Writer & systems consultant.
Hey, I’m Derek and I specialize in
brand narrative, strategy, and
storytelling operations.
Cover photo by Derek MacDonald
New & noteworthy.
COMING SOON
I got to share my story on national TV! Keep an eye on your local GBH station to catch my appearance on Stories From The Stage.
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What I’m up to.
In March 2026:
Monthly updates & focus areas:
- We’re half-way through The MAP Year Project!
- Expanding Unobstructed and growing the team.
- Connecting with folks who’re looking for ops help.
- Getting back into running.
What I’m currently reading:
- Words of Radiance by Brandon Sanderson
- Keep Going by Austin Kleon
- Chapter 7 of The Artist’s Way by Julia Cameron
See the latest.
-> Daily column.
- I'd been focused on not wiping out.
- I’m rewatching the Ted Lasso series right now, and it got me thinking about recognition […]
- I've tried a lot of morning routine variations, and my biggest hurdle has always been […]
Read more from the daily column.
-> Newsletter.
- How people respond tells you a lot about what they’ve been through.
- The price of existing is going up.
- Nostalgia was never the point.
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-> Podcast.
Browse more episodes.
Me & my work.
As both a writer and systems consultant, I help people become more curious, clear, and capable.
Find out more about me and my work.
Stay connected.
Sometimes, a different way of seeing things is all it takes to get unstuck.
Join readers from over 37 countries who believe big ideas and small steps can create enough clarity to become unobstructed.
Features & favorites.
An Overview Of Everything I Publish
Check out my daily columns, essays, and podcast episodes.
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The Most Popular Essay I Wrote In 2025
“What Lonely Men Won’t Say Online (Or In Person)”
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Praise For The Unobstructed Podcast
A top 10% most-shared show on Spotify in its first year.
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Derek MacDonald 