Insights and Thought Leadership
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A reflection on lineage, leadership, and why presence has been the quiet thread through every meaningful decision in my life and work. January 2026 marks…
Featured Content
One of the most important things I can possibly share with you with regards to any pursuit of purpose and…
[Note from Barrett: This is a guest post from the talented and professional Courtney Clymer, Owner at LIFEstyled Wardrobe Styling…
I woke up just before Christmas with an invoice in my inbox for $2,447… And no money to pay it….
The difference between looking like a chump and looking like you have a sense of style can be the difference…
Sometimes you know you’re having a life changing experience as it occurs in real time This past week was one…
Chris Guillebeau created The World Domination Summit in 2011 to bring people together around the shared values of community, adventure,…
Archive
You can’t control the sunrisebut rather sit quietlyand wait For it to emergesome days orangeand glowing Some days hiddenfrom our eyesbut present in our heart…
Many years ago, I used to write annual birthday essays sharing the most important lessons I’ve learned over time. They were an annual tradition I…
Hey Reader! My wife and I made a quick trip up to Seattle to see Justin Timberlake live last night….
Hey Reader! It’s a classic rainy and chilly spring weekend here in Portland and we’ve been enjoying it with pancakes,…
Hey Reader! Yesterday was my grandfather’s 90th birthday and we’re celebrating today, which for a variety of reasons means I’m…
Hey Reader! What an incredible week. All of you awesome people made it possible for the podcast to hit #15…
Hey Reader! Gotta admit, I’m so hyped about the podcast launching that I had a hard time getting hyped about…
Editor’s Note: This is the first essay in a series on what I learned as COO of ConvertKit as we…