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A Good PM Feels the Pea: Don't Lower Your Standards When Building with AI

Long-Form Video · EP0097 September 13, 2026 02:44
What this episode covers

When building products with AI, I think it helps to have a little of the Princess and the Pea in you. Something may already work, yet still feel wrong when you use it. That feeling has value: you know what a genuinely usable product should feel like.

I collect the things that feel awkward on a page in a list, prioritize them, and improve them one at a time. But when changes within the existing approach don't solve the problem, I step back: Where am I now, and where do I want to end up? The route from A to B can change.

When building products with AI, I think it helps to have a little of the Princess and the Pea in you. A single pea under a thick stack of mattresses can still keep her awake. Products can feel like that too: something already works, but using it makes you uncomfortable. I think that feeling is valuable.

As I mentioned in a class, once a version of a page appears, a list starts forming in my head. Shouldn’t the avatar be visible here? Should the group avatar combine its members’ pictures? This part feels awkward; that part feels wrong. I call it my list of things that feel wrong.

Next, I prioritize those issues and address them one at a time, gradually building a complete version. You can’t work out every requirement at the beginning. Many problems only appear when you use the product yourself.

But some problems don’t go away, however much you adjust the existing approach. That’s when I step back: What am I trying to accomplish? Where am I now, and where do I want to end up? Once A and B are clear, the route between them can change.

A course is one example. Mention creating a course, and people immediately think of an outline, slides, recorded videos, and a platform to host them. But the outcome I want is for someone who couldn’t do something before to become able to do it—and actually use that ability.

Does getting there have to mean watching one lesson after another? I proposed an alternative: Could a course become a game with levels? Each level would involve a practical problem. The learner would need to apply the knowledge to complete the task. If they got stuck, they could receive a hint and try again. That shifts the question toward what we want them to accomplish.

This is a course design idea to try, with results that still need to be tested. Don’t reject it as soon as it appears just because courses have usually been made another way.

Of course, I research existing approaches first. If there’s a good solution, I won’t reinvent it. But if it doesn’t meet my requirements, I don’t lower them simply because everyone else works that way. I keep asking what doesn’t fit and whether another approach could work.

After years in an industry, you know what a product feels like when it works well. Your sensitivity to awkward details comes from that experience. You may once have accepted that software could only work a certain way. With AI, you can at least take that discomfort seriously and look for alternatives.

If the pea is still there, adding more mattresses won’t help me sleep.

If the pea is still there, adding more mattresses won't help me sleep.