After my talk with Andy J. Pizza for his well-loved podcast, Creative Pep Talk, I found myself wanting more time to chat with him about his drawing practice, the way he moves between client work and personal projects, and how he’s liking Substack. I had plenty of other questions we didn’t get to, but we’ll definitely do this again. Next time I want to draw with Andy—and with so many other artist friends—so expect more live talks and drawing sessions in 2026.
Before we met, I asked Andy to create his version of the “road map” prompt. I write about this in my first book, Draw Your Day, and also teach the process in my very first Skillshare class, Sketchbook Illustration for All. It’s one of my go-to prompts when I teach, and people always enjoy it. I love Andy’s take: he illustrated his path to “do email,” starting with 8:30am coffee and eventually landing at his computer at 11.
I ended up doing a road map that same week too—mine is more abstract, just a loose collection of moments from a quick day trip to Philadelphia.
If you want to hear more from Andy, I highly recommend subscribing to Creative Pep Talk. It’s such a helpful resource for creatives. Here is the episode with me, Visual Journaling: Generate Ideas, Mindfulness and Creative Voice with Samantha Dion Baker.
Thank you RAJ KAUR, Kelcey Ervick, Lea Miya Art, hippo fait des trucs, Speed Stack, and many others for tuning into my live video with Andy J. Pizza! Join me for my next live video in the app.















