If you’ve spent any time in the worlds of entrepreneurship, marketing, or creative hustle, you’ve felt the gravitational pull of Gary Vaynerchuk aka Gary Vee. He’s a force of nature, an individual who seems to operate on a different plane of energy and ambition. He famously took his family’s local liquor store and, through a pioneering YouTube show called Wine Library TV, transformed it into a $60 million empire. It was one of the first... read more ›
Nov
06
Nov
06
For over a decade, my friend Ramit Sethi has been one of the most influential people in my life when it comes to the business of creativity. If you’re part of our community, you know we reject the "starving artist" narrative. Ramit is the architect of the counter-narrative: living a "Rich Life." He’s not a typical finance guru who will tell you to stop buying lattes. In fact, he’ll probably tell you to buy more... read more ›
Nov
05
Hey friends, Chase here. Here’s an important reminder: you’ll never feel ready to start. But you’ve got to do it anyway. And the operative word there is “do.” Just start. This episode is the kick in the ass you need. Too often we get bogged down in the dreaming, the research, and the preparing - without the DOING. Feel me on this? It’s a common excuse that most of use…that we just need a little... read more ›
Oct
29
In this week’s episode, we’re revisiting a powerful conversation that originally aired back in 2017 — one that feels even more relevant today. Brené Brown joined me to talk about courage, connection, and what it really means to find true belonging in a divided world. Her insights on creativity, loneliness, and the power of standing alone have only become more urgent as we navigate today’s culture of comparison and noise. Since our original conversation, Brené... read more ›
Oct
22
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 ›
Oct
15
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 ›
Oct
08
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 ›
Oct
01
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 ›
Sep
24
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 ›
Sep
17
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 ›








