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- What If It Turns Out Great? 🤷🏾♂️
What If It Turns Out Great? 🤷🏾♂️
Damon Brown
October 22, 2025
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Hi reader,
One of my favorite strategies
When I feel stuck
Is to put as much effort
As much imagination
And focus
Into the best, incredibly satisfying scenario.
What would be the ultimate?
The outcome of my dreams?
And, most importantly
How will I feel when I get it? 🤔
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After coaching hundreds of entrepreneurs, founders, and side hustlers
I’ve noticed we often do complex scenario planning on our competitors
Do heavy lifting to better understand all the ways we could fail next
Chronically temperature check how close we are to falling apart
I think we’ve got that covered.
But the ultimate wins seem to knock the wind out of us
If we aren’t self-sabotaging the success before it happens
By moving the goal post so we’re never satisfied
Or assuming the win is guaranteed and letting go of the wheel
Or eying the next mountaintop without celebrating the difficult journey now.
What if we didn’t rob ourselves of success?
What if we didn’t allow the fear of losing joy prevent us from feeling it?
What if we didn’t believe we had to earn peace?
The good news is that the permission to feel alright is only in one person’s hands 🫵🏽
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🙋🏾 I’m Damon! (http://www.damonbrown.net) I help side hustlers, solopreneurs & others like yourself bloom. As a bestselling author, 2x startup founder & 4x TEDTalker, I co-founded the popular connection app Cuddlr and led it to acquisition within a year while being a stay at home dad with my infant son.
🫱🏼🫲🏿 Today, my boutique coaching business Bring Your Worth supports hundreds through one-on-one virtual and in-person support, as well as behind-the-scenes services for TED, HEROIC, and other impactful organizations. You can catch this free weekly newsletter as well as the 18,000-subscriber strong television show BringYourWorth.tv.
🚀 Think coaching could help you get to the next level? Reach out and let’s chat.
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