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 ›

In this episode, Jim Murphy shares how training your mind for inner excellence leads to peace, confidence, and extraordinary performance. Jim is a #1 New York Times bestselling author and Performance Coach to some of the best athletes and leaders in the world. He began his career as a professional baseball player in the Chicago Cubs organization, later coaching with the Texas Rangers and the South African Olympic baseball team. Jim has worked with world... read more ›

Hey friends, Chase here. If AI has you wondering whether your work will still matter—you’re not alone. The pace of change is dizzying. New tools drop daily. “Good enough” work is getting automated before you can even refresh your feed. But here’s the good news: This is not the end. It’s the beginning—if you choose it. The future belongs to those who lean into what machines can’t replicate: your taste, your story, your weirdness, your... read more ›

Hey friends, Chase here. If AI has you wondering whether your work will still matter—you’re not alone. The pace of change is dizzying. New tools drop daily. “Good enough” work is getting automated before you can even refresh your feed. But here’s the good news: This is not the end. It’s the beginning—if you choose it. The future belongs to those who lean into what machines can’t replicate: your taste, your story, your weirdness, your... read more ›

In this episode, Ben Uyeda shares how chasing purpose instead of scale can transform your creative career — and your life. Ben is a designer, entrepreneur, and creative force who left behind a successful architecture firm and an Ivy League teaching gig to bring high-design concepts to the masses through media. His free, widely shared designs have reached over 50 million people and are being built around the world. We dive deep into the tension... read more ›

Hey friends, Chase here. Will your work still matter when everyone else is using AI to create? It’s a real question. And let’s be honest—it’s one a lot of us are quietly asking. Every day, new tools drop that make it easier (and faster) to generate content, art, writing, music—you name it. The machines are learning. Fast. So where does that leave you? If you’re a creator, this moment isn’t the end. It’s the beginning—if... read more ›