HeyJaredON_Discourse
The ON_Discourse Podcast is where leaders shaping the future of AI, media, and business come to think out loud.Hosted by Toby Daniels, Dan Gardner, and Matt Chmiel, each episode draws from the private Group Chats inside ON_Discourse, a community of C-suite leaders, founders,…
- Indexed episodes, last 90 days
- 2
- Latest publication
- Jul 31, 2026
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- Earliest in this view
- Jul 24, 2026
Latest episodes
How to sell AI (opens the original)
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Toby spent the week taking apart four AI-native companies that crossed $100 million in ARR — Writer, Legora, Sierra, and Clay — looking for the shared playbook. There isn't one. Each got there a different way, and none of the routes look much like traditional SaaS. Dan, Toby, and Chmiel work through what that means for anyone selling AI right now, including themselves. Details of the show: Why did Clay spend six years blowing minds in demos without closing deals? Did Sierra sell a product or did
Apps vs Agents (opens the original)
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Dan, Toby, and Chmiel have a short argument about the difference between an app and an agent. Apps are deterministic, agents are probabilistic. In the curious language of AI that might mean that when an app fails it's a bug, when an agent fails it's part of the experience. Along the way they compare Google Calendar to Howie, stress-test the agentic browser, and try to figure out why consumer agents barely exist. Details of the show: What's the difference between an app and an agent? Why does the
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