PODCAST
The Discussing
Stupid Podcast
Transforming digital facepalms into teachable moments - all in the time it takes to enjoy a cofee break!
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3
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18
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Intentional AI: Series takeaways - the real reason AI isn't working for you
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About the podcast
Discussing Stupid is hosted by Virgil Carroll, High Monkey’s CEO and Principal Human Solutions Architect, and Cole Schlotthauer, High Monkey’s Content Strategy Specialist. We work with teams every day on digital strategy, content, and platform decisions, so we see firsthand where projects stall, overcomplicate, or miss the point entirely.
This podcast is a space we've created to address these problems directly (AKA rant). Each episode focuses on one practical topic in modern digital work, from AI to collaboration to content practices. We break down what is actually happening, why it goes wrong, and most importantly, what to do instead. The goal is simple: clearer direction, practical solutions, and a better path forward for teams who want to get it right.
This podcast is a space we've created to address these problems directly (AKA rant). Each episode focuses on one practical topic in modern digital work, from AI to collaboration to content practices. We break down what is actually happening, why it goes wrong, and most importantly, what to do instead. The goal is simple: clearer direction, practical solutions, and a better path forward for teams who want to get it right.
Latest Episodes
PODCAST
|
Intentional AI
Intentional AI: Series takeaways - the real reason AI isn't working for you
SEASON
3
EPISODE
18
In the Season 3 finale, Virgil and Cole reflect on 18 episodes of AI testing and discussion & share what actually held up. The conversation centers on a real lesson: AI reflects what you bring to it. Strong process knowledge and domain expertise get results. Gaps and blind spots get amplified.
June 16, 2026
29:53
min
PODCAST
|
Intentional AI
Intentional AI: How to get better results from AI prompts
SEASON
3
EPISODE
17
Virgil and Cole close out the heart of Season 3 by looking back at the prompts used across the Intentional AI series. The conversation gets at something most AI content skips: the quality of a prompt comes from the clarity of thought behind it, not the technique used to write it.
June 2, 2026
22:55
min
PODCAST
|
Intentional AI
Intentional AI: The most important operation in analytics - understanding your "why?"
SEASON
3
EPISODE
16
AI should be a natural fit for analytics, but most people skip the step that makes it actually work. In this episode, Virgil and Cole dig into why knowing your "why" before you touch the data is the most important thing you can do - and what happens when you do not.
May 19, 2026
23:07
min
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