What is Discussing Stupid?
We’ve all had digital experiences that piss us off—whether it's trying to navigate a confusing website, searching for something but finding nothing, or waiting forever for a page to load. We created Discussing Stupid as a space to vent, analyze, and most importantly—provide solutions for these digital disasters.
Hosted by Virgil Carroll, CEO of High Monkey, armed with over 25 years of experience in web development, design, and strategy, this podcast is all about making the digital world a better place. Whether it’s bad UX, clunky collaboration workflows, or just plain foolish digital decisions, we’re here to break down what’s wrong and how to get on the right track.
What's new in Season 2?
Back in 2018, Discussing Stupid launched as a deep-dive podcast covering all the ways digital experiences go wrong. Episodes were long, packed with broad discussions, and featured expert guests. But after just nine episodes, life got busy, and the podcast slipped into hiatus.
Now, after a five-year break, Discussing Stupid is back—leaner, sharper, and more focused than ever. This season, we’re cutting the fluff and getting straight to the stupidity. Shorter episodes. Specific topics. Practical takeaways. Whether you’re here to laugh at bad UX or learn how to fix it, Season 2 delivers.
Meet the voices
Virgil Carroll
Host
Founder & CEO of High Monkey, Virgil has spent decades fixing bad digital experiences and making technology actually work for people. He’s got strong opinions about bad UX, inefficient development practices, and anything that makes life harder for users. If there’s a stupid digital decision out there, he’s probably seen it—and he’s definitely got something to say about it.
Cole Schlotthauer
Co-host
Cole is the one keeping the conversation flowing, asking the right questions, and making sure each episode delivers the perfect mix of rants and real solutions. If something sounds ridiculous, he’s the first to call it out (or at least get Virgil and Chad to do it).
Chad Heinle
Frequent guest
Every
few episodes, if you're lucky enough, you'll catch Chad on the mic. As the Lead
Solutions Architect at High Monkey, he is a busy guy, but with his expertise in
full stack development, design, styling, and programming, he brings a wealth of
insights whenever he joins us.
A High Monkey podcast
Who we are
At High Monkey, we don’t just talk about digital problems, we fix them. For over 25 years, we’ve helped businesses, universities, and government agencies transform their websites, search functionality, and collaboration systems into seamless, efficient experiences.
We cut through digital chaos, eliminating frustration and inefficiencies, so organizations can focus on what they do best.
Why we made this podcast
Digital mistakes are everywhere, but they don’t have to be. At High Monkey, we’ve spent decades helping organizations untangle bad UX, broken search, and frustrating collaboration systems. Along the way, we’ve seen the same avoidable mistakes pop up again and again (and again).
That’s why we started Discussing Stupid. Not just to call out bad practices, but to explain why they happen, how they impact your business, and—most importantly—discuss how to fix them. Because pointing out problems is something we are good at. Solving them? That’s what we do best.
Let's fix whatever is holding you back
If your organization is wasting time fighting with your CMS, struggling to find information, or just tired of digital systems that don’t work—let’s talk.
Because a great digital experiences don't happen by accident. They are a product of any organization willing to make the right changes. We are here to help you get there.
Let's make your digital system work for you.
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