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The Discussing
Stupid Podcast

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

Episodes

PODCAST
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Intentional AI

Season 3: The Teaser

SEASON
3
EPISODE
0
We are BACK for Season 3, again calling out bad practices in search, UX, accessibility, websites, and collaboration systems. This time around, we’re taking those same topics further - unpacking the details, workflows, and decisions that can make or break your digital experiences.
September 9, 2025
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03:25
min
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What it really takes to build accessible forms

SEASON
2
EPISODE
18
In the Season 2 finale of Discussing Stupid, Virgil and Cole are joined by Ali Gillberg, a senior developer at High Monkey, to talk about one of the most broken (and misunderstood) parts of UX: form accessibility . Using a real-world PowerApps project for the Minnesota Office of Accessibility, the t...
June 24, 2025
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19:08
min
Photo of Ali Gillberg
Special Guest:
Ali Gillberg
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Why inconsistent layouts wreck your UX

SEASON
2
EPISODE
17
In this episode of Discussing Stupid, Virgil and Cole tackle a quiet killer of user experience: layout inconsistency. From university websites that feel like ten different brands stitched together to internal systems that change button locations with every page, inconsistent layouts confuse users, b...
June 10, 2025
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17:58
min
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Headless vs traditional CMS: Which one fits your organization?

SEASON
2
EPISODE
16
In this episode of Discussing Stupid, Virgil sits down with High Monkey’s Senior Developer, Chad Heinle, to break down one of the most debated choices in modern digital strategy: headless vs traditional CMS. While flashy features and buzzwords like “omnichannel” dominate vendor pitches, the real dec...
May 27, 2025
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16:08
min
Photo of Chad Heinle
Special Guest:
Chad Heinle
PODCAST
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What separates good projects from great ones? Proper testing.

SEASON
2
EPISODE
15
Discover how methodical quality assurance testing can prevent costly mistakes, improve accessibility, and protect your brand before launch.
May 13, 2025
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21:44
min
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Want good UX? Expect less from your audience.

SEASON
2
EPISODE
14
Learn why most digital failures stem from user inattention—and how smart UX design can prevent costly usability mistakes.
April 29, 2025
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18:40
min
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Keys to balancing aesthetics and accessibility in web design

SEASON
2
EPISODE
13
Struggling with color contrast and accessibility? In this episode, we explore how color choices impact usability—and how to design inclusive, readable digital experiences.
April 15, 2025
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16:13
min
Photo of Chad Heinle
Special Guest:
Chad Heinle
PODCAST
|

Finding the metadata "Goldilocks zone"

SEASON
2
EPISODE
12
Metadata can make or break your search experience—but most organizations either tag everything or nothing at all. In this episode, we dive into the “Metadata Goldilocks Zone” and explore how to find the right balance. Learn why over-tagging creates clutter, under-tagging hides content, and how to ac...
April 1, 2025
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18:05
min
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The challenges of translating design into a responsive website build

SEASON
2
EPISODE
11
Discussing Stupid has a new look! This episode marks the beginning of our refreshed brand—featuring a brand new website, sleek color scheme, updated album cover, and a restructured intro sequence. While our look has evolved, our mission remains the same: breaking down the biggest digital mistakes so...
March 18, 2025
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19:05
min
Photo of Chad Heinle
Special Guest:
Chad Heinle
PODCAST
|

The real work starts AFTER your project launches

SEASON
2
EPISODE
10
In Episode 10 of Discussing Stupid, host Virgil Carroll is joined by co-host Cole from High Monkey to reflect on reaching episode 10 and the ongoing journey of digital marketing beyond just launching a project. As they celebrate this milestone, they dive into why the launch is only the beginning of ...
March 4, 2025
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19:32
min

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