Investing Billions - E243: The Gift Hidden Inside The Biggest Crisis

Episode Date: November 16, 2025

What happens when you’re forced to face your biggest fear? In this solo episode, David Weisburd shares a deeply personal reflection on how moments of crisis can become the crucible that forges strength, resilience, and clarity. Drawing inspiration from Lloyd Blankfein’s reflections on the 2008 financial crisis, David explores why confronting your greatest fears—rather than avoiding them—can transform you into a more powerful, anti-fragile version of yourself. From Joe Rogan’s public reckoning to founders who rebuilt stronger after near-death moments, this episode unpacks the paradox of hardship: how the moments that almost break you often become the foundation for your greatest breakthroughs.

Today I want to talk about the Herculean tasks, the 12 tasks that Hercules had to go through in the context of the most difficult tasks that we have to go through in our lives. I was just re-listening to the episode with Lloyd Blank Fine, where Alphacin's CEO, Jack Coco, interviewed him, episode 232. And he said that the thing that he reflected back on his career, that he was most proud of was helping navigate Goldman Sachs through the global financial crisis in 2008. And of course, this is somewhat of a paradox where this was also the most trying and most difficult time in his career.

I had been going through some personal issues as well, literally within my entire scope of my biggest fears being realized and frankly I've never been more empowered going through these trials and tribulations. I've been thinking a lot about the takeaways from this. One potential takeaway, which I will leave to you is to manufacture a crisis in your number one fear. Of course, this is not something I necessarily recommend, but there's something incredibly powerful in being attacked in the attack vector that you most fear and it has been holding you back from achieving and actualizing yourself. Joe Rogan had this experience when they tried to cancel and take away his voice several years ago. Some of the top founders that I know have come back

in a very anti-fragile way from near-death experiences and specifically in areas where they're most afraid of. Perhaps the advice is not manufacture crisis or try to create a crisis in your most feared aspect of your life. But perhaps the answer is if and when that time comes and that judgment day comes when you must confront the number one fear that you have. And that fire comes, walk through that fire with pride and with hope, knowing that if you survive this crucible, moment in your career, you will come out significantly stronger. I know this sounds cliche, but this is something that I am close to and in the midst of overcoming myself. I find it extremely powerful and frankly I wish I would have confronted these fears and myself years ago. That's it for

today's episode of how I invest. If this conversation gave you new insights or ideas, do me a quick favor. Share with one person your network could find a valuable or leave a short review wherever you listen. This helps more investors discover the show and keeps us bringing you these conversations week after week. Thank you for your continued support.