Hey friends, Chase here. If you’ve ever found yourself hesitating to start a project because it didn’t feel “portfolio-worthy,” this one’s for you. I’ve fallen into that trap more times than I’d like to admit — obsessing over whether something I’m making is polished enough to represent me. The irony? That mindset kills the very creativity that fills a portfolio in the first place. The Portfolio Trap Somewhere along the way, we started treating our... read more ›

Hey friends, Chase here. I’m back with a little reflection that’s been brewing for a while—one that hits right at the heart of what it means to be a creator right now. Lately, the number one question in my inbox (and probably yours too) goes something like this: “What happens to creativity now that AI can do so much?” If that question sounds familiar, you’re not alone. We’ve seen this movie before. Back in 2006,... read more ›

In this week’s episode, we’re revisiting a powerful conversation that aired back in 2021 — one that’s just as relevant today as it was then. Mel Robbins has continued to inspire millions with her practical, science-backed approach to behavior change and personal growth. Since our last chat, she’s released a brand-new bestseller, The Let Them Theory, which builds beautifully on the ideas we explored together in this earlier episode. Whether you’re new to Mel’s work... read more ›

Hey friends, Chase here. I’m writing you today from the south of France, where I’ve been taking a little breather before a busy fall. This episode is a reflection on some of the most popular questions that came up around the launch of Never Play It Safe. In the particular lies the universal — and the questions from our community reflect challenges so many of us face. Burnout, Side Hustles & Tiny Experiments Matt asked... read more ›

Hey friends, Chase here. At the height of my career—awards, startups, celebrity collabs—my wife stopped me cold with one question: “How much is enough?” I didn’t have an answer. From the outside, life looked perfect. But inside, I was chasing “more” without knowing why. The Illusion of More The culture around us says: keep climbing, keep grinding, keep stacking. But more for the sake of more eventually costs you—your health, your relationships, even your sense... read more ›

Hey friends, Chase here. If social media feels heavier than it used to, you’re not imagining it. Infinite feeds, algorithm whiplash, and the pressure to post “one more thing” can drain the very creativity we’re trying to share. Here’s the shift: treat social media like a stage you step onto with intent—not a sofa you collapse into by default. Social Media as a Stage, Not a Sofa A stage has purpose: you arrive prepared, you... read more ›

Hey friends, Chase here. If you’re feeling anxious about money right now, you’re not alone. Shrinking budgets, AI headlines, and general chaos have a lot of us questioning our value. The default move? Grab the nearest paycheck. But here’s the truth: trading your dreams for short-term security is the fastest way to kill the life you actually want. Don’t trade your dreams for security. Paying the bills matters—we’ve all been there. I waited tables in... read more ›

Hey friends, Chase here. I’m writing this from the beach, staring at the ocean, and I’ve got one big reminder for you today: You are your future. Sure, AI is everywhere. New tools pop up daily. You’ve probably seen the tweets: “Anyone can type a prompt and become a world-class designer, writer, photographer.” Sounds nice. But let’s be real—that’s not how this works. You make the work. Not the tools. AI is powerful. No doubt.... read more ›