Investments

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

After Fundrise announced it plans to list its venture product on the NYSE, I decided to do some more research on how different funds actually trade and why float matters more than most investors realize. My main goal was to get a better idea of how the fund may trade compared to its Net Asset

Bitcoin is an alternative asset. And when it comes to alternative assets, my rule since leaving Wall Street in 2012 has been simple: no more than 20% of investable capital. Venture capital, venture debt, private equity, private real estate, collectibles, precious metals, and yes, Bitcoin all fight for space inside that 20%. The problem I

As a FIRE parents raising two children in San Francisco, we rely heavily on our investments to remain free. If we significantly misjudge returns, we increase the probability of having to go back to work. Going back to work is not the end of the world. Ideally, however, we would like to avoid it until

I’ve been aggressively buying the dip since March 2020, when I wrote How To Predict A Stock Market Bottom Like Nostradamus. My daughter was born four months earlier, and something inside me clicked, pushing me to invest aggressively for her future in an increasingly difficult world. Since then, I’ve continued to buy virtually every meaningful dip

Beyond expensive valuations, with the S&P 500 trading at roughly 22 times estimated forward earnings, another concern for the stock market is quietly flashing red: U.S. households now have more net worth in stocks than in real estate. On the surface, this might not sound alarming. After all, the stock market has been ripping higher

I’m in a cash crunch, and it doesn’t feel good. After buying my house in 2023 and living paycheck to paycheck for six months, I promised myself I would never return to this state. Yet here I am. Part of it is just bad luck, but part of it comes down to poor planning on