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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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S3E9 - Intentional AI: Just because AI can create images doesn't mean you should use them
Discussing Stupid Season 3February 10, 202600:29:22

S3E9 - Intentional AI: Just because AI can create images doesn't mean you should use them

In Episode 9 of the Intentional AI series, Cole and Virgil take on one of the most common and misunderstood uses of AI today: image and graphic generation. From social media visuals to promotional graphics, AI images are fast, easy, and everywhere. The conversation focuses on why images became the p...

S3E8 - Intentional AI: The real value of AI wireframes is NOT the wireframes
Discussing Stupid Season 3January 28, 202600:28:32

S3E8 - Intentional AI: The real value of AI wireframes is NOT the wireframes

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...

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...

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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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