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  • Almost Timely News: ๐Ÿ—ž๏ธ The Biggest Problem with AI Today (2026-07-05)

    July 5, 2026

    ยท

    Christopher S Penn

    ยท

    AI, Almost Timely, Artificial Intelligence, Generative AI

    _Almost Timely News: ๐Ÿ—ž๏ธ The Biggest Problem with AI Today (2026-07-05) :: View in Browser_ The Big Plug ๐Ÿ‘‰ New merch! My new LLMS.txt skill is now available in the merch store. Content Authenticity Statement 99% of this week’s newsletter was made by me, the human. You’ll see a list that Claude made in the…

    Continue reading โ†’

  • Stop Chasing the AI Hype: Why Good Ideas Always Find Their Way to Your Ecosystem

    July 3, 2026

    ยท

    Christopher S Penn

    ยท

    AI, Artificial Intelligence, Generative AI, Google, Law, Leadership, LinkedOut, Marketing automation, Productivity, Public Relations, Review, Speaking, Technology, Video

    If it’s a good idea, it’ll work back to your ecosystem. The AI hype train loves to shout that this or that is about to change everything, and that if you’re not using XYZ thing, you’re forever left behind, a Neanderthal amidst modern man, a third class passenger on the Titanic in steerage. The thing…

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  • So What? How to Measure AI Visibility

    July 3, 2026

    ยท

    ยท

    AI, analytics, Generative AI, Google Analytics, Marketing Technology, Videos

    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

    July 2, 2026

    ยท

    Christopher S Penn

    ยท

    AI, Artificial Intelligence, Brand, Generative AI, Google, Influence, Law, Leadership, LinkedIn, LinkedOut, Public Relations, SEO, Social media, Video, YouTube

    “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

    July 1, 2026

    ยท

    Christopher S Penn

    ยท

    AI, Artificial Intelligence, Data, Economy, Generative AI, LinkedOut, Public Relations, Social media

    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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  • [SHORT] In-Ear Insights: What is AI Psychosis?

    July 1, 2026

    ยท

    ยท

    Artificial Intelligence, Chatbots, Generative AI, Technology, Videos

    Summary In today's episode, I explore how large language models act as word prediction machines that build genuine rapport with users through simple but powerful conversational techniques. Here's what this means for you. You'll see how a single personalized greeting and optimistic responses can transform your experience with AI tools. You'll also learn these concepts:…

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  • [SHORT] Feature Engineering Your Ad Analytics

    July 1, 2026

    ยท

    ยท

    Advertising, analytics, Data Science, Marketing Technology, Videos

    Summary In today's episode, I explore why feature engineering is one of the biggest missing pieces in ad systems analytics. Here's what this means for you. You'll start spotting hidden patterns by breaking raw data into smaller, more revealing components. You'll also learn these concepts: how a single date like June 28, 2026 can decompose…

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

    June 30, 2026

    ยท

    Christopher S Penn

    ยท

    AI, Artificial Intelligence, Business, Generative AI, LinkedOut, Public Relations

    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

    June 29, 2026

    ยท

    Christopher S Penn

    ยท

    AI, Artificial Intelligence, Business, Data, Generative AI, LinkedOut, Machine Learning, Marketing, Public Relations, Social media, Technology

    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 ๐Ÿ’ฉ. 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?

    June 29, 2026

    ยท

    ยท

    AI, analytics, Artificial Intelligence, Generative AI, Videos

    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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Recent Posts

  • Almost Timely News: ๐Ÿ—ž๏ธ The Biggest Problem with AI Today (2026-07-05)July 5, 2026
  • Stop Chasing the AI Hype: Why Good Ideas Always Find Their Way to Your EcosystemJuly 3, 2026
  • So What? How to Measure AI VisibilityJuly 3, 2026
  • Stop Measuring the Impossible: How to Navigate Marketing in the Age of Probabilistic AIJuly 2, 2026
  • The Hidden Cost of AI: Why Running Local Models is the Key to Sustainable TechJuly 1, 2026

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Christopher S. Penn – Marketing AI Keynote Speaker

Practical, engineering-grade AI strategy for enterprise audiences. No hype, just results.

Boston, Massachusetts ยท Speaking worldwide

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