Video | Christopher S. Penn - Marketing AI Keynote Speaker

The Holy Trinity of AI Project Success: Why PRD, Spec, and Workplan Are Your Secret Weapons

April 15, 2026

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Christopher S Penn

Here are the three ingredients for success with any significant AI project, especially in tools like Claude Code, Antigravity, etc. PRD, spec, workplan. PRD: product requirements document. This contains things like user stories, functional requirements, non-functional requirements, domain requirements, milestones, KPIs, etc. It’s the “why”. Spec: specification document. This contains things like architecture, models, schemas,…

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You Ask, I Answer: Finding Content Gaps For AI Search?

April 7, 2026

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Summary In today's episode, I explain how you can identify content gaps and unanswered questions to improve your visibility in AI search. Here's what this means for you. You can create content that addresses the actual needs of your audience instead of guessing what they want. You'll also learn these concepts: how to use Reddit…

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Here’s the SEO-friendly title: The Secret 3-Hour Prep Behind Every Perfect Livestream (And Why You Should Never Skip It)

March 25, 2026

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Christopher S Penn

Even livestreams need rehearsals. Every Thursday at 1 PM ET, you can catch me, Katie, and John (usually) on our Trust Insights livestream. Tomorrow, for example, we’re looking at the new plugins feature in Claude Cowork. (and they are very cool) What you don’t see is the prep work on Wednesday night. Usually there’s 2-4…

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V-Shaped Professionals: How AI Transforms You Into a One-Person Powerhouse

March 16, 2026

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Christopher S Penn

Are you a V-shaped professional? For years, management consultants batted around the concept of the T-shaped professional, the T-shaped marketer. Surface-level knowledge for most things, really good at one thing. You might be an email marketing wizard, and have surface knowledge of organic search, direct mail, Google Ads, etc. but you couldn’t reasonably do those…

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How AI Coworkers Can Automate Your Most Tedious Software Tasks

February 19, 2026

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Christopher S Penn

In case you missed it today, if you’re not great at a specific piece of software, agentic AI that has browser capabilities can give you a huge hand. At the 18:37 mark in this Trust Insights livestream, I let Claude take the wheel in setting up a Google Analytics 4 Exploration. I gave it the…

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Use a Creative Brief: The Secret Weapon for Getting Better AI-Generated Images

February 10, 2026

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Christopher S Penn

“How do I get {image generator AI} to deliver better results?” How do you get a human creator to do it? You certainly don’t do it by saying, “Hey Bob, can you make this picture better?” Bob will slap you. Actually, no he won’t. Being a creative, Bob will secretly make a caricature of you…

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Why Your Software Vendors Need MCP Services (Or You Should Find New Ones)

February 5, 2026

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Christopher S Penn

Claude Cowork makes MCP matter again. For about two years, AI folks have been pushing the importance of connectors and MCP – model context protocol – as the way that agents can communicate with legacy services via API. To be clear, APIs still matter a great deal. But for the non-technical user, APIs are a…

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NotebookLM’s Game-Changing Upgrade: Create Stunning Infographics, Slides & Deep Research in One Powerful AI Tool

February 4, 2026

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Christopher S Penn

NotebookLM got a HUGE upgrade. Several of them, in fact. The two newest additions to the system include: – an infographic maker – a slide maker As well as improved video show makers, and adding full Deep Research to the system. And when you use the Deep Research tool, not only does it load the…

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The Hidden Flaw in AI-Generated Content: Why Perfectly Flawless Results Should Make You Suspicious

January 28, 2026

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Christopher S Penn

What do synthetic diamonds and AI generated content have in common? The imperfections are missing. One of the key things you’ll notice, even among the most advanced AI outputs, is an absence of imperfections. Ask the tool of your choice to generate an image of Fifth Avenue or Trafalgar Square or Akihabara, and you’ll get…

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What the 2.5% Success Rate on the Remote Labor Index Means for Your Business

January 27, 2026

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Christopher S Penn

The AI benchmark to keep your eye on in 2026? RLI. RLI, or the Remote Labor Index, published by the Center for AI Safety, is a fascinating, real world benchmark. AI is given a project that a remote worker would normally do, valued in the thousands of dollars and hundreds of hours of work for…

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