542 - When to Reboot Your Work + A Better Option than Beating Yourself Up with Zak Rosen

Creative Pep Talk

Arts, Education, Business, Design

4.8 • 2.3K Ratings

🗓️ 11 February 2026

⏱️ 57 minutes

🔗️ Recording | iTunes | RSS

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Summary

Feeling lost on the creative journey? Download our 7 step Creative Career Path Handbooklet for FREE by signing up to our newsletter: http://andyjpizza.substack.com --- My editor Conner loved this episode, which is always a good sign! Two reasons to listen to this: 1 - If your work feels stale or a long term project feels stuck, and you have been wondering if you need to switch it up, reboot, or pivot, this episode is for you. We talk a lot about how to navigate this with Zak Rosen, who just did a big rebrand of his podcast. 2 - You are sick and tired of fighting yourself on everything. This is the time of year when New Year’s Resolutions have gone up in flames. If that’s your situation, Zak asks me what thing is “weirdly helpful” to me, and it addresses this frustration head-on! Hope you love the episode! SHOW NOTES: Zak Rosenhttps://zakrosen.com/about Weirdly Helpfulhttps://weirdlyhelpful.show Producer / Editor: Sophie Miller http://sophiemiller.coAudio Editing / Sound Design: Conner Jones http://pendingbeautiful.coSoundtrack / Theme Song: Yoni Wolf / WHY? http://whywithaquestionmark.com SPONSORS:SQUARESPACEHead to https://www.squarespace.com/PEPTALK to save 10% off your first purchase of a website or domain using code PEPTALK Learn more about your ad choices. Visit megaphone.fm/adchoices

Transcript

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0:00.0	Sometimes a project gets stale and you're not feeling it anymore or it feels broken or like it never quite hit the mark in the way that you intended it to.
0:13.4	In moments like that, you have to be comfortable reinventing yourself, blowing the thing up, rebooting it, refreshing it, rebranding it, what have you.
0:24.7	There are these moments where you need to pivot what you're doing.
0:27.7	I actually feel like that is a necessary, super vital part of the creative journey that you have to work things out in real time.
0:37.8	You try things and they don't work and they help you get insight on how to rethink it
0:43.9	the next time you go out.
0:46.2	On today's show, I have a chat with podcaster Zach Rosen.
0:51.4	He's been on before.
0:53.2	Before he came on the last time he was bringing his show, the best advice show,
1:00.6	clips from that show.
1:02.1	And now he's just gone through a rebrand of that show himself.
1:06.6	It went from the best advice show to a show called Weirdly Helpful.
1:10.8	And it just seems like such a good pivot, such a good rebrand.
1:16.1	It just seemed like such a good version of this that I wanted to take him on to the show,
1:20.3	talk about it to see if there was anything that you could take from it or that I could take
1:24.3	from it because we all need to.
1:26.8	There's always going to be another
1:28.0	moment to pivot or rebrand or whatever. That's just part of the process. And so this episode is
1:35.6	designed to help you tap into that to figure out what you might need to pivot and how you might
1:42.3	need to think of that. I hope something in this conversation
1:44.6	does that for you. We also go through the process of what he does on his podcast and I ask him
1:51.3	what is weirdly helpful to him in making his show and then he asks me that question and I share one.
	...

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