How Taking More Risks Can Unlock the Life You Actually Want

The Chase Jarvis LIVE Show

Chase Jarvis

Celebrity, Art, Career, Creativity, Money, Entrepreneurship, Self-improvement, Education, Careers, Writing, Interview, Investment, Influencer, Business, Photography

4.8 • 641 Ratings

🗓️ 14 May 2025

⏱️ 48 minutes

🔗️ Recording | iTunes | RSS

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Summary

In this episode, I share how not playing it safe can be the most powerful decision you make—for your creativity, your career, and your life. I open up about scrapping a nearly finished book to write something bolder and truer, and why embracing discomfort is the path to fulfillment and impact.

This is a syndicate episode from the LinkedIn Speaker Series, where I sit down with Ashley Levy, Senior Director of Brand Marketing at LinkedIn, for a deep conversation about my latest book Never Play It Safe. We talk about trusting intuition, the myth of the linear career path, and the hidden cost of living by someone else’s script. If you’ve ever felt stuck in “shoulds” or worried that taking a leap is too risky, this one’s for you.

Some highlights we explore:

The yellow sticky note that sparked the idea behind Never Play It Safe.
Why playing it safe is actually the riskiest move you can make.
The #1 shared trait of top performers from my 1,000+ podcast interviews.
How attention, not time, is your most valuable creative asset.

Enjoy!

Transcript

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0:00.0	The number one regret of the dying is that they lived a life that other people wanted for them
0:05.3	rather than the one that they wanted for themselves.
0:08.0	And so that's my call to action is that you find that thing for yourself.
0:12.1	And it's going to change.
0:13.0	It's going to evolve.
0:14.0	But if you could snap your fingers and do something and be paid for it, what would that look like?
0:19.5	This episode is brought to you by My Latest Book, Never Play It Safe.
0:25.2	Right now, if you do not have a copy of my latest book, I want you to listen to what Gary Vaynerchuk said about my latest book.
0:32.8	Building a life you love doesn't happen on accident.
0:35.8	It's a process.
0:36.9	Few people know this process like
0:38.5	Chase Jarvis does and never play it safe is the roadmap. Or what Sophia Amaruso said. This book
0:46.3	is a powerful compass for embracing risk and creativity in all the aspects of your life. Chase shows us
0:52.7	how to step out of our comfort zones and become who we weren't meant to be.
0:57.8	Here's a cool fact.
0:58.9	All of the best stuff in life is on the other side of your comfort zone.
1:04.1	And never play it safe is a blueprint.
1:06.6	That's how I designed it.
1:07.4	It's a blueprint to get you there reliably over and over again.
1:12.0	It's not an accident that this was a national bestseller on, I think, four bestselling book lists.
1:17.4	That's because it is a roadmap.
1:20.0	It's a blueprint, right?
	...

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