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Giving Away Your Legos Is F**king Hard
8 things I wish I’d made more clear in the original Legos article
Jan 8
30
LinkedIn Crushes
This piece explores “LinkedIn Crushes” and how external validation can sneak into career decisions.
Jan 2
29
6
Why Startup Leadership Feels So Lonely
Startup leadership is lonelier than anyone admits. Here’s why it feels that way, and the three supports every leader needs to make it feel lighter.
Dec 9, 2025
10
1
1
The Sandwich Metaphor
A way to think about the impact that feeds you. Not everyone’s built to “fund the groceries.” Some of us come alive handing out sandwiches. The work…
Oct 21, 2025
33
3
2
Who’s driving your car?
What if your career choices were being made by the wrong part of yourself? In this essay, I share a powerful metaphor from my coach: picturing your…
Sep 15, 2025
42
7
2
Leavers vs. Stayers
Over the years, I’ve come to see that many of us fall loosely into two career archetypes: the leavers and the stayers.
Jun 26, 2025
44
1
3
There’s No Such Thing as a Generalist
Generalists vs. specialists — which is better and why? You’ve probably come across at least one think-piece or thread on this topic. It’s everywhere…
Feb 28, 2025
72
8
8
Molly's TED talk: Jumping Off Career Cliffs
Hi!
Dec 3, 2024
37
4
4
Some Lessons for Rapid Scale
The best and worst part of scaling companies is that everything changes all the time. Your job is to get good at change.
Nov 7, 2024
26
4
Useful
Useful. It’s my favorite word and a word that can change the trajectory of your career.To be honest, useful has been a north star for me — it was the…
Mar 7, 2024
21
1
1
Fit
We were talking about why some roles don't work out — why people get fired or quit quickly or whatever — and Don said, “At some point in your career …
Feb 13, 2024
35
1
Joy
I’ve been on a journey for the last year and a half. If I were to summarize that journey, I’d say that I have been focused on trying to marry my work…
Jan 23, 2024
30
3
3
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