“Build, establish, and support a legacy of knowledge that not only exceeds my lifetime, but exceeds generations and creates a generational wealth of knowledge.”
That’s the mission I’ve set for the second half of my life. It’s not about ego, and it’s certainly not about permanence in the usual sense. It’s about creating something that can outlast me—not in the form of statues or plaques, but in the ripples of how people think, solve problems, and support each other long after I’m gone.
Three Pillars of a Legacy
There are three key prongs to how I’m approaching this mission. Each one is interwoven with a sense of service and intention. The first is about altruism—specifically, applying a barbell strategy to how I support systems and organizations. The middle of the bar is the consistent, proven efforts that deliver value today. But at the ends are the moonshots—projects like the psychedelic science work of MAPS or the long-term frameworks for addressing food insecurity and inequality. These aren’t about tactics; they’re about systems-level, knowledge-driven approaches that could evolve over the next 50 to 100 years.
The second pillar is more personal. It’s about documenting how I think. Inspired in part by Charlie Munger, I’ve come to realize that just handing out solutions isn’t enough. If you want to make lasting impact, you have to teach people how to think. So I’ve been unpacking the models I use—deconstruction, inversion, compounding, Pareto analysis, the entourage effect—and showing how those can be applied across cybersecurity, personal health, and even everyday life. This is less about genius and more about discipline: the practice of solving hard problems with reusable, teachable tools.
The third leg of the stool is mentoring. I don’t have children, but I see the act of mentorship as my version of parenting. I’ve watched people I’ve mentored go on to become rock stars in their own right—building lives and careers they once thought were out of reach. What I offer them isn’t just advice. It’s a commitment to help them design lives they want to live, through systems thinking, life hacking, and relentless self-experimentation.
Confidence and Competence
One of the core ideas I try to pass along—both to myself and to my mentees—is the importance of aligning your circle of confidence with your circle of competence. Let those drift apart, and you’re just breeding hubris. But keep them close, and you cultivate integrity, humility, and effective action. That principle is baked into everything I do now. It’s part of how I live. It’s a boundary check I run daily.
The Long Game
I don’t think legacy is something you “leave behind.” I think it’s something you put into motion and let others carry forward. This isn’t about a monument. It’s about momentum. And if I can contribute even a small part to a future where people think better, solve bigger, and give more—then that’s a legacy I can live with.
* AI tools were used as a research assistant for this content, but human moderation and writing are also included. The included images are AI-generated.
