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59:43ENGoose is writing its own pull requests: how Block is trying to save a quarter of the weekCTO Dhanji Prasanna tells Sequoia how an open-source agent, a functional reorg, and a weekly hours-saved metric are turning Block into an AI-first company.
44:49ENCompanies Keep Asking for AI. Then They Send It Back.Agency founder Elias Torres on why businesses freeze at imperfect answers, and why his third startup aims for a billion in revenue with fewer than 100 people.
31:22ENDecagon Prices AI Support by the Conversation. The Market Is Wages.Moderation: Sarah Guo, Elad GilJesse Zhang on six-figure contracts at zero ARR, 60–70% contact-center cuts, and a world where your agent calls the airline’s agent.
16:29ENWhat Anthropic’s 2025 Economic Index Says About AI Adoption and WorkMatthew Berman · Forward FutureMatthew Berman explores Claude usage across tasks, countries and businesses, and considers what uneven adoption could mean for workers and inequality.
58:25ENA construction permit that took four months now takes three minutesModeration: Sarah Guo, Elad GilJared Kushner talks with Sarah Guo and Elad Gil about Affinity Partners, the AI firm BrainCo, and how capital, energy, and Middle East diplomacy now run through AI.
2:03:52ENAI Agents at Work: OpenAI, Factory AI and Box Discuss Building Reliable WorkflowsMatthew Berman, Nick Wentz, Srinivas Narayanan, Matan Grinberg, Aaron Levie · Forward FutureAt BoxWorks in September 2025, leaders discuss enterprise agents, software development and the practical work of evaluating AI systems.
50:00ENCrosby Bills by the Document, Not the Hour, and Turns Contracts Around in Under an HourThe founders of an AI-native law firm explain why they became lawyers with engineers at the next desk instead of shipping legal software, and how deal velocity became the product.
1:14:39ENNick Frosst on Cohere’s Enterprise AI Strategy and the Limits of HypeGast: Nick Frosst · Moderation: Harry StebbingsThe Cohere co-founder discusses data, benchmarks, workplace automation and why he challenges popular claims about AGI.
1:14:44ENMarc Benioff on Enterprise AI, Anthropic’s Funding and Klarna’s IPOGast: Marc Benioff, Jason Lemkin, Rory O’Driscoll · Moderation: Harry StebbingsThe Salesforce CEO joins Harry Stebbings, Jason Lemkin and Rory O’Driscoll to discuss AI agents, software growth and the economics of today’s venture market.
45:17ENA Click From OpenAI Is 750 Times Harder Than From Google a Decade AgoModeration: Sarah Guo, Elad GilCloudflare CEO Matthew Prince on Content Independence Day, why traffic is a broken proxy for value, and how to price the holes in the models.
1:45:00ENAmerica Holds 45% of the World's Data Centers. Everyone Else Must Build, Buy, or AllyModeration: Nathan LabenzAnjney Midha of a16z maps what “sovereign AI” actually means for companies and for countries that will never own the talent, data, and compute frontier.
1:27:01ENThe $16 Trillion Services Market Is Being Bought, Not Sold ToModeration: Nathan LabenzMarc Bhargava of General Catalyst explains how AI-enabled rollups turn low-margin service firms into compounding, software-like businesses.
59:27ENAaron Levie on AI Agents, Jobs and the Future of Enterprise SoftwareMatthew Berman, Aaron Levie · Forward FutureBox’s CEO explains his AI-first strategy, why he expects demand to grow and how humans may direct and review agents.
1:16:16ENNavan, Canva and the AI Investment BoomGast: Jason Lemkin, Rory O’Driscoll · Moderation: Harry StebbingsJason Lemkin and Rory O’Driscoll join Harry Stebbings to debate AI talent, legal software, public listings and enterprise platforms.
40:33ENFifty People in Slack. Four Minutes to the Smoking Gun.Traversal's co-founders on turning DevOps heart attacks into agent-run root cause analysis — and why observability's second-largest software spend still leaves troubleshooting as a whodunit.
38:48ENTask Length Doubles Every Few Months. Nathan Labenz Still Wants Humans in ChargeModeration: Nathan LabenzAt Imagine AI Live, the Cognitive Revolution host maps structured AI agents against autonomous agentic systems—and tells businesses to keep final control.
44:21ENMercor's CEO: Knowledge Work's Next Job Is Writing EvalsModeration: Jacob EffronBrendan Foody tells Redpoint how Mercor turned AI hiring and expert data into a $100 million round — and why he thinks a huge slice of white-collar work will become creating tests for models.
42:05ENAI Can Prep the Meeting in 30 Seconds. It Still Can't Sign the Contract.Gong founder Amit Bendov on why sales AI will eat admin work, not the close, and why CRM is not going anywhere.
31:34ENOne Company Now Holds as Many Documents as the Entire Early WebModeration: Sarah Guo, Elad GilGlean CEO Arvind Jain tells No Priors why enterprise search was a graveyard, how transformers finally made it work, and why a product that searches too well can be too dangerous to sell.
47:49ENWorkday Is Onboarding AI Agents the Way It Onboards PeopleWorkday CEO Carl Eschenbach on turning a 70-million-person system of record into the ledger for a mixed workforce of humans and digital workers.
1:00ENA Vision of AI Agents Taking On Business LogicMatthew Berman · Forward FutureMatthew Berman explains a prediction that agents could turn natural-language requests into actions on business data.
51:08ENThe Transformer Co-Author Who Says Scaling Hit a WallModeration: Jacob EffronCohere CEO Aidan Gomez tells Redpoint that a $100 million model is still an amnesiac genius, and that enterprise AI money is concentrating in support, research, and the back office.
1:11:05ENThe Man Who Took HubSpot CRM to $40 Million Says the Data Model Has to Be Thrown OutDay.ai founder Christopher O’Donnell tells Sequoia’s Pat Grady why classic CRM is compressed pixel art, why full self-driving scared his users, and why every line of code has to make every other line more valuable.
1:11:34ENElias Torres on Selling Drift, Hiring and Building Again with AIGast: Elias Torres · Moderation: Harry StebbingsThe Agency co-founder explains why a $1.2 billion sale felt like falling short, how he changed his hiring process, and why he thinks AI could reshape enterprise teams.
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