In Episode 9 of Discussing Stupid, host Virgil Carroll is joined by co-host Cole from High Monkey to break down a frustrating reality of modern work: the overwhelming number of collaboration tools that don’t actually improve teamwork. With so many platforms—Slack, Teams, ClickUp, Figma, email, and more—why does collaboration feel more chaotic than ever?

Virgil and Cole explore how the abundance of tools often leads to scattered conversations, lost information, and inefficiency, rather than better collaboration. They discuss real-world examples of how context gets lost in endless message threads, how teams juggle disconnected platforms, and why no single tool seems to solve the problem.

As the conversation unfolds, they dig into why the issue isn’t just the tools, but also the processes behind them. They explore what effective workplace collaboration really looks like, sharing insights on how teams can reduce tool overload, set clear communication guidelines, and establish a single source of truth to prevent chaos.

To close, they offer practical takeaways on improving collaboration—whether through better workflows, tool integration, or just picking a platform and sticking to it. Listeners will walk away with a clearer understanding of why collaboration is broken and what steps can actually make it better.

Join us every two weeks for new episodes, and don’t forget to like, review, and subscribe on your favorite podcast platform. For more resources and updates, visit www.discussingstupid.com

(0:00) - Intro

(1:24) - Modern collaboration: Many tools, little clarity

(4:00) - Why the "perfect collaboration tool" is a false promise

(7:30) - The path to streamlining collaboration

(12:00) - It's about strategy, not just software

(15:00) - Outro

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In Episode 8 of Discussing Stupid, host Virgil Carroll is joined by co-hosts Chad and Cole from High Monkey to tackle a common yet overlooked frustration: poor mobile button design. The trio dissects why mobile usability remains such a challenge and explores how bad design impacts user experience on mobile devices.

Virgil, Chad, and Cole highlight the pitfalls of prioritizing aesthetics over functionality, sharing real-life examples of frustrating mobile experiences—like accidentally disliking articles in Apple News due to poorly placed buttons. They dive into the broader challenges of mobile-first design, discussing how designers often fail to account for varying finger sizes, touch accuracy, and real-world usage patterns.

As the discussion unfolds, the team offers actionable insights for improving mobile usability. From creating larger, well-spaced buttons to understanding mobile interaction patterns, they outline best practices to ensure users can navigate and interact with apps and websites effortlessly.

To close, the team reflects on the importance of practical testing and design iteration to deliver seamless mobile experiences. Listeners will leave with practical tips and a deeper appreciation for the role of thoughtful design in modern digital experiences.

Join us every two weeks for new episodes, and don’t forget to like, review, and subscribe on your favorite podcast platform. For more resources and updates, visit www.discussingstupid.com.

(0:00) - Intro

(1:57) - Calling out poor mobile button design

(3:46) - Some real life frustrations

(6:07) - Challenges of mobile first design

(9:11) - Optimizing mobile separately from desktop

(12:17) - Think about how people operate

(14:35) - Practical tips for better mobile buttons

(17:00) - Outro

LINKS

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In Episode 7 of Discussing Stupid, host Virgil Carroll and co-host Cole Schlotthauer from High Monkey tackle the buzz surrounding artificial intelligence (AI) and its implications for technology, marketing, and content management. This episode explores the reality behind AI’s hype, focusing on the importance of high-quality content and structure to make AI truly effective.

Virgil and Cole delve into the nuances of AI’s capabilities, examining the gap between its marketing promises and practical limitations. They discuss tools like schema.org and highlight the challenges organizations face in defining content effectively for AI and search engines. Drawing from years of experience, Virgil emphasizes that AI is only as good as the content it analyzes, echoing the need for robust content governance and thoughtful strategy.

To wrap up, the duo discusses the potential applications of AI in areas like coding and keyword generation while cautioning against viewing it as a quick fix for deeper organizational issues. Listeners will leave with a clear understanding of how to prepare their content and strategies for success in an AI-driven world.

Join us every two weeks for new episodes, and don’t forget to like, review, and subscribe on your favorite podcast platform. For more resources and updates, visit www.discussingstupid.com.

(0:00) - Intro
(1:38) - Safe to say AI is the buzz right now
(3:10) - Practical capabilities VS marketing hype
(3:55) - Schema.org and AI
(5:50) - AI is not a silver bullet
(9:40) - Staying ahead in the transition to AI search
(11:21) - AI will only be as good as your content
(12:40) - End

The article we referenced:
https://www.cmswire.com/digital-experience/the-growing-importance-of-schemaorg-in-the-ai-era/?utm_source=cmswire.com&utm_medium=web&utm_campaign=cm&utm_content=all-articles-rss

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In Episode 6 of Discussing Stupid, host Virgil Carroll and co-host Cole Schlotthauer from High Monkey reflect on the evolution of web design and discuss how websites have grown increasingly complex over the years. This episode delves into the challenges of balancing form and function in web design, examining how trends have influenced modern websites—often at the expense of user experience.

Virgil and Cole explore the history of web design, from the simplicity of early 2000s websites to the rise of stylistic trends like Flash, hero images, and parallax scrolling. They discuss how the pursuit of flashy, modern designs can overshadow usability, creating obstacles for users trying to complete tasks. Drawing on decades of experience, Virgil shares insights into the “form vs. function” debate, emphasizing that good design prioritizes purpose and user needs.

To wrap up, the duo highlights the growing trend toward simplicity in web design and the importance of finding a balance between aesthetics and practicality. Listeners will leave with a deeper understanding of how to create websites that are both visually engaging and user-friendly.

Join us every two weeks for new episodes, and don’t forget to like, review, and subscribe on your favorite podcast platform. For more resources and updates, visit www.discussingstupid.com.

(0:00) - Intro
(1:26) - Websites have gotten too complicated
(3:13) - Evolution of web design trends
(4:43) - Form vs Function: An age old battle
(6:59) - When did style over substance get big?
(8:53) - The pressure to keep up with trends
(10:15) - It's about balancing form and function
(13:55) - Outro

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In Episode 5 of Discussing Stupid, host Virgil Carroll and co-hosts Chad Heinle and Cole Schlotthauer from High Monkey explore the often-overlooked mistakes organizations make with typography and the significant impact it can have on user experience and performance. From excessive font usage to unreadable design choices, this episode dives into the dos and don’ts of effective typography.

The team discusses:

• Why using too many fonts on a website creates confusion and slows down performance.
• The importance of keeping fonts readable and how font size and weight affect usability.
• Real-world examples of font mistakes, including when and where decorative fonts can work—and when they don’t.
• How poor typography choices can kill website performance, particularly through improper font loading.

To wrap up, they discuss actionable best practices, including limiting font selections, optimizing font files for performance, and always keeping your audience in mind when choosing typography.

By the end of this episode, you’ll gain practical insights to help your website achieve both aesthetic appeal and functional clarity—without sacrificing performance.

This marks the final episode of 2024, and we want to thank all of you for joining us this year! We’ll be taking a short break for the holidays but will return in 2025 with more episodes, more “stupid,” and more expert advice to help you avoid common digital mistakes.

Until then, like, review, and subscribe on your favorite podcast platform, and visit www.discussingstupid.com for updates and resources.

Happy holidays, and see you in the new year!

(0:00) - Intro & holiday spirit
(1:44) - Welcome back, Chad
(2:20) - Too many fonts = chaos
(4:05) - Learning from print design
(5:25) - Typography as Art vs. Function
(6:23) - The hidden cost of fancy fonts
(8:04) - Should some fonts be banned?
(10:11) - Know your audience and the context
(12:06) - With fonts, less is more
(14:28) - Outro & happy holidays!

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In Episode 4 of Discussing Stupid, host Virgil Carroll and co-host Cole Schlotthauer from High Monkey dive into the complex world of search systems and the importance of semantics in delivering relevant results. This episode explores the frustrations users often face when search systems fail to recognize variations in spelling, synonyms, and context, which can drastically impact user experience.

Virgil and Cole discuss common issues with search systems, such as treating every search term the same and ignoring common phrases and alternative names. They share real-world examples, like a bank where users searched for one name in numerous ways, illustrating the need for search systems to recognize and account for these variations. The team also emphasizes that improving search functionality requires more than just turning it on—it involves continuous work, testing, and understanding of user behavior.

To wrap up, Virgil highlights best practices, including using “push search” technology to guide users to the right results and leveraging search analytics to understand how people are searching. By the end of the episode, listeners will gain practical insights into making search more intuitive and user-friendly.

Join us every two weeks for new episodes, and don’t forget to like, review, and subscribe on your favorite podcast platform. For more resources and updates, visit www.discussingstupid.com.

(0:00) - Intro

(1:26) - A lot of search systems suck

(1:57) - Search needs semantics

(3:04) - Search with VS without semantics

(4:48) - When AB&T meets AB and T

(6:14) - The English language is funny

(8:00) - The power of curated results

(10:50) - Virgil's biggest piece of advice

(12:41) - Outro

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In Episode 3 of Discussing Stupid Season 2, host Virgil Carroll, along with Cole Schlotthauer from High Monkey, dives into the topic of content readability. They focus on how overly complex or technical language can turn users away and make it harder for people to understand.

The team discusses common readability mistakes like using too much jargon, confusing sentence structure, and not keeping the audience in mind. Virgil shares examples from government and education where content wasn’t simple enough. They explain why it’s important to know your audience and keep language clear, especially for government websites that need to be at an 8th-grade reading level.

The episode also includes a demo using Readable.com, where Virgil and Cole show how to take a sentence and make sure it is clear and easy to read. This example shows why keeping content simple helps people understand and stay engaged.

By the end of this episode, you’ll have tips to make your content easy to read and understand, reaching a wider audience.

Join us every two weeks for new episodes, and don’t forget to like, review, and subscribe on your favorite podcast platform. For more resources and updates, visit www.discussingstupid.com.

LINKS

Tools Mentioned:

Readable.com: https://www.readable.com/

Readable.com Demo Clip:

Watch a clip of Virgil and Cole using Readable.com to enhance content clarity:

https://www.discussingstupid.com/p/episode-3-readablecom-demo/

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In Episode 2 of Discussing Stupid Season 2, host Virgil Carroll, along with Chad and Cole from High Monkey, dives into the topic of page performance and SEO, specifically focusing on how oversized images can slow down your website.

They discuss common mistakes people make with large images—like shrinking images in HTML without optimizing file size—and how these errors can negatively impact both the user experience and SEO rankings. The team shares insights into how to avoid these pitfalls and explores how tools like RIOT (Radical Image Optimization Tool) can help reduce file sizes without sacrificing image quality.

You'll also hear about the often overlooked balance between mobile and desktop optimization. The team highlights why simply resizing images for mobile isn’t enough and explains how poor image handling can lead to sluggish performance on mobile devices, frustrating users and hurting your site's overall effectiveness.

By the end of this episode, you'll walk away with actionable tips on optimizing images for both performance and SEO, ultimately improving your site’s speed and user experience.

Join us every two weeks for new episodes, and don’t forget to like, review, and subscribe on your favorite podcast platform. For more resources and updates, visit www.discussingstupid.com.

LINKS

Tools mentioned:

Riot (Radical Image Optimization Tool): https://riot-optimizer.com/

Riot demo clip from this episode: https://www.discussingstupid.com/p/episode-2-image-optimization-demo

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