Jesse Singer articles

The idea of a cashless society gets thrown around a lot—and if you still use cash and checks, you might be wondering if you’re about to be left behind. The short answer? Kind of.

You’ve got a check. It’s signed over to you. Your name is on it. It feels like it should be simple—walk into a bank, get your money, done. But instead, you keep getting turned away. So what’s actually going on here?

You’ve worked for decades, and retirement was always “somewhere down the road.” Now suddenly, it’s not so far away—and the numbers aren’t where you thought they’d be. It feels like you missed something big.

No billionaires. No extreme wealth gaps. Just a hard cap—once someone hits $1 billion, everything above gets taken and redistributed. It sounds like the kind of idea that could fix a lot of problems overnight. After all, $1 billion is more money than most people could spend in a lifetime.

You made a major financial decision based on what seemed like a sure thing. Then everything flipped. Your mother passed away, and instead of an inheritance, her caregiver received it all. It feels wrong, but is it actually illegal?

Moving into a new home comes with all kinds of surprises—but finding a hidden box of valuable coins feels like a great one. However, despite what we all learned as kids on the playground, “finders keepers” doesn’t always apply. In reality, situations like this can quickly turn into legal gray areas.

Skipping banks can feel like taking control. No overdraft fees, no account minimums, and no one watching your transactions. For a lot of people, it seems simpler and safer. But there’s a hidden downside most don’t realize until it quietly starts adding up over time.

You always thought your PTO was decent. Not amazing, but fair enough. Then you hear that workers in France get at least 25 paid vacation days a year—and that doesn’t even include holidays.

Money might be a universal language, but money habits don’t always translate—even between Canada and the United States. Plenty of financial behaviors that feel completely normal in the U.S. can quickly become legally risky the moment you cross the border.