Writer.
Storyteller.
Software simplifier.
Helping people navigate complexity.
Cover photo by Derek MacDonald
Contact.
By email.
By physical mail.
Derek MacDonald
PO Box 4292
Burlington, VT 05406
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onward.
Me & my work.
I use stories and systems to help people create clarity, trust, and competence.
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-> Daily Column.
- Well, I'll be damned—they changed it.
- With a huge exhale, I dare a glance at the timestamp.
- One year ago today, after tearing apart and rebuilding one of my websites, I published a piece about what was to come next called, Keeping The Dream Alive.
Read more from the daily column.
-> Newsletter.
- Look, we all make bad decisions when we're scared… ok?
- On looking for meaning and those who find it.
- The amount of things we take on is just… totally unrealistic, right?
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-> Podcast.
Browse more episodes.
-> Monthly Dispatch.
- There's more than one reason to celebrate!
- On showing up, sharing, and feeling understood.
- Welcoming a new columnist, pod updates.
Read more from the monthly dispatch.
-> Blog.
- Discerning what to share and where to share it.
- Collecting inspiration while chipping away.
- Discerning what to share and where to share it.
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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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