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Discussing Stupid:
A byte-sized podcast on stupid UX

Transforming digital facepalms into teachable moments—all in the time it takes to enjoy a coffee break!

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S3E7 - Intentional AI: Why AI can make your content personalization worse
Discussing Stupid Season 3January 13, 202600:25:35

S3E7 - Intentional AI: Why AI can make your content personalization worse

In Episode 7 of the Intentional AI series, Cole and Virgil focus on content personalization and why it is one of the most overpromised areas of AI. While personalization is often positioned as simple and automated, doing it well requires far more clarity and intent than most tools suggest. They brea...

S3E6 - Intentional AI: You’re asking AI to solve the wrong problems for SEO/GEO/AEO
Discussing Stupid Season 3December 16, 202500:25:59

S3E6 - Intentional AI: You’re asking AI to solve the wrong problems for SEO/GEO/AEO

In Episode 6 of the Intentional AI series, Cole, Virgil, and Seth move into the visibility stage of the content lifecycle and tackle a common mistake they see everywhere. Teams keep treating SEO, GEO, and AEO as optimization problems, when in reality they are content quality, structure, and clarity ...

S3E5 - Intentional AI: How much can you trust AI for accessibility?
Discussing Stupid Season 3December 02, 202500:23:02

S3E5 - Intentional AI: How much can you trust AI for accessibility?

In Episode 5 of the Intentional AI series, Cole, Virgil, and Seth shift into another part of the content lifecycle. This time, they focus on accessibility and how AI fits into that work. Accessibility is more than code checks. It is making sure people can actually use and understand what you create....

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A High Monkey podcast

For over 25 years, High Monkey has been tackling digital stupidity head-on—helping organizations build smarter, more effective digital experiences. From websites to search optimization to collaboration tools, we specialize in cutting through the noise and making technology work for people.

Discussing Stupid is our way of taking that mission further - calling out the worst digital blunders and turning them into teachable (and laughable) moments.

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