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)

I write on Substack too

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

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Things I've Written

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Things I'm Reading

Breakneck by Dan Wang
Born Standing Up by Steve Martin
Timeless Way of Building by Christopher Alexander

6 books finished this year

Projects

  • Matreas

    Modern fundraising for schools with a story worth telling.

  • 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, 1 day ago 40:00
  • Lunch Weight Training, 3 days ago 45:00
  • Lunch Weight Training, 4 days ago 30:00
  • Lunch Weight Training, 5 days ago 45:00
  • 3.99 mi Morning Walk, 6 days ago 75:00

Fresh Quotes

"You waste years by not being able to waste hours." — Amos Tversky
"Fairy tales do not tell children the dragons exist. Children already know that dragons exist. Fairy tales tell children the dragons can be killed." — GK Chesterton
"When I was in justice, my ultimate vision for that part of the criminal justice system was to achieve, by means of AI and technology, what Jeremy Bentham tried to do with his Panopticon. That is that the eyes of the state can be on you at all times. Similarly, in the world of policing, in particular, we’ve already been rolling out live facial recognition technology, but I think there’s big space here for being able to harness the power of AI and tech to get ahead of the criminals, frankly, which is what we’re trying to do." — Shabana Mahmood, current UK Home Secretary

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