to pricing AI around work, making evals the spec, and why voice and proactive agents are underrated
1:02:15ENUnsupervised Learning: With Jacob EffronPodcastSuno’s CEO Says the Future of Music Is a Conversation, Not a PromptHost Jacob EffronSuno CEO Mikey Shulman explains how AI music is moving from text prompts to co-creation, why music evals are subjective, and what he would build next.