Investments

On August 5, chief AI scientist Jeff Dean announced he was leaving Google after 27 years. Google proceeded to lose ~$180 billion in market cap, making this the largest impact I’ve ever seen by one employee departing. He’s co-founding Discovery Loop, a public benefit corporation aimed at using AI to automate the scientific research process […]

On August 6, the first tranche of locked-up SpaceX shares was released. Roughly 911.5 million shares became eligible to trade in a single session. SPCX went up 6%. Then it went up again the next day, closing out a two-day gain of about 11% on the exact event everybody had circled on their calendar as

When Fundrise’s Innovation Fund (VCX) listed on the NYSE on March 19, 2026, its net asset value was $18.97 a share. Within days, retail investors momentarily bid the price above $400. That’s more than 20X NAV, a premium so rich it made 1999 look responsible. I was locked up through the whole thing. The lockup

One of the reasons I want to live close to my parents is to help with the little things they don’t feel urgency about. Back in 2023, I visited and asked why there was a hole in the kitchen ceiling with a rag on the floor beneath it. A leak, he said, though he wasn’t

To outperform the masses, we must take more risk than average. One way to do so is to invest in venture capital. However, venture capital is a form of patient capital, and patient capital requires time. That is the one resource older investors have less and less of. At 50 in mid-2027, I’m entering the

The S&P 500 is up roughly 100% over the past three and a half years. At its historical average annual return of about 10%, you’d expect it to be up closer to 40% over that same stretch. That’s an “excess gain” of 60%. I view this excess like free money you find on the street

One of the key ways to FIRE is to save and invest aggressively. You’ve forecasted your misery, therefore, you know that by the time your misery becomes a reality, you’ll have invested enough money to retire early and break free from the grind. Obviously, if you don’t forecast when you’ll be miserable, you’re probably not

The Fundrise venture capital product, VCX, listed on the NYSE on Thursday, March 19, 2026, to remarkable success. It had a NAV of about $19 a share, opened at around $31, briefly rocketed to $125, then closed the day at $76. That is roughly a 300% premium to NAV and far beyond what I thought

If you never spend your investment gains, what exactly are you investing for? This question hit me hard after a year of nonstop financial management, market volatility, and real estate turnover in 2025. I had done everything “right” from an investing perspective, yet I felt deprived. So I made a new financial rule for myself:

Back in 2012, when I left my finance job, I worried I had made a huge mistake. The money was good. The job provided decent status. But I was exhausted by the grind. So I did what any rational person would do when faced with a single, finite life: I chose a better lifestyle. It