Discussing Stupid: A byte-sized podcast on stupid UX
High MonkeyDiscussing Stupid returns to the airwaves to transform digital facepalms into teachable moments—all in the time it takes to enjoy your coffee break! Sponsored by High Monkey, this podcast dives into ‘stupid’ practices across websites and Microsoft collaboration tools, among other digital realms. Our "byte-sized" bi-weekly episodes are packed with expert insights and a healthy dose of humor. Discus... more
| Publishes | Twice monthly | Episodes | 47 | Founded | 8 years ago |
|---|---|---|---|---|---|
| Number of Listeners | Categories | MarketingTechnologyBusiness | |||
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Latest Episodes
Season 3 of the Intentional AI series started with a simple premise: AI is a powerful tool, but the way it gets marketed and the way most people actually use it are two very different things. Eighteen episodes later, that premise has held up.
In thi... more
Near the end of Season 3, Virgil and Cole sit down to look back at the prompts used throughout the Intentional AI series, what worked, what did not, and what that gap says about how most people approach AI.
The conversation starts with a simple prem... more
If there is one thing AI should be genuinely good at, it is analytics. Pattern recognition across large data sets is more or less what it was built for. But just because AI can look at your data does not mean it knows what you are actually trying to ... more
AI-generated social media content is everywhere right now. The question is not whether you should use AI for it. The question is whether what you are producing is actually worth putting out there.
In this episode, Cole and Virgil get into the honest... more
Agentic AI has been one of the most repeated phrases in marketing and technology for the past year. Most people using it cannot tell you what it means. Virgil and Cole bring in Sean Wright, Lead Product Evangelist at Kentico, to cut through the noise... more
Conversational search changes the fundamental contract of how users interact with a website. Instead of returning links, it returns answers. That sounds like a clean upgrade. What it actually does is make the quality of everything sitting underneath ... more
Most of the Intentional AI series has tested AI in areas where judgment, creativity, and context matter a lot. This episode is a little different. Virgil, Cole, and returning guest Chad take a look at AI and web development, a domain where patterns, ... more
AI video tools promise fast, cheap production. But what you get back depends entirely on how much thinking you did before you hit enter.
In Episode 11 of Season 3's Intentional AI series, Virgil and Cole take on AI video generation, arguably the mos... more
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Apple Podcasts | #141 |  South Korea/Business/Marketing |
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Frequently Asked Questions About This Podcast
What is This Podcast about and what kind of topics does it cover?
Discussions around practical AI adoption, UX workflows, and content tooling dominate recent episodes, with a steady focus on how people and teams can actually implement technology in ways that are reliable, secure, and human-centered. Topics span intentional AI use in business processes, prompts and governance, accessibility, wireframing, content management, and analytics—often framed through real-world tests, live demos, and candid debates about trade-offs between speed, quality, and governance. The conversations balance optimism about AI's potential with pragmatic guardrails, emphasizing clear outcomes, user needs, and the importance of human oversight. Notable threads include the shift from vanity metrics to outcome-driven analysis, the ... more
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this podcast launched 8 years ago and published 47 episodes to date. You can find more information about this podcast including rankings, audience demographics and engagement in our podcast database.
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2. Will Noble
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