4 buckets of capital
Let’s talk investing. What’s the first thing that pops into your mind? Stocks? Index funds? Real estate? Maybe some cryptocurrency / NFTs? In any case, I’ll bet you’re thinking of...continue reading
Always happy, never satisfied
Once upon a time at a dinner party, Bill Gates and Warren Buffett were asked to write on a napkin, the single most important driver of their success. They thought...continue reading
New career announcement! Finding structure through serendipity (Part 3)
Exciting announcement: I will teach a First Principles of Investing course for On Deck Investing (ODI) and coach ambitious, entrepreneurial learners 1-on-1 this fall! This is the tale of how...continue reading
Entrepreneurial reflections via exploration (Part 2)
Continued from part 1: Learning to explore I’ve now had plenty of time to reflect on my last start-up, which continues to grow and has reached profitability! There were some...continue reading
Learning to explore (Part 1)
A little over a year ago, I sold every piece of furniture I owned in Boston, I packed what remained of my belongings into a rented Chevy Malibu, and I...continue reading
Psychopath on the Batavia — the most incredible yet true story you’ve never heard before
Have you ever wondered what evil looks like up close? Or, have you considered what it would be like to be trapped in close quarters, for months on-end with a...continue reading
How to cut through bureaucracy: a step-by-step guide
In my last article, I mentioned that a large company once held $400,000 of our money hostage. Here is a step-by-step replay of what actually happened and practical lessons learned....continue reading
Be YOUR hammer and look for YOUR nail
One of my worst moments as a start-up CEO was when I lost $400,000. The short of it is that a customer had sent us the money, but my company...continue reading
Don’t be a hammer looking for a nail
Has there ever been a more spectacular start-up failure than Quibi in 2020? $1.4 billion down the drain. Total shutdown merely 6 months after launch. Quibi built a product without...continue reading
GameStop’s Moral Mandate – Go Big or Go Home
GameStop can become the physical gateway to various virtual worlds. And this is a TRILLION-dollar opportunity. As insane as the GameStop story has been, I think there could be long-term...continue reading