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Designing My Music Pro '26 T‑Shirt: Behind the Scenes, Chat Feedback & a Little Help from AI



Lately, I’ve been going live a bit extemporaneously, taking you behind the scenes of what I’m working on creatively. A lot of entrepreneurs have camera crews following them around, turning their day into content. I don’t have that (yet!), but this is my DIY version of that idea.

In this new video, I walk you through the real, messy process of designing a custom t-shirt I’ll be wearing at Music Pro '26 in Hollywood later this month—something that basically introduces who I am and what I do before I even say a word.


You’ll see:

- 🎬 Time-lapse from Session 1: Me trying a bunch of ideas that were way off from what I actually wanted (welcome to my neurospicy process).


- 💬 How Your Feedback Changed Everything: I missed some of the live comments at first (thanks, StreamYard…) but when I finally saw them, I realized the design was a bit too vanilla and not “peacocking” enough.


- ⭐ The Star That Changed the Design: A member of my Facebook group said, “Your brand needs a star.” I was skeptical… then I dropped a star into the design and immediately went, “Oh. That actually works.”


- 🧠 Photoshop Meltdowns & Scratch Disk Chaos: Session 2 got cut short thanks to Photoshop issues and me re-discovering scratch disk settings the hard way.


- 🤖 How I Actually Used AI: I didn’t have AI design the shirt. Instead, I fed it my design, asked questions, iterated three times, and refined it with AI as a creative partner.

The shirts are now ordered in a few different colors. If you’re coming to MusicPro26 at Musicians Institute (March 27–29), you’ll see me wearing one—and you won’t have to ask “So what do you do?” unless you really want to.


🎥 Watch the video to see:

- The full behind-the-scenes timelapse of both sessions


- How group feedback and tiny tweaks (like one star) can completely change a design


- Why I still love designing by hand in an AI world

👇 Your turn:


If you were designing a t-shirt that told people who you are before you opened your mouth, what would absolutely need to be on it? A symbol? A word? A color? An inside joke?

Drop it in the comments—I’d love to hear your ideas and maybe borrow some inspiration for future designs.

And if you’d like to see more behind-the-scenes content (like me awkwardly practicing piano for reasons I don’t fully understand), let me know below. https://davidandrewwiebe.com/my-music-pro-26-t-shirt/

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