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Christopher S Penn
Almost every AI course is the same, conceptually. Here’s how to prompt. Here’s how to set up this or that. Here’s how to do this thing. These are the cooking equivalents of how to use a blender. How to cook a dish. How to write a menu item. They’re good. They’re important. They’re foundation skills.…
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Christopher S Penn
Far fewer people care about whether it’s AI or not. Far more people care whether it’s useful, helpful, or entertaining for them. A lot of folks are all tied up and twisted into knots about whether a given piece of content is authentically human or not. But when you go out in the world and…
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Christopher S Penn
Hot take: 95% of people reading the MIT AI study and claiming AI is a failure either know nothing about AI, didn’t read the study, or know nothing about enterprise business. Let’s talk about why. First, the study said that in the study period, only 5% of task-specific embedded GenAI projects emerged from pilot. Let’s…
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Christopher S Penn
In the world of vibe coding, one of the things to be on the lookout for is over-engineering. Remember that generative AI is trained on patterns from its training data. And that training data can be anything from some kid’s MIT Scratch project all the way up to enterprise grade software. And enterprise grade software…
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Christopher S Penn
Here’s a very blatant example of gender bias baked into an AI model. Each week, Katie Robbert reads aloud the Trust Insights newsletter. In preparation, I take the raw video, transcribe it word for word with NVIDIA Parakeet, and then give to Gemini 2.5 Pro to turn into a YouTube description. Now, to be clear,…
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Christopher S Penn
Is “don’t build on rented land” ready for retirement? Jay Baer argues that might be the case, especially in the age of AI. I disagree, and here’s why. First, we have to decide what “land” means. Does “don’t build on rented land” mean slap up a static website stuffed with crusty blog posts? It did…
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Summary In today's episode, I examine how to use generative AI for LinkedIn automation without sacrificing quality or reputation. Here's what this means for you. You can build smart automation that provides value instead of triggering algorithmic penalties. You'll also learn these concepts: the distinction between deterministic and probabilistic tasks, the dangers of generating content…
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Christopher S Penn
One thing that stood out from the reactions to OpenAI’s GPT-5 model was an alarming number of parasocial dependencies on AI. On Reddit, I saw comments like this: This may sound all sorts of sad and pathetic, but uh… 4o was kinda like a friend to me. 5 just feels like some robot wearing the…
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Christopher S Penn
What if AI is the new radio? This may seem like an absurd analogy, but let’s take a step back 100 years. How did we do marketing a hundred years ago? We had the radio, we had the newspaper, we had word of mouth, we had some direct mail and catalogs. But the big star…
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Christopher S Penn
This week, Katie and I talked about whether the use of AI is “cheating”, which is a phrase we give side-eye to. If by cheating you mean you’re turning over 100% of your work and processes to the machine and you’re not involved at all… sure, you’re probably not going to get great results. But…
