Discussing Stupid: A byte-sized podcast on stupid UX cover art

Discussing Stupid: A byte-sized podcast on stupid UX

Discussing Stupid: A byte-sized podcast on stupid UX

By: High Monkey
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About this listen

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© 2025 Discussing Stupid: A byte-sized podcast on stupid UX Economics Marketing Marketing & Sales
Episodes
  • S3E10 - Intentional AI: The Super Bowl didn't sell AI, it exposed it
    Feb 24 2026

    In Episode 10 of Intentional AI, we are taking a short detour in our Intentional AI series to talk about the Super Bowl. Not the game. The ads. A noticeable chunk of them leaned hard into AI. On the surface, it felt like a big moment for the industry. But when you look closer, it raises a different question. Are we watching real progress, or just very expensive hype?

    We unpack what was actually being sold, what was implied, and what gets left out when AI is positioned as effortless.

    AI has value. We are not arguing that it does not. But it works best when it is used intentionally and within clear boundaries. When it is marketed as a replacement for thinking, planning, or strategy, that is where things fall apart.


    If you are trying to separate signal from noise, this one is for you.


    Previously in the Intentional AI series:

    1. Episode 1: Intentional AI and the Content Lifecycle
    2. Episode 2: Maximizing AI for Research and Analysis
    3. Episode 3: Smarter Content Creation with AI
    4. Episode 4: The role of AI in content management
    5. Episode 5: How much can you trust AI for accessibility
    6. Episode 6: You’re asking AI to solve the wrong problems for SEO, GEO, and AEO
    7. Episode 7: Why AI can make your content personalization worse
    8. Episode 8: The real value of AI wireframes is NOT the wireframes
    9. Episode 9: Just because AI can create images doesn't mean you should use them


    New episodes every other Tuesday.


    For more conversations about AI, design, and digital strategy, visit www.discussingstupid.com and subscribe on your favorite podcast platform.


    (0:00) - Intro

    (0:42) - We had to talk about the Super Bowl

    (2:05) - The numbers behind AI in the Super Bowl

    (3:55) - How AI is marketed vs reality of AI

    (7:30) - This is why we started Intentional AI

    (8:30) - Reflections on the current realities of AI

    (13:20) - Where does AI make the most sense?

    (15:30) - Our reaction to the AI generated ads

    (17:30) - Join us and learn to be responsible with AI

    (19:00) - Outro


    **Also disclaimer: there is a math error at 18:15 - the correct calculation is closer to $100-150 million.**


    Subscribe for email updates on our website:

    https://www.discussingstupid.com/

    Watch us on YouTube:

    https://www.youtube.com/@discussingstupid

    Listen on Apple Podcasts, Spotify, or Soundcloud:

    https://podcasts.apple.com/us/podcast/discussing-stupid-a-byte-sized-podcast-on-stupid-ux/id1428145024

    https://open.spotify.com/show/0c47grVFmXk1cco63QioHp?si=87dbb37a4ca441c0

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    20 mins
  • S3E9 - Intentional AI: Just because AI can create images doesn't mean you should use them
    Feb 10 2026

    In Episode 9 of the Intentional AI series, Cole and Virgil take on one of the most common and misunderstood uses of AI today: image and graphic generation. From social media visuals to promotional graphics, AI images are fast, easy, and everywhere.

    The conversation focuses on why images became the public on ramp to AI and why that familiarity creates risk. Visuals feel harmless, but the moment AI starts generating finished looking images, teams inherit decisions around ownership, ethics, and trust that they are often unprepared to make.

    A central theme of the episode is responsibility escalation. As AI reduces the effort required to create images, the importance of human judgment increases. Treating AI generated visuals as final work can quickly introduce legal, ethical, and reputational problems.


    Virgil shares a practical experiment where he used a simple prompt to generate three social media promotional graphics from an existing article and tested the results across three tools: Canva, Claude, and Artlist.


    Canva produced the most generic and repetitive designs. Claude delivered cleaner structure and stronger messaging but struggled with fonts, formats, and variation. Artlist created the most visually interesting outputs, though it introduced workflow limitations and cost concerns.


    The episode reinforces a consistent conclusion across the series. AI can help jumpstart visual work, but it cannot replace judgment, intent, or responsibility.


    In this episode, they explore:

    1. Why AI images are so tempting to use
    2. Where AI generated graphics actually help
    3. Why most AI visuals fall flat
    4. Ethical and ownership risks teams overlook
    5. A comparison of Canva, Claude, and Artlist


    Previously in the Intentional AI series:

    1. Episode 1: Intentional AI and the Content Lifecycle
    2. Episode 2: Maximizing AI for Research and Analysis
    3. Episode 3: Smarter Content Creation with AI
    4. Episode 4: The role of AI in content management
    5. Episode 5: How much can you trust AI for accessibility
    6. Episode 6: You’re asking AI to solve the wrong problems for SEO, GEO, and AEO
    7. Episode 7: Why AI can make your content personalization worse
    8. Episode 8: The real value of AI wireframes is NOT the wireframes


    New episodes every other Tuesday.


    For more conversations about AI, design, and digital strategy, visit www.discussingstupid.com and subscribe on your favorite podcast platform.


    (0:00) - Intro

    (1:40) - You can’t escape AI imagery

    (3:18) - Why AI images are risky

    (4:40) - The legal and ethical line

    (6:15) - Creativity vs time and cost

    (9:28) - Every tool has hopped on the AI bandwagon

    (13:20) - The slippery slope of AI visuals

    (15:35) - We tested 3 tools for AI visuals

    (17:30) - Testing Canva

    (20:40) - Testing Claude...

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    29 mins
  • S3E8 - Intentional AI: The real value of AI wireframes is NOT the wireframes
    Jan 28 2026

    In Episode 8 of the Intentional AI series, Cole, Virgil, and Chad explore one of the most tempting uses of AI in digital work: wireframing and page layout. With AI now able to generate full wireframes in minutes or even seconds, the promise of speed is undeniable. But speed alone is not the point.

    The conversation focuses on where AI genuinely helps in the wireframing process and where it introduces new risks. Wireframes are meant to establish structure, hierarchy, and intent, not just visual output. While AI can quickly generate layouts, components, and patterns, it still requires strong human judgment to evaluate what is correct, what is missing, and what could cause problems downstream.


    A key theme of the episode is escalation of responsibility. As AI reduces the time required to create wireframes, the importance of human review, direction, and decision making increases. Treating AI generated wireframes as finished work can introduce serious risks, especially around accessibility, content fidelity, maintainability, and overall project direction.


    Virgil shares an experiment where he used AI to first generate a detailed prompt for wireframing, then tested that prompt across three tools: Claude, Google Gemini 3, and Figma Make. The results reveal clear differences in layout quality, accessibility handling, content retention, and how easily the outputs could be integrated into real workflows.

    Claude produced the strongest layout and structural patterns but failed badly on accessibility and removed large portions of content. Gemini generated simpler wireframes with clearer structure, but used even less content and still struggled with accessibility. Figma Make stood out for workflow integration, retaining all content and allowing direct editing inside Figma, though it also failed accessibility requirements and relied heavily on generic styling and placeholder imagery.


    Throughout the episode, the group returns to the same conclusion. AI is extremely effective at getting the first portion of wireframing done quickly. It is far less effective at making judgment calls, enforcing standards, or understanding context without guidance.


    In this episode, they explore:

    1. How wireframing fits into the content lifecycle
    2. Why speed changes the risk profile of design work
    3. Using AI to generate prompts instead of starting from scratch
    4. Where AI wireframes succeed and where they fail
    5. Accessibility and content risks in AI generated layouts
    6. A wireframing comparison of Claude, Gemini 3, and Figma Make


    A downloadable Episode Companion Guide is available below with tool comparisons and key takeaways.

    DS-S3-E8-CompanionDoc.pdf


    Previously in the Intentional AI series:

    1. Episode 1: Intentional AI and the Content Lifecycle
    2. Episode 2: Maximizing AI for Research & Analysis
    3. Episode 3: Smarter Content Creation with AI
    4. Episode 4: The role of AI in content management
    5. Episode 5: How much can you trust AI for...
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    29 mins
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