Category: Uncategorized
The Illusion of Immediacy
As founders and investors, one of the most important skills we can develop is improving our decision-making. When we spend time in this area, the return on investment can be...
Why I Train with a Hall of Famer
As you are reading this, I'll be knee-deep in fresh powder with 40 of my closest friends. This weekend is the legendary Maple Summit trip - hosted by my dear friend...
Understanding the Distribution of Outcomes
The fear in his voice was unmistakable. It was the weekend that Silicon Valley Bank failed. My friend called me to help him brainstorm a way out. He was in...
The Scorpion and the Toad
The greatest minds in investing all seem to have the same advice: invest in the indices, and don’t try to beat the market yourself. Buffett, Dalio, even Morgan Housel, author of The Psychology...
The Unbreakable Year in Review
I love this time of year. While New Year's resolutions have become cliche (and most people don't stick with them anyway), I find value in taking stock of the past year and...
Ten More Lessons from Ten Years
Last week, I shared 10 things I wish I knew when I became a millionaire at 33. One of our sayings in the fighter squadron was, "Criticism keeps us alive."...
Ten Lessons from Ten Years
I became a millionaire at 33. Now reflecting back at 43, here are 10 things I’ve learned that I wish I knew ten years ago. 1. Cash is king. It’s...
The Normalization of Deviance
Last week I shared a clip on Instagram about one of my favorite mental models. I learned this concept in the early days of my military aviation career, and found it so...
When Success Meets Self-Denial
In the world of finance and entrepreneurship, we often focus on the surface - the strategies, the numbers, the success. Yet, beneath this veneer lies a deeper, more personal narrative: our...
Is Gratitude Overrated?
Gratitude is often heralded as the universal solution for life's hardships. It seems that gratitude is everywhere; from journals to self-help books to social media, gratitude is without a doubt an...