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The Cost of Playing It Safe

The Chase Jarvis LIVE Show

Release Date: 02/11/2026

Summer School: Mel Robbins on Anxiety, Action, and the 5-Second Rule show art Summer School: Mel Robbins on Anxiety, Action, and the 5-Second Rule

The Chase Jarvis LIVE Show

Hey friends, Chase here. Every summer, I revisit conversations from the archive that have stood the test of time. Not because I'm nostalgic, but because the best ideas don't expire. They deepen. This is another installment of Summer School—episodes I personally went back to this year when I was stuck. This one with Mel Robbins is near the top of that list. At 41, Mel was unemployed, drowning in debt, and so overwhelmed she could barely get out of bed. Then she discovered something that sounds almost too simple to take seriously: the 5-Second Rule. Count backwards—5-4-3-2-1—and move...

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The Chase Jarvis LIVE Show

Hey friends, Chase here. Every summer, I revisit conversations from the archive that have stood the test of time. Not because I'm nostalgic, but because the best ideas don't expire. They deepen. This is another installment of Summer School—the set of episodes I personally return to the most when I'm stuck and need something true to lean on. This one with Ryan Holiday is high on that list. I've gone back to it multiple times this year alone. Ryan is a legend—author, media strategist, New York Times bestselling writer, and the person who brought Stoic philosophy into popular culture for a...

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The Chase Jarvis LIVE Show

Hey friends, Chase here. Every summer, I revisit conversations from the archive that have stood the test of time. Not because I'm nostalgic, but because the best ideas don't expire. They deepen. This is another installment of Summer School—episodes I return to when I'm stuck. When a pattern I've been conditioned to see suddenly needs to be broken, I go back to the people who help me think differently. This one with Ben Uyeda is near the top of that list. Ben is a designer, entrepreneur, and creative force of nature who left a successful architecture firm and an Ivy League teaching gig to...

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The Chase Jarvis LIVE Show

Hey friends, Chase here. Every summer, I revisit conversations from the archive that have stood the test of time. Not because I'm nostalgic, but because the best ideas don't expire. They deepen. This is another installment of Summer School—episodes I go back to when I'm stuck, looking for the person in my network who's already lived the answer. This one with Tony Robbins is a perfect example. I've been navigating some peak performance challenges around my physical body—joints breaking down from a life as an athlete. Tony has spent years deep in the breakthroughs happening in precision...

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The Chase Jarvis LIVE Show

Hey friends, Chase here. Every summer, I revisit conversations from the archive that have stood the test of time. Not because I'm nostalgic, but because the best ideas don't expire. They deepen. This is the first installment of Summer School, a series where we're bringing back conversations that still have something important to teach us. This episode with Brené Brown was originally recorded more than a decade ago, shortly after Daring Greatly was published. A lot has changed since then. The platforms have changed. The technology has changed. The creative landscape has changed. But one thing...

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The Chase Jarvis LIVE Show

Hey friends, Chase here We are living in a moment where perfect is cheaper than ever. A few words into a prompt can generate an image. A template can make your brand look polished. A filter can smooth the rough edges. An AI tool can help you produce something slick, flattering, and technically impressive in seconds. On the surface, that sounds like creative abundance. But there is a catch. When everything can be perfected, perfect starts to feel invisible. That is the tension at the heart of this episode. In a world flooded with polish, your imperfections are not the liability. They are the...

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The Chase Jarvis LIVE Show

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The Chase Jarvis LIVE Show

Hey friends, Chase here There is a particular kind of silence that can change the direction of a life. Not the peaceful kind. Not the silence you seek out when you need space to think. I mean the silence that lands in the room right after you say something true. The silence after you tell people what you really want. The silence after you say, out loud, that you are thinking about leaving the safe path and choosing the one that actually feels like yours. I remember that silence very clearly. I remember the day I told my family I was going to leave the path everyone expected for me and become a...

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The Chase Jarvis LIVE Show

Hey friends, Chase here Eric Zimmer is on the show today, and this conversation is exactly the kind of reminder we all need when we are trying to change something real. You probably know Eric from The One You Feed, his award-winning podcast about wisdom, behavior change, mental health, spirituality, and what it means to live well. But Eric’s new book, , goes somewhere even more fundamental. It asks a question that feels especially urgent for creators, entrepreneurs, leaders, parents, and anyone trying to build a meaningful life in a world that constantly tells us to optimize everything: What...

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The Chase Jarvis LIVE Show

Hey friends, Chase here Austin Kleon is back on the show, and this conversation is exactly the kind of reminder every creative person needs. You probably know Austin from Steal Like an Artist, Show Your Work!, and Keep Going, the books that have helped millions of people rethink creativity, sharing, influence, originality, and what it actually means to make things in public. But Austin’s new book, , goes somewhere even more fundamental. It asks a question that feels especially urgent for creators, entrepreneurs, artists, writers, photographers, parents, and anyone trying to make meaningful...

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More Episodes

Hey friends, Chase here

This episode is short and direct — and it centers on a truth most of us spend years trying to outgrow: playing it safe has a cost. Not just a financial cost. Not just an “I didn’t take the leap” cost. I’m talking about the hidden cost — the slow trade of your originality for approval, your curiosity for compliance, your honest voice for whatever feels least risky.

A lot of us were trained early to optimize for fitting in. To sit still. To follow directions. To avoid disrupting the room. And to be clear: the people who guided us usually meant well. But the system most of us came through wasn’t designed to help you uncover what you’re here to make — it was designed to produce consistency. Efficiency. Predictable outcomes.

Over time, that training can dull the very thing that makes your work matter: your vitality. Your weirdness. Your edge. The parts of you that feel a little too honest, too quirky, too intense, too much.

Here’s the core idea:

The price of playing it safe is your creative aliveness.

Because safety doesn’t just keep you from failing — it keeps you from telling the truth. It keeps you from risking rejection. It keeps you from letting the messy, human parts of you show up in your work. And ironically, those are the parts that make your work unmistakably yours.

This episode is about noticing what you avoid — not to judge yourself, but to learn from it. What are you most reluctant to share? What do you hide because it feels weird or embarrassing or “not polished enough”? Those uncomfortable pockets of truth are often where your most compelling work is waiting.

In today’s episode I cover:

  • Why “playing it safe” quietly drains originality and momentum
  • How early conditioning teaches us to trade creativity for approval
  • How to use what you avoid as fuel for your most honest work

If you’ve been feeling stuck, uninspired, or like your work isn’t quite you, this episode is an invitation to look in the direction you usually look away from — not to blow up your life, but to reclaim the parts of yourself you’ve been filtering out.

Until next time, be brave enough to be seen — and don’t forget: the safest path often costs the most.