The Confidently Messy Challenge
ROUND TWO: APRIL 1ST TO APRIL 30TH, 2026
A shake-up for creatives who are tired of overthinking, self-editing, and waiting until they feel “ready” to be seen. We do this together — live, messy, and in the moment.
For 30 days, we come together to overthink less, start the things we’ve been avoiding, and show up for ourselves (and each other) more.
How it works
A short audio prompt to set the tone and a bite-sized challenge to focus your energy — in your inbox each week.
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Weekly Audio Prompts + Challenges
A space to track your imperfect actions, progress, wins – and give yourself credit for the shifts you’re making.
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Personal Notion Dash
Where we live all month. Feel stuck? Say so. Create something? Share it. Need a push? You’ll get one. The momentum is contagious.
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Community Slack Channel
A dedicated time to show up, keep each other going, and work on our own confidently messy stuff. Cameras optional.
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Weekly Co-Working Calls
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Weekly Office Hours
Bring the things you’re overthinking, avoiding, or circling endlessly — and I’ll be there to offer ideas, perspective, or a loving push forward.
A live session to help you connect the dots between your messy action and the brand that’s trying to take shape underneath it.
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Exclusive Workshop
NEW!
NEW!
Hey, I’m Bryn.
What makes me qualified to lead this challenge?
I’m an overthinking perfectionist with a personal brand.
Even as someone who makes content for a living, I’m still unlearning the idea that I need to have something revolutionary to say to be worth listening to.
So, no, I’m not here with all the answers, delivering buttoned-up wisdom from above. I’m right in the mess with you — to share the systems, habits, and guardrails for overriding the part of your brain that panics when something isn’t perfectly thought through.
