Writer.
Storyteller.
Software simplifier.
Former outdoor educator working in
sales, marketing, and enablement tech.
Cover photo by Derek MacDonald
Contact.
By email.
By physical mail.
Derek MacDonald
PO Box 4292
Burlington, VT 05406
And, as always, the best way to stay connected to what I’m up to is by subscribe to my newsletter.
onward.
Me & my work.
I use stories and systems to help people create clarity, trust, and competence.
Find out more.
Stay connected.
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Explore my writing.
-> Daily Column.
- My approach to "morning pages" is slightly unorthodox, but it works for me.
- We locked eyes, but only briefly.
- Why does the conversation about the male loneliness epidemic completely skip over the part where experiencing loneliness has nothing to do with, well… being male?
Read more from the daily column.
-> Essays.
- Or, what if we just, you know, unplug everything…?
- No one else will do it for you.
- Especially when it's hard to hear.
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-> Podcast.
Browse more episodes.
-> Monthly Dispatch.
- 365 days of writing, resetting, and feeding two birds with one scone.
- Itching for an overhaul.
- There's more than one reason to celebrate!
Read more from the monthly dispatch.
-> Blog.
- Discerning what to share and where to share it.
- Discerning what to share and where to share it.
- Discerning what to share and where to share it.
Read more from the blog.
Features & favorites.
An Overview Of Everything I Publish
Check out my daily column, essays, and podcast episodes.
Read more.
The Most Popular Essay I Wrote In 2025
“What Lonely Men Won’t Say Online (Or In Person)”
Read more.
Praise For The Unobstructed Podcast
A top 10% most-shared show on Spotify in its first year.
Read more.
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