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 […]
Invest In Monopolies To Profit And Win: Resistance Is Futile Read More »
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
The Upside of Grindcore Culture: Work Hard, Profit Harder Read More »
Since 2022, commercial real estate (CRE) investors have been slogging through a rough 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.
The End Of The Commercial Real Estate Recession Is Finally Here Read More »
Lately, I’ve been thinking more about estate planning. Part of it is just getting older. Part of it is having young children I want to protect no matter what. And part of it is watching the unsettling rise in political violence, which is a stark reminder that life can be cut short unexpectedly. As I
How The Irrevocable Life Insurance Trust Saves Families From the Estate Tax Hammer Read More »
What if one of the best ways to get wealthy is to trick yourself into thinking you’re poor? It sounds counterintuitive, even ridiculous. But after decades of saving, investing, and observing how people behave around money, I’ve realized one thing: abundance often breeds complacency. When you feel flush, you spend more, work less, and get
Artificially Feeling Poor May Help You Grow Rich One Day Read More »
If you’re thinking about investing in venture capital or any private fund, you need to understand these five key terms: MOIC, TVPI, DPI, Loss Ratio, and IRR. Without them, it’s like walking into a poker game without knowing the rules. And in this game, the stakes—and potential payouts—are massive. I’ve been investing in venture capital
Venture Capital Investment Terms To Know: MOIC, TVPI, & More Read More »
If you want to FIRE, one of my regrets was pulling the ripcord too early at age 34 in 2012. Even though I started writing about FIRE in 2009 with the launch of Financial Samurai—trying to uncover as many blind spots as possible before taking the leap—I still feel like I made a mistake. In
FIRE May Make Building Multi-Generational Wealth Impossible Read More »
During a bull market, most investors get excited about chasing risk. Despite sky-high valuations, there’s a tendency to double down on even riskier bets in the hopes of making outsized gains. That’s human nature. Nobody wants to miss the boat, and everyone thinks they can outsmart the market. In the process, boring assets like risk-free
Treasury Bonds Can Appreciate In Value Too – Don’t Ignore Them Read More »
The older I get, the more I dislike being a landlord. There’s too much potential for disappointment, misunderstanding, or outright unpleasant moments. When you’re dealing with people and one of your most valuable assets, the margin for frustration is high. If you want to be a successful landlord—and not get run over—you need to set
To Be A Successful Landlord, Setting Expectations Is A Must Read More »
I haven’t checked my net worth for four and a half months until recently. That wasn’t on purpose, because normally, since 2012, I check at least three times a week using Empower’s free app. The only reason I stopped was because I could no longer log in. One day, I was suddenly locked out of
Not Regularly Checking Your Net Worth Has Some Great Benefits Read More »
