You Can't Automate Intuition—But You Can Encode It

April 3, 2025

Automation is seductive—promising a cleaner inbox, fewer pointless meetings, and less mindless repetition. But strip away the easy stuff, and you're left with the messy, human problems automation can't touch.

These problems aren't technical—they're intuitive, messy, human.

Everyone drowning in AI automation tools tells me the same story: automation handles some routine, but human intuition handles complexity.

I know an 80-year-old hotelier, still wakes up at dawn, driving bulldozers, talking with all the workers, maids, vendors—everyone. He listens, absorbing everything, constantly adjusting and refining his understanding. When he speaks, it's direct, unpretentious, and hits hard. His wisdom was built through decades of lived experience.

It's the same for the dishwasher who's mastered the subtle balance of heat, scrub, and timing from years of quiet diligence. The veteran teacher who instinctively knows when a student needs gentle encouragement or sharp accountability. It's our silent capacity to absorb, process endless nuance, and respond intuitively—often without realizing it.

You won't find this wisdom neatly packed in your CRM or wiki. It's earned the hard way—through relationships, context, pain, failure, and resilience.

Intuition can't be pulled from a Salesforce plugin or scraped off Slack threads. Carving a knowledge base into searchable chunks won't distill the wisdom of its authors.

Chat dominates because it's familiar, not because it's ideal. Typing endlessly at an AI assistant is exhausting. We need tools that read you, not the other way around.

And it's not just about how cleverly we can capture data—but designing interfaces that can surface the wisdom we struggle to articulate.

We want to tackle the messy stuff automation can't fix. Not just building marginally smarter chatbots or prettier search boxes; we're learning and iterating on the core human-AI dynamic.

The goal is synthetic intuition—not shallow retrieval. AI that learns like us, with the instinctive clarity we build through lived experience.

The only problems worth solving aren't tidy—they're complicated, messy, and human.

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