Greg Olsen

Hey 👋🏼 I'm Greg.

I'm a guy on the internet with too many interests. Most of them orbit around learning and writing and software and kids and books and business. This is the place I come to try to string words and ideas together and hold myself accountable.

Credentials are sooo boring. I like this list better.

Family

3 amazing kids and 1 amazing wife

Beach

Splits time between Maryland and Delaware

Fire pit

Will choose a cigar and whiskey with friends over nearly any other activity

Church

Still goes to church

Adventure

45 and feels like a wide-eyed little kid

Library

Like Erasmus, would choose books first over food and clothes

Computer

Wrote software or led software teams for a living for 20 years

RV trip

Drove across the country in a rented RV. Twice!

Running

Runs a lot

Lifting

Lifts heavy things

Racing

Raced cars and taught others how to do it

Company

Helped build a company from 2 to 250+

Building

Loves building things out of (wood | words | code | ideas)

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I write on Substack too

If you've made it this far, you might like it.

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Things I've Written

See all posts →

Things I'm Reading

→ The One and the Ninety Nine by Luke Burgis
→ 1929 by Andrew Ross Sorkin
→ Use of Weapons by Iain Banks

18 books finished this year

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Projects

  • Matreas

    Modern fundraising for schools with a story worth telling.

  • Dealsplit

    A real estate project - coming soon!

  • The Furious Opposites

    A Both/And view of understanding technology.

  • Faradash

    Foreign spending dashboard based on FARA data.

  • CollegeValue

    Compare colleges by earnings vs. debt.

Things I'm Wondering

  • ? How are phones and AI changing the way we grow up?
  • ? How can small projects drive family revenue?
  • ? Can restaurants use spreadsheets as menus?
  • ? How do you get better at speaking?
  • ? What does it take to write a spy novel?

Recent Workouts

  • Lunch Weight Training, 33 days ago 50:00
  • 4.62 mi Morning Walk, 33 days ago 82:39
  • 4.03 mi Lunch Walk, 34 days ago 74:24
  • 9.98 mi Afternoon Walk, 37 days ago 174:50
  • 4.59 mi Afternoon Walk, 37 days ago 81:38

Fresh Quotes

“Awareness is the cheapest form of morality.” — Caleb Hammer
If you simply: -Don’t bet on sports -Don’t install Instagram/TikTok on your phone -Don’t eat fast food You’re probably in the top 1% of the population. Success isn’t as much about being smart as it is about just not being stupid. — Shaan Puri
“Nobody teaches you that discipline feels like punishment until the results start feeling like freedom.” — Scottie Pippen

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