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Index/AI & Data/Imagine AI Podcast
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She's Outbuilding Every Bro in AI (With Better Automations) | E151

Imagine AI Podcast · 2026-04-01 · 17 min

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Episode notes

Scroll through any AI community online and it's just: bro, bro, bro.Jessa is the exception - and her automations put most of them to shame.In this episode, Chris Madden sits down with Jessa, founding member of Imagine AI Live, to talk about what it actually looks like to build your life around AI agents in 2026.Not the theory. The execution.She breaks down the morning automation that reads her journal and knows what she struggled with the day before, why Obsidian beats Notion for AI agent memory, the real reason she stays model-agnostic, and what the Sora shutdown tells us about where OpenAI is actually headed.This isn't about tools. It's about building systems that work while you sleep.Want the deeper breakdown?

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