The Way of Work: Series Index
Here is a complete collection all the series I've written...
The Way of Work is a series-based newsletter that explores where we fit in the world of work. Check out one of our series to get started…
Series 07: How to Become Irrelevant (in process)
Series 06: Alter Egos (in process)
Series 05: Existential Explorer
Series 04: Not Obvious
Series 03: The Other Side of Enough
Series 02: Don’t Work
Series 01: Work in Progress
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| Series 03 |
The Other Side of Enough
What happens when you have “enough?”
We all chase enough. Enough to never work again. Enough to do something else. Enough to finally feel at peace.
But what does having enough actually feel like? Does life really change when you cross that finish line? Is it worth the sacrifice? Is “enough” really enough?
This is the real story of what happens when our dreams come true.
Most Popular Essays:
👉 Or read the whole series.
| Series 05 |
Existential Explorer
Ideas from the Edge of the Map
After nearly 2 years outside the working world, I’ve seen some things. Felt some weird things. And that new lens on living is the heart of my next series.
This series is about the uncharted frontier of meaning, exploring the edges of purpose, identity, and who we become when we try to matter.
Most Popular Essays:
👉 Or read the whole series.
| Series 07 |
How to Become Irrelevant
A guide to not being a big deal.
Essays that explore creativity, ambition, and identity after the hunger to be impressive wears off. This is not a guide to success. It’s a guide to not being a big deal—and finally doing the things that don’t need permission.
Most Popular Essays:
👉 Or read the whole series.
| Series 06 |
Alter Egos
Stories of people pushing work past its limits.
Alter Egos is a series of guest essays and interviews with people experimenting at the edges of work. Honest accounts of what happens when “What do I do?” stops working and people start asking “Who am I allowed to be?”
| Series 04 |
Not Obvious
Why work advice fails us. And what to do about it.
The world wants you to believe the answers are obvious. That success follows a playbook. If you just follow the right framework, guru, mindset — you’ll figure it out. But it never works that way. Instead, we keep running in circles, chasing certainty where none exists.
The real way of work is anything but simple. The only forward is through the mess.
Most Popular Essays:
👉 Or read the whole series.
| Series 02 |
Don’t Work
What happens when you don’t work?
When your primary identity, centered around work, disappears? What remains? And what is rediscovered in its place?
Most Popular Essays:
👉 Or read the whole series.
| Series 01 |
Work in Progress
How do you build a career?
Reflections on 12 years of evolution from an early startup employee, turned public company executive.
Most Popular Essays:
👉 Or read the whole series.






















