What if success as a creative wasn’t about being the best—but just showing up, experimenting, and giving yourself permission to start messy?
Bob Baker didn’t start out with a perfect plan or a polished resume. He was a former musician and “non-traditional” marketer who slowly found his groove by helping creatives find confidence, consistency, and clarity—without needing to go viral or wait for permission.
This episode originally aired on Cracking Creativity back in 2017, but the wisdom still hits today. Especially if you're feeling behind, overwhelmed, or unsure how your creativity fits into your life (or business) right now.
From Self-Doubt to Self-Published
Bob didn’t wait to feel ready—he just got started. One book turned into several. One small action led to a creative career helping artists, writers, and performers believe in their work and get it out into the world.
“You don’t have to wait for someone to choose you. You can choose yourself.”
This convo is a reminder that you don’t need a giant audience or fancy credentials. You just need to care enough to keep showing up—and to share what you’re learning along the way.
Try this: Think of one tiny project you’ve been putting off. Could you take one step toward it today?
Bonus idea: What’s one way you could “choose yourself” this week—without waiting for anyone else’s permission?
The Real Talk Behind Building a Creative Career
There’s no one path. Bob talks about how he followed curiosity, stayed consistent, and built a sustainable creative business that’s helped thousands of artists over the years.
“I didn’t feel qualified at all. But I kept doing it anyway.”
We talk about fear, procrastination, and why so many creatives get stuck in their heads instead of sharing their work. Bob doesn’t sugarcoat it—but he does make it feel doable.
Try this: Instead of waiting to feel ready, try doing something before you feel ready.
Bonus idea: Write a list of 3 things you have done creatively. Let that momentum fuel your next step.
How to Stay Consistent Without Burning Out
Spoiler: it’s not about grinding harder. It’s about making your creative practice feel like a natural, enjoyable part of your life—not a chore.
“It’s okay to start small and imperfect. The key is to keep going.”
Bob shares how he approaches writing, marketing, and showing up online in a way that feels aligned—not exhausting. Perfect if you’ve been spinning your wheels or stuck in perfectionism mode.
Try this: Set a 10-minute timer and do something creative—without pressure, expectations, or goals.
Bonus idea: Let yourself be a beginner again. Pick something you’ve never tried and just play.
Quick Recap
Ready to Start Messy and Make Progress Anyway?
Bob’s story is proof that you don’t have to have it all figured out. Just take the next small step.
If you're ready to stop overthinking and start sharing your creative work with more ease, let’s talk.
Book a free strategy session at TheStandoutCreatives.com
Spots are limited—grab yours while they’re open.
Let’s get you moving again.
On Purpose with Jay Shetty
I’m Jay Shetty host of On Purpose the worlds #1 Mental Health podcast and I’m so grateful you found us. I started this podcast 5 years ago to invite you into conversations and workshops that are designed to help make you happier, healthier and more healed. I believe that when you (yes you) feel seen, heard and understood you’re able to deal with relationship struggles, work challenges and life’s ups and downs with more ease and grace. I interview experts, celebrities, thought leaders and athletes so that we can grow our mindset, build better habits and uncover a side of them we’ve never seen before. New episodes every Monday and Friday. Your support means the world to me and I don’t take it for granted — click the follow button and leave a review to help us spread the love with On Purpose. I can’t wait for you to listen to your first or 500th episode!
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