SEASON 2, EPISODE 9 OUT NOW! CHECK IT OUT HERE.

Discussing Stupid

Discussing Stupid is back, transforming digital facepalms into teachable moments—all in the time it takes to enjoy a coffee break!

Sponsored by High Monkey, this podcast tackles ‘stupid’ practices across websites, Microsoft tools, and beyond. Our "byte-sized", bi-weekly episodes are filled with expert insights and humor, focusing on five key areas: Business Process & Collaboration, UX/IA, Inclusive Design, Content & Search, and Performance & SEO.

Join us as we make the digital world a bit less stupid, one episode at a time.

Check out our latest video episode streaming exclusively on YouTube

Recent Episodes

Feb. 18, 2025

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 improv…
Feb. 4, 2025

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 re…
Jan. 21, 2025

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 mana…
Jan. 7, 2025

Are websites evolving or devolving?

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 episo…
Dec. 17, 2024

Font mistakes that are costing you big time

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 c…