Retirement

On October 8, 2025, we decided to go on a family vacation I was decidedly unexcited about. That entire week was supposed to be my time to attend the Fairfield Challenger tennis tournament every day with my buddy Richard. September and October are tennis paradise months in the Bay Area, with multiple tournaments and ideal […]

As long-time investors, we all understand the importance of diversification when it comes to growing wealth. Bear markets and corrections are inevitable, which is why putting everything into a single asset class is not wise. But what about applying that same principle to our identities? What if “Identity Diversification” could help grow not just our

Two decades ago, I learned an important lesson: if you can’t beat them, join them. And if you can’t find a job with the monopolies, then you might as well invest in them! Take what happened on September 1, 2025. I got an email from Apple saying my Apple TV+ monthly subscription was going up from

The grindcore culture is back and grindier than ever. At least that’s what Are Kharazian, an economist at fintech startup Ramp, says. (Disclosure: I’m an investor in Ramp through the Innovation Fund.) For those unfamiliar, Ramp is a corporate card company that makes doing expenses easier. But here’s the fascinating part: according to Kharazian, usage of

Since 2022, commercial real estate (CRE) investors have been slogging through a brutal downturn. Mortgage rates spiked as inflation ripped higher, cap rates expanded, and asset values fell across the board. The rally cry became simple: “Survive until 2025.” Now that we’re in the back half of 2025, it seems like the worst is finally over.

About a year ago, a relative asked me to help manage her money. She had been paying a ~1% asset management fee with Goldman Sachs Asset Management (GSAM), even though she wasn’t their typical high-net-worth client. The account had been set up through her ex, but since she wanted a clean break, she was ready

When the U.S. bombed three locations in Iran, my initial reaction was a mix of hope and sadness. Hope—because I wished it might lead to a reduction in weapons of mass destruction. Sadness—because of the likely loss of innocent civilian lives and the heightened danger now facing Americans abroad. I shared these thoughts and feelings

One of the most overlooked risks in real estate investing isn’t rising interest rates, leverage, or even tenant issues—it’s execution fear. You run the numbers. The property checks all the boxes. It fits your timeline and lifestyle. You can even picture the steady cash flow hitting your account… Yet you still don’t pull the trigger. It’s

When my son was born in 2017, I decided to focus on being a stay-at-home dad (SAHD). Every early childhood development book I read emphasized that the first five years are the most critical for a child’s growth. So I figured, why not spend that time with him? It wasn’t a difficult decision since I

I’ve been focused on building passive income since 1999, back when I had to be in the office by 5:30 a.m. and worked past 7 p.m. often. Weekends were another eight hours or so. I knew I couldn’t sustain a traditional 40-year career working those kinds of hours, so I began saving and investing aggressively

When you decide to sell a house, you might encounter a preemptive offer—a bid that arrives before you list publicly on the open market or reach your set offer due date. This scenario often unfolds in a robust market or when your property is highly sought after. It’s a tempting yet tricky situation: Do you