Nov 08

Daymond John’s Guide to Building Your Dream While Working a Day Job (as seen on “Shark Tank”)

Think of someone who has fundamentally shaped a culture, built a global empire from nothing, and now spends his time investing in the dreams of others. That’s Daymond John. Many of us know him as the sharp, insightful investor on the hit show Shark Tank, but his story starts long before the bright lights of television. It’s a story that begins on the streets of Hollis, Queens, with a vision and a whole lot of... read more ›
Nov 08

Sir Mix-A-Lot’s Playbook for Building a Multi-Decade Creative Career

When you hear the name Sir Mix-A-Lot, your brain probably jumps straight to a certain 1992 mega-hit. And for good reason. It’s a song that became a global cultural touchstone. But to see Mix, born Anthony Ray, only through that lens is to miss the powerful story of a creative genius who has navigated a multi-decade career with incredible intention and insight. His is a story not just of chart-topping success, but of relentless curiosity,... read more ›
Nov 05

Stop Planning. Start Doing.

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

Brené Brown Revisited: The Courage to Belong in a Divided World

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

Stop Curating. Start Creating.

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

The Creative Edge Isn’t Vanishing — It’s Moving.

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

Mel Robbins Revisited: From The High 5 Habit to The Let Them Theory

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

The Antidote to Burnout Isn’t Rest — It’s Play

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

The Most Important Question You’re Probably Not Asking: How Much Is Enough?

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

Social Media as a Stage, Not a Sofa

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 ›