Christopher S. Penn – Marketing AI Keynote Speaker

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Category: AI

  • So What? How to Measure AI Visibility

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    Summary In today's episode, I walk through a practical framework for measuring AI visibility across your marketing analytics stack, including what you cannot measure and what you can. Here's what this means for you. You gain a tiered approach to tracking how AI tools interact with your brand, so you can stop chasing unreliable promises…

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  • Stop Measuring the Impossible: How to Navigate Marketing in the Age of Probabilistic AI

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    Christopher S Penn

    “You can’t manage what you don’t measure” is the nearly ancient axiom of management. And it remains largely true. Seth Godin said at one point, “if you don’t change what you eat or how you exercise, don’t bother getting on the scale”. Also true. But AI creates a new wrinkle. All forms of measurement up…

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  • The Hidden Cost of AI: Why Running Local Models is the Key to Sustainable Tech

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    Christopher S Penn

    The outrage about data centers is ironic. For decades, the global north has outsourced its pollution and resource drain to the global south, to poorer countries. Manufacturing waste, overfishing, and slave labor in Southeast Asia. Mineral extract leaving wastelands and warlords all over Africa. Deforestation and outright murder of indigenous peoples in South America to…

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  • How Much Will Microsoft Copilot Cowork Actually Cost? Use Our Free Enterprise Cost Calculator

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    Christopher S Penn

    Microsoft Copilot Cowork, the MS licensed version of Anthropic Claude Cowork, became generally available this week, and many folks, including folks at major consulting firms, all pointed out that it’s pay as you go with Microsoft Copilot Credits. A credit is one penny… … and a simple, light task costs 100 credits. The fun with…

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  • Stop Guessing: How to Use AI to Distinguish Real KPIs from Vanity Metrics

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    Christopher S Penn

    Let’s talk vanity metrics for a moment. Vanity metrics are what I call non-zero metrics. If they’re zero, you’re in deep 💩. Followers on social media? Sure, that’s not a business outcome, but if it’s zero, you’ve screwed up. A million free users, 2 million free users, they generate the same revenue, but zero free…

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  • You Ask, I Answer: Managing LLM Context Window Decay?

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    Summary In today's episode, I tackle Cecil's question about the best strategies for managing LLM context window decay and token limits during long-running analytical sessions. Here's what this means for you. You'll discover that offloading work to deterministic tools and persistent notes lets you squeeze dramatically more value out of any LLM you use. You'll…

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  • Almost Timely News: 🗞️ How To Improve Advertising with AI (2026-06-28)

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    Christopher S Penn

    _Almost Timely News: 🗞️ How To Improve Advertising with AI (2026-06-28) :: View in Browser_ The Big Plug 👉 My new course, GEO 201 on competitive GEO measurement, is now for sale. Content Authenticity Statement 100% of this week’s newsletter was made by me, the human. In the video version, you’ll see Claude outputs. Learn…

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  • Warning: Why You Must Delete Your Cursor Data Before the SpaceX/xAI Acquisition

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    Christopher S Penn

    SpaceX/xAI has acquired Cursor. What does that mean for your data privacy? If you are NOT an enterprise customer, and you are using private data with Cursor, now is the time to find a competing product and request deletion of your data, before the deal fully closes. DISCLAIMER: I AM NOT A LAWYER. I cannot…

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  • So What? Top 5 Use Cases of Job Descriptions

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    Summary In today's episode, I walk through the top five strategic use cases of job descriptions beyond just listing job duties, using McKinsey as a real-world example. Here's what this means for you. You'll discover how a single batch of postings can reveal a company's tech stack, strategic direction, and even your own job's vulnerability…

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  • Is the AI Investment Bubble About to Burst? The Hidden Math and Global Shifts Threatening the Hype

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    Christopher S Penn

    Is the AI bubble going to burst? Depends on what you mean. Is the absurd hype, the crazy valuations, and the insane speculation around AI going to burst? Without a doubt, yes. The trillions of dollars flowing into things like data centers and software companies are one math paper away from complete obsolescence, something I’ve…

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