From Feature Chaos to Strategic Clarity

Turn scattered feature requests into clear roadmaps that scale with AI-native development.

Led by Drew, founder of Brief, who has built product strategy for startups funded by YC, a16z, Character, and Costanoa

Strategic clarity framework showing transformation from chaotic feature requests to organized product roadmap

Sound Familiar?

After helping 20+ YC, a16z, and Costanoa-backed startups make the leap from fast shipping to focused scaling, the pattern is predictable across funded startups: velocity without direction. Let's talk through your situation and bring clarity to the chaos.

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Engineering feels slow, you've outgrown "whiteboard → build"

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Feature lists pile up, but nothing ties back to strategy

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You're stuck between reacting to customer asks and betting on long-term initiatives

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Never done company-wide planning - everyone's misaligned

Introducing Our One-Day Product Graph Foundation

The pattern repeats itself: teams shipped fast, but built randomly. Without shared context, velocity turned into chaos.

That's why I developed the Product Graph Foundation — a one-day framework that aligns your team around the questions that actually matter:

  • What problem exists that only we can solve?
  • What do we need to get done now vs. later?
  • Who owns what so nothing slips through?
Drew Dillon, Founder of Brief

Meet Drew Dillon

Drew built product strategy at Yammer, Fond, and Skedulo before founding ProductBridge where he advised hundreds of products across B2B, Consumer, FinTech, EdTech, and emerging markets.

The breakthrough came from recognizing that fast teams hit the same wall: they could ship anything, but couldn't decide what to ship. That insight led to Brief, and the Product Graph Foundation that makes strategy as systematic as your sprint planning.

Now, Drew applies the same context-first approach that powers Brief's AI to human product teams. Because whether you're building AI agents or product roadmaps, the problem is the same: speed without context creates chaos.

We Start with the Right Questions… Not the Usual Ones

Traditional strategy consulting asks "what should we build?" when the real question is "why does this need to exist?"

That shift reframes the entire conversation. It forces alignment on purpose before execution. And it's the same principle behind Brief: context comes first, speed comes second.

That's why in the Product Graph Foundation we ask questions that cut deeper:

What problem exists that only we can solve?

(eliminates copycat features)

What must we excel at?

(the capabilities that truly matter)

What principles guide our decisions?

(keeps us focused when velocity is high)

What do we need to get done now vs. later?

(clarity on priorities, not backlog noise)

What do customers actually receive from us?

(value over output)

Who owns which outcomes?

(so execution never stalls)

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What You Get: More Than a Workshop

Battle-tested with 20+ startups to align fast-moving teams. You'll walk away not just with clarity for a day, but with a system your team can use every month.

Process Steps

  1. Step 1 – Build the Foundation

    • Intensive 1-day seminar → Align leadership and product around the same priorities in a single day.
    • Strategic framework document → Your Product Graph, captured as a reusable playbook instead of a slide deck that gathers dust.
  2. Step 2 – Bridge to Execution

    • Follow-up planning session → Translate strategy into real decisions and next steps.
  3. Step 3 – Keep Alignment Alive

    • Monthly alignment + Brief AI access → Ongoing check-ins plus AI-native context so priorities don't drift.
  4. Step 4 – Scale the Team (Optional)

    • Hiring plan + full-time help → When you're ready, extend the framework into your org design and recruiting.

Strategy without execution context is just planning. That's why you also get early access to Brief AI, giving your team the same context layer that makes AI agents effective.

From Scattered to Strategic

Before: Random feature requests, misaligned team, defensive decisions

After: Clear priorities, strategic roadmap, confident execution

Drew has an uncanny ability to jump into a new problem with very little background and get up to speed extremely quickly. Throughout his time at Sense, I observed him work with every department at the company, as he's able to "speak the language" of sales, engineering, marketing and design.

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Alex Rosen
Co-Founder / Product at Sense

I appreciated Andrew's candor, his reverence for the craft of Product Management, his vast library of articles (many written by him!) that address many common product leadership pitfalls, and his ability to quickly point out the biggest gaps in one's product reasoning.

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Alexandr Kurilin
CTO at Freckle

My team at Divercity recently worked with Drew on a product management and product development basis and at the end of our time together we were changed people because we got the kind of insight that can be delivered only by a true product guru. He took the time to make sure he understood exactly what our needs and our goals were.

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Chuka Ikokwu
Founder, CEO at Divercity

Offer Summary

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Value: $8K+

This is the same $8K strategy process I've delivered to YC, a16z, and Costanoa-backed startups: including the 1-day seminar, follow-up, and ongoing support.

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Your Price: Free

You'll get the seminar plus early access to Brief's AI platform. Why free? Because you're helping shape the next evolution of Brief, testing the same context-first system that makes AI teams faster and more strategic.

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Timeline

1-day seminar → 2-week follow-up → ongoing monthly check-ins.

Spots are limited. I personally run each session, so I can only take a handful of teams each month.