Caleb Dunn | Product Leader

Blog

May 22, 2026 · 5 min read

How I Write Better PRDs in Half the Time

A PRD that used to take me half a day now takes about an hour. The unlock was not a clever prompt — it was building a skill that encodes the structure and standards I used to apply inconsistently.

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May 4, 2026 · 4 min read

The AI-Augmented Product Director

AI did not replace my judgment. It replaced the friction between my judgment and the output. The start of a 6-part series on what that actually looks like in a product director's week.

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April 18, 2026 · 4 min read

Systems Thinking Is the Product Leader Moat

Most product decisions get made at the level of the feature. Systems thinking forces the question one level up: what does this feature connect to, and what breaks when it ships?

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March 23, 2026 · 5 min read

AI Will Not Replace Your Domain Expertise. It Will Raise the Bar.

The product leaders getting real value from AI are not the most technically savvy. They are the ones who know their domain cold. If there is nothing to amplify, that becomes obvious fast.

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February 28, 2026 · 5 min read

Set the Anchor Before the First Integration

In negotiation, whoever sets the anchor controls the conversation. The same is true for integrations. If you don't define 'how to connect' before your first partner, they will define it for you.

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February 20, 2026 · 3 min read

The Second Integration Is Where You Prove the Process

Your first integration teaches you what you don't know. Your second integration proves whether you learned anything.

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February 13, 2026 · 3 min read

Tough Conversations with Engineering Aren't a Failure. They're a Responsibility

If you're doing meaningful product work long enough, you will eventually have a tough conversation with engineering. Not a status update. Not a roadmap tradeoff. A real conversation: the kind where tension is visible and everyone leaves a little exhausted.

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January 29, 2026 · 4 min read

Stop Asking How to Compete. Start Asking What You Can Do That They Can't.

The companies that win don't compete—they make competition irrelevant. They find the thing they can do that their competitors structurally cannot, and they pour everything into that advantage.

product-managementstrategycompetitive-analysisdifferentiation

April 29, 2025 · 2 min read

Compliance vs. Customer Obsession: Lessons from Barnes & Noble and Healthcare IT

In the story of Barnes & Noble's rise and near-fall, there is a lesson every product leader should heed: compliance and tradition can quietly become liabilities when customer obsession fades.

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March 8, 2025 · 2 min read

Adapting to Disruption: Lessons from Barnes & Noble's Comeback

In business, success is never permanent. Barnes & Noble's journey—from dominance to near-collapse and back again—offers critical lessons for companies facing disruption today.

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March 1, 2025 · 2 min read

Welcome to Beyond the Roadmap

Product management is more than just managing backlogs and delivering features—it's about navigating uncertainty, adapting to market shifts, and making strategic decisions that drive real impact.

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