Human-First AI Marketing Podcast by Avenue9

The Positioning Problem with Chris DuBois

• Mike Montague

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Positioning gets more valuable as AI makes everything easier to copy.

That was one of my favorite themes from this week’s Human-First AI Marketing Podcast with Chris DuBois, founder of Dynamic Agency OS.

Every CRM has AI now. Every tool records calls. Every platform has a chatbot, assistant, or “copilot” wearing a tiny SaaS hoodie somewhere in the interface.

The features are starting to blur together.

Chris made a great point: positioning lives in the mind of the buyer. They are going to put you in a box whether you help them or not, so your job is to influence the label on that box.

That label gets stronger when you are clear about who you serve, why that focus matters, and what problem you solve better than the alternatives.

AI can help you create more content, build more workflows, and move faster, but it will also reinforce generic ideas if you let it. Strong positioning gives your AI better direction, sharper context, and something worth amplifying.

Key Takeaways:

  • Positioning lives in the buyer’s mind. Chris emphasized that buyers will put your company in a box no matter what, so your job is to influence the label they use and make that box as clear and ownable as possible.
  • Generic claims collapse quickly. Saying you get results, have the best team, offer great service, or deliver strong ROI sounds like every competitor, which means the claim fails unless you can prove why it is meaningfully different.
  • Market focus is one of the easiest ways to stand out. Chris shared that choosing a specific niche, city, audience, or category can make positioning stronger when there is a clear benefit to the buyer.
  • A niche needs a reason behind it. Picking an audience because they have money is weak positioning, while choosing an audience because you understand their world, care about their success, or have special knowledge creates a stronger reason to believe.
  • AI makes original thinking more important. Chris explained that AI-generated best-practice content gives other models and buyers little reason to pay attention, while content built from unique thoughts, interviews, and expertise creates something worth citing and sharing.
  • AI should augment your intelligence. Chris prefers thinking of AI as augmented intelligence because the best use cases help humans work faster, refine ideas, and create better outputs without handing over the strategic thinking.
  • AI can help agencies move faster without skipping the hard parts. His Dynamic Agency OS uses AI to support worksheets, positioning exercises, asset creation, and marketing systems, while the client still has to think, choose, refine, and own the strategy.
  • ChatGPT can reinforce weak ideas if you let it. Chris and Mike discussed how general AI tools often validate the first idea you give them, which makes expert judgment and structured frameworks more important for positioning work.
  • Context is the real advantage in AI systems. Chris shared how his “chief of stuff” works better because it has access to his meetings, tools, notes, podcast history, and business context, allowing it to help with specific tasks instead of generic answers.
  • The future rewards clearer positioning. Chris believes AI will make markets more personalized and more specific, which means businesses will need sharper positioning around who they help, how they help, and why buyers should choose them.

Connect with Chris DuBois on Linkedin

Visit Dynamic Agency OS 

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