Discussing Stupid: A byte-sized podcast on stupid UX

Discussing 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. Discussions focus on five key areas: Business Process & Collaboration, UX/IA, Inclusive Design, Content & Search, and Performance & SEO. Join us and let’s start making the digital world a bit less stupid, one episode at a time. Visit our website at https://www.discussingstupid.com

S3E4 - Intentional AI: The role of AI in content management

In Episode 4 of the Intentional AI series, Cole and Virgil move further into the content lifecycle and this time they are focusing on content management.Once your content’s written, the real work begins. Editing, organizing, translating, tagging, all the behind-the-scenes steps that keep content consistent and usable. In this episode, the team looks at how AI can help streamline those tasks and where it still creates new challenges.Joined by returning guest Chad, they break down where AI fits, where it fails, and what happens when you trust it to translate complex content on its own.In this episode, they explore:How AI supports the content management stage of the lifecycleCommon use cases like translation, auto-summary fields, and accessibility checksWhere automation makes sense and where it doesn’tThe biggest risks of AI content management, from oversimplification to data privacyWhy good input (clear, readable content) still determines good outputHow readable, accessible writing improves both human and AI understandingThis episode also continues the real-world experiment from previous episodes.Using the accessibility article originally created with Writesonic, the team tests how well three AI tools: Google Translate, DeepL, and ChatGPT, handle translating the piece into Spanish. The results reveal major differences in accuracy, tone, and overall usability across each model.A downloadable Episode Companion Guide is available below. It includes key takeaways, tool comparisons, and practical advice for using AI in the content management stage.DS-S3-E4-CompanionDoc.pdf🦃 Note: We’re taking a short Thanksgiving break, the next episode will drop on December 2, 2025.Upcoming episodes in the Intentional AI series:Dec 2, 2025 — AccessibilityDec 16, 2025 — SEO / AEO / GEOJan 6, 2026 — Content PersonalizationJan 20, 2026 — Front End Development & WireframingFeb 3, 2026 — Design & MediaFeb 17, 2026 — Back End DevelopmentMar 3, 2026 — Conversational Search (with special guest!)Mar 17, 2026 — Chatbots & Agentic AIMar 31, 2026 — Series Finale & Tool ReviewWhether you’re managing websites, content workflows, or entire digital ecosystems, this conversation is about using AI intentionally, to work smarter without losing the human judgment that keeps content trustworthy.New episodes every other Tuesday.For more conversations about AI, digital strategy, and all the ways we get it wrong (and how to get it right), visit www.discussingstupid.com and subscribe on your favorite podcast platform.Chapters(0:00) - Intro(0:50) - Today's focus: Content management with AI(1:58) - Content management opportunities with AI(6:18) - Recurring series theme: Trust(8:34) - Refine your process one step at a time(9:53) - Better content = better everything(10:22) - We tested 3 AI translation tools(12:02) - Cole's "elephant in the room" test(14:28) - Poor content = poor translations(16:58) - True translation happens between people(18:45) - Closing takeawaysSubscribe for email updates on our website:https://www.discussingstupid.com/Watch us on YouTube:https://www.youtube.com/@discussingstupidListen on Apple Podcasts,...

11-11
21:20

S3E3 - Intentional AI: Smarter content creation with AI

In Episode 3 of the Intentional AI series, Cole and Virgil move into the next stage of the content lifecycle: content creation.AI can write faster than ever, but that doesn’t mean it writes well. From prompting and editing to maintaining voice and originality, AI-generated content still requires human effort and judgment. In this episode, the team explores where AI can help streamline production and where it can’t replace the creative process.In this episode, they explore:How AI fits into the content creation stage of the lifecycleWhy AI-generated content often takes just as much time as writing from scratchThe key risks of AI content creation, including accuracy, effort, and authenticityHow to maintain your voice, tone, and originality when using AI toolsWhy humans are still responsible for quality control and credibilityWhat happens when you test the same research prompt across three writing toolsThis episode also continues the real-world experiment from Episode 2. Using the research compiled with Perplexity, the team tests how three content-generation tools—Jenni AI, Perplexity Pro, and Writesonic—handle the same writing task. The results reveal just how differently each model performs when asked to create original, publishable content.A downloadable Episode Companion Guide is available below. It includes key takeaways, tool comparisons, and practical advice for using AI in the content creation stage.DS-S3-E3-CompanionDoc.pdfUpcoming episodes in the Intentional AI series:• Nov 11, 2025 — Content Management• Dec 2, 2025 — Accessibility• Dec 16, 2025 — SEO / AEO / GEO• Jan 6, 2026 — Content Personalization• Jan 20, 2026 — Front End Development & Wireframing• Feb 3, 2026 — Design & Media• Feb 17, 2026 — Back End Development• Mar 3, 2026 — Conversational Search (with special guest!)• Mar 17, 2026 — Chatbots & Agentic AI• Mar 31, 2026 — Series Finale & Tool ReviewWhether you’re a marketer, strategist, or developer, this conversation is about creating content intentionally and keeping your human voice at the center of it all.New episodes every other Tuesday.For more conversations about AI, digital strategy, and all the ways we get it wrong (and how to get it right), visit www.discussingstupid.com and subscribe on your favorite podcast platform.Chapters(0:00) - Intro(0:30) - Smarter content creation with AI(1:00) - Effort doesn't go away(3:20) - Tool / LLM differences(5:34) - Audience fit & voice(7:44) - We tested 3 tools for AI content creation(10:08) - Testing Jenni AI(13:23) - Testing Perplexity(14:55) - Testing Writesonic(16:55) - Key TakeawaysSubscribe for email updates on our website:https://www.discussingstupid.com/Watch us on YouTube:https://www.youtube.com/@discussingstupidListen on Apple Podcasts, Spotify, or Soundcloud:https://podcasts.apple.com/us/podcast/discussing-stupid-a-byte-sized-podcast-on-stupid-ux/id1428145024https://open.spotify.com/show/0c47grVFmXk1cco63QioHp?si=87dbb37a4ca441c0a...

10-28
19:47

S3E2 - Intentional AI: Maximizing AI for research & analysis

In Episode 2 of the Intentional AI series, Cole and Virgil dive into the first real stage of the content lifecycle: research and analysis.From brainstorming ideas to verifying data sources, AI is being used everywhere in the early stages of content creation. But how much of that information can you actually trust? In this episode, the team unpacks where AI helps, where it hurts, and why you still need to be the researcher of the research.In this episode, they explore:How AI fits into the research and analysis stage of the content lifecycleThe major risks of using AI for research, including accuracy, bias, and misinformationWhy trust, verification, and validation are now part of your jobSecurity and legal concerns around AI scraping and data usageHow different tools handle citations, transparency, and usabilityWhy you can’t skip the human role in confirming, editing, and contextualizing AI outputsThis episode also features the first step in a real experiment: researching a blog topic on digital accessibility using the tools Perplexity, ChatGPT, and Copilot. The results of that research will directly fuel the next episode on content creation.A downloadable Episode Companion Guide is available below. It includes key episode takeaways, tool comparisons, and practical guidance on how to use AI responsibly during the research stage.DS-S3-E2-CompanionDoc.pdfUpcoming episodes in the Intentional AI series:Oct 28, 2025 — Content CreationNov 11, 2025 — Content ManagementDec 2, 2025 — AccessibilityDec 16, 2025 — SEO / AEO / GEOJan 6, 2026 — Content PersonalizationJan 20, 2026 — Front End Development & WireframingFeb 3, 2026 — Design & MediaFeb 17, 2026 — Back End DevelopmentMar 3, 2026 — Conversational Search (with special guest!)Mar 17, 2026 — Chatbots & Agentic AIMar 31, 2026 — Series Finale & Tool ReviewWhether you’re a marketer, strategist, or developer, this conversation is about making AI adoption intentional and keeping your critical thinking sharp.New episodes every other Tuesday.For more conversations about AI, digital strategy, and all the ways we get it wrong (and how to get it right), visit www.discussingstupid.com and subscribe on your favorite podcast platform.(0:00) - Intro(1:44) - Better research with AI(3:46) - Risk: Trust & reliability(5:29) - Risk: Security/legal concerns(7:04) - Risk: Hallucinations(9:17) - We tested 3 tools for AI research(11:03) - Testing Perplexity(14:38) - Testing ChatGPT(17:45) - Testing Copilot(19:54) - Comparing the tools and key takeaways(20:52) - OutroSubscribe for email updates on our website:https://www.discussingstupid.com/Watch us on YouTube:https://www.youtube.com/@discussingstupidListen on Apple Podcasts, Spotify, or Soundcloud:https://podcasts.apple.com/us/podcast/discussing-stupid-a-byte-sized-podcast-on-stupid-ux/id1428145024https://open.spotify.com/show/0c47grVFmXk1cco63QioHp?si=87dbb37a4ca441c0

10-14
22:07

S3E1 - Intentional AI: Applying AI across the content lifecycle

In the Season 3 premiere of Discussing Stupid, Cole and Virgil kick off the new series Intentional AI: a season-long dive into how AI fits (and sometimes doesn’t even fit) into the stages of the content lifecycle.Organizations are rushing to hand entire workflows over to AI… but without a clear plan, the results are messy at best and risky at worst. Instead of asking “what can AI do?”, this episode flips the question to “where does AI actually help?” by breaking down the real process first.This first episode sets the foundation for the whole series. In the weeks ahead, each stage of the content lifecycle gets its own dedicated episode with real examples of where AI shines, where it fails, and how to use it responsibly. By following the series, you’ll walk away with a complete picture of how to maximize AI in your digital workflows without falling into the common traps.In this episode, they explore:Why you should map your workflow without AI before adding automationThe 5 stages of the content lifecycle where AI could be useful (research & analysis, content creation, content management & accessibility, SEO/GEO/AEO, & content personalization)How to spot which stages AI supports well and which it doesn’tWhy teaching AI and understanding your process are inseparableThe dangers of unchecked automation, from bad content to legal riskUpcoming episodes in the Intentional AI series:Oct 14, 2025 — Research & AnalysisOct 28, 2025 — Content CreationNov 11, 2025 — Content Management & AccessibilityDec 2, 2025 — SEO / AEO / GEODec 16, 2025 — Content Personalization Jan 6, 2026 — Front End Development & WireframingJan 20, 2026— Design & Media Feb 3, 2026 — Back End DevelopmentFeb 17, 2026 — Conversational Search (with special guest!)Mar 3, 2026 — Chatbots & Agentic AIMar 17, 2026 — Series Finale & Tool ReviewWhether you’re a marketer, strategist, or developer, this conversation is about making AI adoption practical, intentional, and less stupid.Season 3 of Discussing Stupid is here! New episodes every other Tuesday starting now.For more conversations about AI, digital strategy, and all the ways we get it wrong (and how to get it right), visit www.discussingstupid.com and subscribe on your favorite podcast platform.(0:00) - Intro(1:17) - Organizations are rushing into AI without strategy(3:25) - Effective AI requires training & process clarity(4:37) - Series focus: Maximizing AI in your content process(5:50) - Stage 1: Research & Analysis(8:27) - Stage 2: Content Creation(11:05) - Stage 3: Content Management & Accessibility(13:10) - Stage 4: SEO, AEO, GEO(16:10) - Stage 5: Content Personalization(17:20) - Closing takeaways(17:58) - OutroSubscribe for email updates on our website:https://www.discussingstupid.com/Watch us on YouTube:https://www.youtube.com/@discussingstupidListen on Apple Podcasts, Spotify, or Soundcloud:https://podcasts.apple.com/us/podcast/discussing-stupid-a-byte-sized-podcast-on-stupid-ux/id1428145024https://open.spotify.com/show/0c47grVFmXk1cco63QioHp?si=87dbb37a4ca441c0

09-30
19:04

Season 3: The Teaser

“Stupid is as stupid does.” Forrest Gump said it best... and you don't have to look far in the digital world to see just how much stupid is out there.Whether you're lost in the layers of a bloated website, juggling 5 different collaboration tools just to get ONE project done, or searching for a document you know exists but still can't find... we've all been there.That’s why we started Discussing Stupid. This podcast is our way of calling out the bad digital practices we see every day - and giving you practical advice to fix them.We are BACK for Season 3, building on the foundation we set last season. In Season 2, we tackled 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.We’re kicking things off with a series called Intentional AI, and it is all about using artificial intelligence (AI) more purposefully in your workflow. Too many orgs are throwing it into their workflows without a plan - wasting money, tanking productivity, and getting frustrated when the tech doesn’t deliver.To flip that script, we’re using the content lifecycle as our case study. It’s a process every digital team touches, from research and analysis, to content creation, to management, SEO, accessibility, and personalization - and it’s a perfect way to show how AI can actually work for you instead of against you.In Episode 1, we’ll zoom out with a quick look at how AI could play a role in each stage, then go deep into the first part of the cycle: research and analysis. We’ll break down the good, the bad, and the ugly of AI in that stage, and how to avoid the traps we see so many orgs falling into.If you work in digital experiences, this podcast will put you ahead of the curve - whether that's making smarter use of AI, cleaning up your search strategy, or building digital spaces that actually make sense for people.Season 3 drops September 30th. Subscribe, share this with your team, and let’s make the digital world a little less stupid, one episode at a time.Subscribe for email updates on our website:https://www.discussingstupid.com/Watch us on YouTube:https://www.youtube.com/@discussingstupidListen on Apple Podcasts, Spotify, or Soundcloud:https://podcasts.apple.com/us/podcast/discussing-stupid-a-byte-sized-podcast-on-stupid-ux/id1428145024https://open.spotify.com/show/0c47grVFmXk1cco63QioHp?si=87dbb37a4ca441c0https://soundcloud.com/discussing-stupidCheck Us Out on Socials:https://www.linkedin.com/company/discussing-stupidhttps://www.instagram.com/discussingstupid/https://www.facebook.com/discussingstupidhttps://x.com/DiscussStupid

09-09
03:25

S2E18: What it really takes to build accessible forms

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 team breaks down the invisible complexity of building forms that actually work for all users, including those using screen readers or assistive tech. Spoiler: most “accessible” forms aren’t.In this episode, they dig into:The most common accessibility fails in forms (labeling, tab order, cryptic errors)Why Microsoft tools like PowerApps and SharePoint often work against accessibilityHow poor form validation breaks user experience and trustWhat it really takes to make dynamic forms work properlyThe tedious but necessary work behind making forms usable for everyoneWhether you’re designing a public-facing form or managing internal workflows, this episode will change how you think about accessibility, and show why most tools still fall short.This wraps up Season 2 of Discussing Stupid. We’ll be back in September with new episodes, fresh rants, and more stupid digital decisions to unpack. Thanks for listening!For more conversations about digital strategy, UX, accessibility, and all the ways we get it wrong (and how to get it right), visit www.discussingstupid.com and subscribe on your favorite podcast platform.(0:00) - Intro(3:13) - The form looks fine… but is it usable?(4:57) - The false promise of built in accessibility(6:08) - Inside a real accessible PowerApps build(10:15) - What screen readers see (that you don't)(12:12) - The workarounds nobody talks about (16:33) - Why this problem isn't just Microsoft's fault(17:38) - OutroSubscribe for email updates on our website:https://www.discussingstupid.com/Watch us on YouTube:https://www.youtube.com/@discussingstupidListen on Apple Podcasts, Spotify, or Soundcloud:https://podcasts.apple.com/us/podcast/discussing-stupid-a-byte-sized-podcast-on-stupid-ux/id1428145024https://open.spotify.com/show/0c47grVFmXk1cco63QioHp?si=87dbb37a4ca441c0https://soundcloud.com/discussing-stupidCheck Us Out on Socials:https://www.linkedin.com/company/discussing-stupidhttps://www.instagram.com/discussingstupid/https://www.facebook.com/discussingstupidhttps://x.com/DiscussStupid

06-24
19:08

S2E17: Why inconsistent layouts wreck your UX

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, break trust, and derail digital goals. This episode dives into why it happens, what it costs, and how to start fixing it.They also explore:Why inconsistent layouts are often a sign of deeper organizational problemsHow users feel bad design before they can explain itThe difference between visual theming and layout consistencyWhat a consistent structure looks like across homepage, sections, and detail pagesWhy a style guide is your most underrated assetWhether you’re building a public-facing site or an internal portal, this episode will help you recognize the hidden ways layout chaos is holding you back—and how to clean it up.For more conversations about digital strategy, UX, accessibility, and all the ways we get it wrong (and how to get it right), visit www.discussingstupid.com and subscribe on your favorite podcast platform.(0:00) - Intro(2:22) - Where layour inconsistency happens the most(4:57) - The difference between theming and consistency(7:24) - Structuring consistency in layers (10:57) - Why inconsistency hurts your organization(13:12) - Layout chaos as a symptom of deeper issues(15:22) - How to start fixing this issue(16:51) - OutroSubscribe for email updates on our website:https://www.discussingstupid.com/Watch us on YouTube:https://www.youtube.com/@discussingstupidListen on Apple Podcasts, Spotify, or Soundcloud:https://podcasts.apple.com/us/podcast/discussing-stupid-a-byte-sized-podcast-on-stupid-ux/id1428145024https://open.spotify.com/show/0c47grVFmXk1cco63QioHp?si=87dbb37a4ca441c0https://soundcloud.com/discussing-stupidCheck Us Out on Socials:https://www.linkedin.com/company/discussing-stupidhttps://www.instagram.com/discussingstupid/https://www.facebook.com/discussingstupidhttps://x.com/DiscussStupid

06-10
17:58

S2E16: Headless vs traditional CMS: Which one fits your organization?

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 decision comes down to your organization’s resources, structure, and long-term goals. Chad and Virgil dive into the practical realities of each approach, helping you cut through the hype and avoid the biggest mistakes teams make when choosing a CMS.They also explore:Why your internal team structure matters more than the CMS featuresThe rise (and reality) of content hubs and static site generatorsWhat “freedom” really means in a headless setupHow traditional and headless CMSs are merging in unexpected waysWhy reuse and omnichannel content sound good—but rarely happenWhether you’re in IT, marketing, or somewhere in between, this episode will help you make smarter, more grounded tech decisions.For more conversations about digital strategy, UX, accessibility, and all the ways we get it wrong (and how to get it right), visit www.discussingstupid.com and subscribe on your favorite podcast platform.(0:00) - Intro(2:10) - It's not about the CMS, it's about your team(4:44) - Headless gives you freedom - if you're ready for it(6:36) - Traditional & headless are starting to look alike(9:56) - Don't choose a CMS based on buzzwords(12:00) - There's no perfect CMS - just the right one for you(15:00) - OutroSubscribe for email updates on our website:https://www.discussingstupid.com/Watch us on YouTube:https://www.youtube.com/@discussingstupidListen on Apple Podcasts, Spotify, or Soundcloud:https://podcasts.apple.com/us/podcast/discussing-stupid-a-byte-sized-podcast-on-stupid-ux/id1428145024https://open.spotify.com/show/0c47grVFmXk1cco63QioHp?si=87dbb37a4ca441c0https://soundcloud.com/discussing-stupidCheck Us Out on Socials:https://www.linkedin.com/company/discussing-stupidhttps://www.instagram.com/discussingstupid/https://www.facebook.com/discussingstupidhttps://x.com/DiscussStupid

05-27
16:08

S2E15: What separates good projects from great ones? Proper testing.

In this episode of Discussing Stupid, Virgil and Cole are joined by a new guest—High Monkey’s Project Manager and QA specialist, Seth Moline. Together, they dig into the often-overlooked world of quality assurance (QA) and why it can make or break a digital project.From accessibility issues to ripple effects caused by last-minute code changes, Seth walks us through what great QA really looks like—and why it’s not just a checklist you run through before launch. The team discusses how QA needs to be methodical, repeatable, and fully integrated into your build process—not an afterthought.They also explore:Why QA isn’t just testing—it’s marketingHow staging environments save you from public embarrassmentThe value of fresh eyes and non-developer perspectivesCommon QA mistakes and how to avoid themWhy accessibility should never be separated from qualityWhether you’re a developer, content manager, strategist, or digital lead, this episode will change the way you think about testing and quality.For more conversations about digital strategy, UX, accessibility, and all the ways we get it wrong (and how to get it right), visit www.discussingstupid.com and subscribe on your favorite podcast platform.(0:00) - Intro(3:04) - Seth's QA role at high monkey(4:45) - Quality testing is best done by a fresh set of eyes(6:47) - QA is about systems, not spot checks(11:06) - Why you need a staging environment(14:18) - How to stay methodical with your testing(16:36) - Baking accessibility into your QA process(18:06) - A quality site = top tier marketing(19:52) - OutroSubscribe for email updates on our website:https://www.discussingstupid.com/Watch us on YouTube:https://www.youtube.com/@discussingstupidListen on Apple Podcasts, Spotify, or Soundcloud:https://podcasts.apple.com/us/podcast/discussing-stupid-a-byte-sized-podcast-on-stupid-ux/id1428145024https://open.spotify.com/show/0c47grVFmXk1cco63QioHp?si=87dbb37a4ca441c0https://soundcloud.com/discussing-stupidCheck Us Out on Socials:https://www.linkedin.com/company/discussing-stupidhttps://www.instagram.com/discussingstupid/https://www.facebook.com/discussingstupidhttps://x.com/DiscussStupid

05-13
21:44

S2E14: Want good UX? Expect less from your audience.

In Episode 14, host Virgil Carroll and co-host Cole dig into a core truth behind most UX mistakes: people don’t pay attention. From sending a message to the wrong person to confusing web forms, today’s digital missteps often stem from one thing—poorly designed experiences that expect users to be careful, focused, or even logical.But here’s the hard truth: they’re not.That’s why UX exists—to design for inattention, not perfection. In this episode, Virgil and Cole explore how small misjudgments in interface design can lead to big problems, and why it’s time to stop blaming the user and start designing smarter.They dig into key lessons and takeaways, including:Why assuming users will “just pay attention” is a guaranteed way to failThe danger of designing tools for internal teams instead of real usersHow AI and other tools can mislead teams if used without critical thinkingWhy user feedback beats assumptions—every single timeWhat it really means to design for the lowest common denominatorFrom confusing buttons and abandoned carts to real-world usability failures, Virgil shares insights from decades of experience that highlight how easy it is to get digital experiences wrong when we ignore how people actually behave.If you’ve ever wondered why people keep screwing up your carefully planned interface—or if you’re trying to build something that works for all humans, not just ideal ones—this episode’s for you.For more conversations about digital strategy, UX, accessibility, and all the ways we get it wrong (and how to get it right), visit www.discussingstupid.com and subscribe on your favorite podcast platform. (0:00) - Intro(2:10) - People don't pay attention(4:41) - Are people bad at browsing or is tech too complex?(6:49) - Will AI shape the future of UX?(10:50) - The gap between internal assumptions and real user needs(14:27) - Build for the lowest common denominator(17:40) - OutroSubscribe for email updates on our website:https://www.discussingstupid.com/Watch us on YouTube:https://www.youtube.com/@discussingstupidListen on Apple Podcasts, Spotify, or Soundcloud:https://podcasts.apple.com/us/podcast/discussing-stupid-a-byte-sized-podcast-on-stupid-ux/id1428145024https://open.spotify.com/show/0c47grVFmXk1cco63QioHp?si=87dbb37a4ca441c0https://soundcloud.com/discussing-stupidCheck Us Out on Socials:https://www.linkedin.com/company/discussing-stupidhttps://www.instagram.com/discussingstupid/https://www.facebook.com/discussingstupidhttps://x.com/DiscussStupid

04-29
18:40

S2E13.1: Keys to balancing aesthetics and accessibility in web design

In Episode 13.1, host Virgil Carroll is joined by co-host Cole and developer Chad to talk about something deceptively complicated: color. Specifically, the intersection of color palettes, visual design, and accessibility—and why getting it wrong can tank your user experience. While color choices often get made in design tools or branding meetings, they don’t always translate well to real-world implementation. The crew breaks down why the prettiest colors can create the ugliest accessibility problems once they hit the web.They dig into key challenges and lessons, including:Why accessible design isn’t just about having the right colors—it's about using them correctlyHow contrast ratios break down across devices and screen sizesWhy bright and “fun” color palettes often fail accessibility testingHow to bring visual flair to a site without sacrificing inclusivityThe difference between decorative vs. purposeful color use—and why it matters From failed color combinations to misused font sizing, Virgil, Cole, and Chad share their own battle scars from High Monkey’s recent site redesign—and explain how inclusive design forces teams to think functionally, not just aesthetically. If you’ve ever struggled to make your brand colors work on the web—or if you're tired of your site failing contrast tests but you still want some color pop—this episode’s for you.For more conversations about digital strategy, UX, accessibility, and all the ways we get it wrong (and how to get it right), visit www.discussingstupid.com and subscribe on your favorite podcast platform.(0:00) - Intro(2:43) - Accessibility and your brand's color palette(6:03) - Factoring in font sizes(7:54) - I still want color pop on my website!!(11:36) - The approach we took with our new site's color scheme(15:13) - OutroSubscribe for email updates on our website:https://www.discussingstupid.com/Watch us on YouTube:https://www.youtube.com/@discussingstupidListen on Apple Podcasts, Spotify, or Soundcloud:https://podcasts.apple.com/us/podcast/discussing-stupid-a-byte-sized-podcast-on-stupid-ux/id1428145024https://open.spotify.com/show/0c47grVFmXk1cco63QioHp?si=87dbb37a4ca441c0https://soundcloud.com/discussing-stupidCheck Us Out on Socials:https://www.linkedin.com/company/discussing-stupidhttps://www.instagram.com/discussingstupid/https://www.facebook.com/discussingstupidhttps://x.com/DiscussStupid

04-15
16:13

S2E12: Finding the metadata "Goldilocks zone"

In Episode 12, host Virgil Carroll is joined by co-host Cole from High Monkey to dig into a deceptively tricky topic: metadata—what it is, how it works, and why getting it right is more about balance than perfection.Metadata plays a huge role in findability, search accuracy, and content structure. But when it comes to tagging your content, more isn’t always better—and less definitely isn’t enough. That’s where the concept of the “metadata Goldilocks zone” comes in.They unpack the most common metadata mistakes and what to do instead, including:Why under-tagging leaves your site relying on search engine guessworkHow over-tagging renders metadata meaninglessWhat makes a tag actually useful (and when it’s just noise)How to approach metadata as an evolving strategy—not a one-time fixVirgil shares hard-won lessons from consulting across industries, explaining why metadata success depends on both the structure and the context of your content. From internal file systems to public websites, they explore how to build better tagging frameworks without falling into analysis paralysis.To wrap things up, they offer a practical rule of thumb for anyone managing metadata: optimize for the 80% of user needs first—and let real usage data guide the rest. For more conversations about digital strategy, search, UX, and all the ways we get it wrong (and how to get it right), visit www.discussingstupid.com and subscribe on your favorite podcast platform.(0:00) - Intro(2:27) - What even is metadata?(4:10) - Metadata is not one-size-fits-all (7:20) - The dangers of under tagging(10:00) - The dangers of over tagging(12:43) - Finding the “Goldilocks” zone with metadata(15:30) - Virgil’s verdict: Follow the 80/20 ruleSubscribe for email updates on our website:https://www.discussingstupid.com/Watch us on YouTube:https://www.youtube.com/@discussingstupidListen on Apple Podcasts, Spotify, or Soundcloud:https://podcasts.apple.com/us/podcast/discussing-stupid-a-byte-sized-podcast-on-stupid-ux/id1428145024https://open.spotify.com/show/0c47grVFmXk1cco63QioHp?si=87dbb37a4ca441c0https://soundcloud.com/discussing-stupidCheck Us Out on Socials:https://www.linkedin.com/company/discussing-stupidhttps://www.instagram.com/discussingstupid/https://www.facebook.com/discussingstupidhttps://x.com/DiscussStupid

04-01
18:05

S2E11: The challenges of translating design into a responsive website build

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 you don’t have to make them.In Episode 11, host Virgil Carroll is joined by co-host Cole from High Monkey, along with developer Chad, to tackle a common but frustrating issue—why web designs that look perfect in Figma often fall apart when built for real-world use.They explore the biggest challenges of translating static designs into fully responsive websites, including:The problem with designing for just one screen sizeWhy text, images, and layouts often break in developmentWhat developers wish designers knew about responsive designLessons learned from their own website redesign mistakesChad shares a developer’s perspective on why rigid, pixel-perfect designs don’t always work and how to approach layouts with flexibility in mind. Through real-world experiences—including High Monkey’s own site rebuild—the team discusses the need for good communication between design and development and how to avoid the most common headaches.To close things out, they share practical tips on designing for multiple screen sizes, working more effectively with developers, and ensuring that your website doesn’t just look great—it actually functions for all the devices browsing your website.New intro, new look, new website, same crew ready to help you avoid dumb digital mistakes! Join us every two weeks for fresh 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(2:06) Design is checkers… development is chess(4:53) Common responsive design fails(7:18) Unfortunately we are speaking from experience.(11:09) How many breakpoints do you design for???(15:40) Designers & developers need to talk(18:07) - OutroSubscribe for email updates on our website:https://www.discussingstupid.com/Watch us on YouTube:https://www.youtube.com/@discussingstupidListen on Apple Podcasts, Spotify, or Soundcloud:https://podcasts.apple.com/us/podcast/discussing-stupid-a-byte-sized-podcast-on-stupid-ux/id1428145024https://open.spotify.com/show/0c47grVFmXk1cco63QioHp?si=87dbb37a4ca441c0https://soundcloud.com/discussing-stupidCheck Us Out on Socials:https://www.linkedin.com/company/discussing-stupidhttps://www.instagram.com/discussingstupid/https://www.facebook.com/discussingstupidhttps://x.com/DiscussStupid

03-18
19:05

S2E10: The real work starts AFTER your project launches

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 a much longer journey in the digital world.Virgil and Cole discuss the continuous effort required to maintain and grow digital projects like blogs, podcasts, websites, and more. They share personal experiences and lessons learned about adapting strategies based on analytics and listener feedback. The conversation highlights how even successful launches need follow-up actions to keep the momentum going and ensure long-term engagement.As the episode progresses, they explore the importance of constantly evolving digital marketing tactics to meet changing audience needs. Insights are shared on how they are in the process of tweaking their podcast's format and content to prevent listener drop-off, especially during the intro.To wrap up, practical tips are offered on how to effectively use analytics to drive content improvements and audience retention strategies. Listeners will gain a better understanding of the necessity for resilience in digital marketing and how to make incremental changes that significantly impact their projects' success.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(0:47) - Let's hear it for Episode 10!!!(1:56) - The work starts POST launch(3:30) - Change is in the air for Discussing Stupid(5:18) - Our takeaways after 10 episodes(7:10) - Establish value RIGHT AWAY(8:45) - Analytics. Analytics. Analytics.(10:55) - A message for those who made it this far(11:36) - Digital marketing is not just social media(13:45) - Time to eat our own dog food(14:40) - Cole is moving into a penthouse(15:20) - Be intentional with your analytics & engagement(17:00) - Discussing Stupid is now a live case study(18:30) - OutroSubscribe for email updates on our website:https://www.discussingstupid.com/Watch us on YouTube:https://www.youtube.com/@discussingstupidListen on Apple Podcasts, Spotify, or Soundcloud:https://podcasts.apple.com/us/podcast/discussing-stupid-a-byte-sized-podcast-on-stupid-ux/id1428145024https://open.spotify.com/show/0c47grVFmXk1cco63QioHp?si=87dbb37a4ca441c0https://soundcloud.com/discussing-stupidCheck Us Out on Socials:https://www.linkedin.com/company/discussing-stupidhttps://www.instagram.com/discussingstupid/https://www.facebook.com/discussingstupidhttps://x.com/DiscussStupid

03-04
19:32

S2E9: The chaos of modern workplace collaboration

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) - OutroSubscribe for email updates on our website:https://www.discussingstupid.com/Watch us on YouTube:https://www.youtube.com/@discussingstupidListen on Apple Podcasts, Spotify, or Soundcloud:https://podcasts.apple.com/us/podcast/discussing-stupid-a-byte-sized-podcast-on-stupid-ux/id1428145024https://open.spotify.com/show/0c47grVFmXk1cco63QioHp?si=87dbb37a4ca441c0https://soundcloud.com/discussing-stupidCheck Us Out on Socials:https://www.linkedin.com/company/discussing-stupidhttps://www.instagram.com/discussingstupid/https://www.facebook.com/discussingstupidhttps://x.com/DiscussStupid

02-18
16:40

S2E8: Bad mobile button design is driving us crazy

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) - OutroSubscribe for email updates on our website:https://www.discussingstupid.com/Watch us on YouTube:https://www.youtube.com/@discussingstupidListen on Apple Podcasts, Spotify, or Soundcloud:https://podcasts.apple.com/us/podcast/discussing-stupid-a-byte-sized-podcast-on-stupid-ux/id1428145024https://open.spotify.com/show/0c47grVFmXk1cco63QioHp?si=87dbb37a4ca441c0https://soundcloud.com/discussing-stupidCheck Us Out on Socials:https://www.linkedin.com/company/discussing-stupidhttps://www.instagram.com/discussingstupid/https://www.facebook.com/discussingstupidhttps://x.com/DiscussStupid

02-04
18:02

S2E7: AI alone won't fix your crappy content

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) - EndLink to the CMSWire Article mentioned: https://www.cmswire.com/digital-experience/the-growing-importance-of-schemaorg-in-the-ai-era/?utm_campaign=cm&utm_content=all-articles-rss&utm_medium=web&utm_source=cmswire.comSubscribe for email updates on our website:https://www.discussingstupid.com/Watch us on YouTube:https://www.youtube.com/@discussingstupidListen on Apple Podcasts, Spotify, or Soundcloud:https://podcasts.apple.com/us/podcast/discussing-stupid-a-byte-sized-podcast-on-stupid-ux/id1428145024https://open.spotify.com/show/0c47grVFmXk1cco63QioHp?si=87dbb37a4ca441c0https://soundcloud.com/discussing-stupidCheck Us Out on Socials:https://www.linkedin.com/company/discussing-stupidhttps://www.instagram.com/discussingstupid/https://www.facebook.com/discussingstupidhttps://x.com/DiscussStupid

01-21
14:09

S2E6: Are websites evolving or devolving?

In Episode 6 of Discussing Stupid, host Virgil Carroll and co-host Cole 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) - OutroSubscribe for email updates on our website:https://www.discussingstupid.com/Watch us on YouTube:https://www.youtube.com/@discussingstupidListen on Apple Podcasts, Spotify, or Soundcloud:https://podcasts.apple.com/us/podcast/discussing-stupid-a-byte-sized-podcast-on-stupid-ux/id1428145024https://open.spotify.com/show/0c47grVFmXk1cco63QioHp?si=87dbb37a4ca441c0https://soundcloud.com/discussing-stupidCheck Us Out on Socials:https://www.linkedin.com/company/discussing-stupidhttps://www.instagram.com/discussingstupid/https://www.facebook.com/discussingstupidhttps://x.com/DiscussStupid

01-07
14:59

S2E5: Font mistakes that are costing you big time

In Episode 5 of Discussing Stupid, host Virgil Carroll and co-hosts Chad and Cole 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!Subscribe for email updates on our website:https://www.discussingstupid.com/Watch us on YouTube:https://www.youtube.com/@discussingstupidListen on Apple Podcasts, Spotify, or Soundcloud:https://podcasts.apple.com/us/podcast/discussing-stupid-a-byte-sized-podcast-on-stupid-ux/id1428145024https://open.spotify.com/show/0c47grVFmXk1cco63QioHp?si=87dbb37a4ca441c0https://soundcloud.com/discussing-stupidCheck Us Out on Socials:https://www.linkedin.com/company/discussing-stupidhttps://www.instagram.com/discussingstupid/https://www.facebook.com/discussingstupidhttps://x.com/DiscussStupid

12-17
15:47

S2E4: Why search systems fail without semantics

In Episode 4 of Discussing Stupid, host Virgil Carroll and co-host Cole 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) - OutroSubscribe for email updates on our website:https://www.discussingstupid.com/Watch us on YouTube:https://www.youtube.com/@discussingstupidListen on Apple Podcasts, Spotify, or Soundcloud:https://podcasts.apple.com/us/podcast/discussing-stupid-a-byte-sized-podcast-on-stupid-ux/id1428145024https://open.spotify.com/show/0c47grVFmXk1cco63QioHp?si=87dbb37a4ca441c0https://soundcloud.com/discussing-stupidCheck Us Out on Socials:https://www.linkedin.com/company/discussing-stupidhttps://www.instagram.com/discussingstupid/https://www.facebook.com/discussingstupidhttps://x.com/DiscussStupid

12-03
13:35

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