But anyone can try it and see. — I always took umbrage at being called an “introvert,” until I understood what it actually means. It’s not a matter of fearing or disliking or being awkward around people. It’s just a deep-seated preference for the inner life over the outer. But growing up in an American culture that glorifies…

Options open up all sorts of great ways to very safely coax more returns out of your investments, or even just spare cash. Ignore the course-slinging hucksters, ignore the occasionally lucky but degenerate speculators, and you’re left with an incredible tool in your financial toolbox. Even as an avowed financial…

My twenty-first birthday was a sloppy parade of inebriated embarrassments. Never one to party as a teenager, something about a first night of state-sanctioned intoxication was too enticing to refuse. …

What I wish I’d known 10,000 miles ago. — I got on a bicycle around age four and never stopped. As a kid, my best friend and I would tear up the paths in the woods by our neighborhood. …

But can you avoid them? — Our brains are marvelous. They help us make intuitive sense of vast amounts of information in a way that computers can’t replicate. Our brains are also flawed. They’re susceptible to cognitive biases: systematically incorrect perspectives that distort our view of reality. Nowhere does this show up more dramatically than in…

Two jobs are better than one? — We’ve all heard about, known, or even been (I won’t tell!) full-time employees running a side hustle on company time. I’ll stop short of recommending that practice, especially since many contracts explicitly prohibit it, but you have to admit there’s a certainly rationality about it. And I recently learned of…

The pros and cons of three popular strategies. — Covered calls, cash-secured puts, and credit spreads are wildly popular strategies for selling options. And for good reason. All three can instantly turn cash or shares into cash flow. And depending on your life situation and risk tolerance, they can be a significant source of income. But is there a…

Sometimes it really is this simple. — It sucks to wonder whether anyone cares what you have to say. If you’ve heard about this whole niche blogging side hustle, then fair warning: you’re going to deal with that uncertainty all the time. I sure did. I spent months writing heartfelt and frankly good posts that reached next…