Jesse Singer articles

Family at yard sale

A Family Bought A Small Bowl At A Yard Sale—It Turned Out To Be Worth Almost 1 Million Times What They Paid For It

Most yard-sale shoppers hope to find a bargain. Maybe an old lamp worth a few hundred dollars or a vintage toy that collectors love. One family in New York found something much, much, much bigger. Well, what they found wasn't that big...but its value was enormous.
July 2, 2026 Jesse Singer
Angry older woman in house, man sitting on couch in background

I let my ex stay at my place for a month while I was away. Now he says 30 days gave him squatter's rights and he won’t leave. Is that really the law?

Then you get home and discover that your former partner has no intention of leaving. Worse yet, they're throwing around legal terms and acting like they suddenly have rights to your home. It sounds ridiculous. But situations like this happen more often than many people realize. And it might not be as simple as you think.
July 1, 2026 Jesse Singer
Nurse with yacht and billionaire in background

I just learned billionaires use a loophole to only pay 3.4% in taxes. How is that legal? Can I do that?

How can someone worth billions pay a lower tax rate than a teacher, a nurse, or a guy working construction? They make a whole lot more and pay a whole lot less. This can't be legal....Can it?
June 30, 2026 Jesse Singer
sad-black-businessman

I'm being let go from my job of 15 years and my boss just told me they aren't going to give me any severance. Is that legal?

We all hear about people being let go from jobs and getting paid out some very nice severance packages and golden parachutes. But is severance the law? If a company lets you go, what do they actually owe you?
June 30, 2026 Jesse Singer
man in forground, big TV football game in background

I won $8,500 gambling on sports this year. My uncle told me that if it’s under $10,000 I don't have to declare it on my taxes. Is that true?

You had a good year betting on sports, and when it was all said and done, you were ahead by $8,500. Then your uncle gives you even more good news: you don't need to worry about taxes because it's under $10,000. Sounds great...if it's true.
June 29, 2026 Jesse Singer
man with lots of rolled coins at bank

I have almost $5,000 in rolled change sitting in my basement. If I cash them in, will the IRS question where it came from? Could I get in trouble?

Most people have a jar of spare change somewhere. You took things a little further. Over the years, loose coins turned into rolls, the rolls turned into boxes, and now there's nearly $5,000 sitting in your basement. It sounds harmless enough—until you start wondering what happens when you finally try to turn all that metal into money. Could a giant pile of change raise questions you weren't expecting?
June 23, 2026 Jesse Singer
Older man bank setting

I don't trust banks and I want to close all my accounts and take my money. But can I still have a credit card without a bank account?

So you're thinking about doing something most people never seriously consider: closing every bank account you have and taking your money elsewhere. But if you make that leap, can you still have a credit card if you don't have a bank account? The answer might surprise you...
June 22, 2026 Jesse Singer
sad man at casino table

I lost big at the casino last week. If the IRS taxes gambling winnings, can I write off all my losses?

You walk into a casino hoping for a lucky night. But while you might know that the IRS wants its share when you win, the bigger question for most of us is: can we write it all off when we lose? The answer is more complicated than most gamblers realize.
June 18, 2026 Jesse Singer
Older couple with a lawyer

My parents are 75 years old and went to a lawyer to draft a will. He told them all they needed was a "Lady Bird" deed. What should they do?

The lawyer told them they might not need a traditional will at all. All they need, he says, is something called a 'Lady Bird' document. That sounds simple enough—but is it really? And should they take that advice?
June 15, 2026 Jesse Singer