passive income real estate

October 13, 2025

Making Sense of Retirement Investing for Beginners

It might sound strange, but you're never too young to start thinking about retirement. The power of compounding is so effective that if you start in your twenties, you can build a significant nest egg with surprisingly little effort by the time you’re in your sixties. All it takes is a basic grasp of retirement plans and the decision to start now. The sooner you begin, the less you'll have to put away, all thanks to compounding and a long time horizon. You can’t count on Social Security to be your only source of income, but thankfully, there are plenty of other options out there.

Investment

October 13, 2025

What to Do When You're Drowning in Credit Card Debt

Feeling like you’re in over your head with debt is an overwhelming and isolating experience. You might be losing sleep, worried about how you’ll ever get out from under the weight of it all. The good news is you’re not alone, and with a solid plan, you can regain control. This is especially true when you're focused on goals like , as financial stress can derail your progress. Strong and entrepreneurs starts with tackling existing debt.

Finance

October 12, 2025

My Rules for Investing in Things I Actually Love

After two decades in wealth management, with a background that spans from Georgetown Law to co-inventing the tech behind Priceline.com, I’ve learned that the most profound insights often come in small packages. We tend to think serious wisdom requires a dense, systematic narrative. But I’ve found that the ideas that stick with me most—the ones I still remember 20 years later—are often short, sharp, and to the point, much like the aphorisms of old thinkers or, in today’s world, a well-crafted tweet.

Investment

October 12, 2025

My Best Investment Was Starting My Own Business

A few years ago at a conference, a speaker asked the audience, “What is your first memory of money?” I drew a blank. The question is important because our earliest experiences with money form deep-seated beliefs, or “money scripts,” that guide our financial lives without us even realizing it.

Investment

October 12, 2025

I Worked on Wall Street and Knew Nothing About Money

I grew up in a house where financial literacy just wasn't a thing. We faced some tough lessons because of it, sometimes having no bank account at all, other times relying on check-cashing spots. I can’t bring myself to speak ill of the lottery, because scratch-off tickets were what got us through more than a few tight spots. The truth is, I was 26 years old before I even knew the stock market was a real thing.

Investment

October 12, 2025

My Most Important Investment Is a Financial Flop

My wife’s grandmother, Mimi, was in a drab hospital room in North Jersey, caught somewhere between her 89th birthday and the end of her life. It was a cold January day, and it didn’t really matter which one came first—the outcome felt the same. She had already lived two decades without her husband, Pop, much of it with failing health and vision. Mimi was ready. Her family stood by her, a testament to the life she’d built. The room was packed with her four children, ten grandchildren, and eight great-grandchildren.

Investment

October 11, 2025

Sometimes the Smartest Trade Is Walking Away

Some mornings, the market is quiet. With little major economic news on the docket, you get a chance to focus purely on price action, which is a welcome change of pace. On days like this, the most important part of isn't finding a setup, but having the discipline to wait for one.

Investment

October 10, 2025

Why Washington's Fight With Big Tech Doesn't Worry Me

In a rare moment of unity, American politicians seem to agree on one thing: big tech is bad. From Senator Josh Hawley on the right to Senator Elizabeth Warren on the left, the calls to rein in or break up major tech companies are getting louder. They’re tapping into a classic David-and-Goliath story that plays well with the public.

Investment

October 10, 2025

Getting Comfortable With 'Good Enough' in Investing

When you first start analyzing companies, it's easy to get bogged down in the details and feel a need for absolute certainty. To break free from that mindset, it helps to look at how Warren Buffett handles uncertainty—he’s a master at it. He often repeats the idea that it’s better to be “approximately right than precisely wrong.” This is a core lesson for anyone interested in .

Investment