The Penny Hoarder editorial digest

Sorry, but you *do* have to file taxes Uncle Sam Wants His Cut Taxes for sports betting You did your homework. You didn't bet more than you can afford to lose. The stupid kicker didn't botch it. And now you're sitting on a winning ticket and ready to cash in. Free money, right? Not so fast. Uncle Sam wants his piece. Gambling Tax Facts   Get Paid up to 25¢/Gallon at the Gas Pump An app called Upside makes saving on gas straightforward with cashback offers that don’t involve any mental math. It maps out participating local gas stations where you can beat the pump price by as much as 25 cents per gallon. People who use the app regularly save as much as $250 every year. That’s cash money deposited straight into your PayPal or bank account. Or redeem it for a gift card from popular brands like Amazon and Starbucks. You can cash out any time, and you’ll get your money within two days of initiating a transfer. Download the Upside app and use code PENNY25 to get an extra 25 cents per gallon off your first purchase. Download the App → Support for our advertisers keeps our newsletter free!   Pocket an Extra $500 This Week Expenses sneak in from every corner, like utilities, groceries and subscriptions you forgot to cancel. Here's a way to pocket an extra $500 to cover them. Pay the Bills →   Is My Wife Lying About Her $100K Inheritance? The key to a happy marriage is lying about money to your spouse, said nobody ever (except maybe scoundrels). In this installment of Dear Penny, our advice-seeker wants to know if he should believe his wife's explanation of not depositing her sizable inheritance in their joint account. What Penny Says → Stop Feeling Broke You work hard, but still come up short each month. Instead of going at it even harder, try these low-effort money moves — the kind that take five minutes. Try This Instead → Should I Work 3 Jobs to Support My Sweet (but Lazy) Husband? In this episode of Dear Penny, we tackle the thorny subject of what to do when one spouse supports the other in a way that looks financially unfair. Penny's Advice → Fast Cash: 30 Minutes or Less How much time do you spend online scrolling, clicking and buying things? It's probably more than 30 minutes a day. But what if you could be earning money during that time instead? See How → Some of the links in this post are from our sponsors. We provide you with accurate, reliable information. Learn more about how we make money and select our advertising partners. We’re letting you know because it’s what Honest Abe would do. After all, he is on our favorite coin. © 2026 The Penny Hoarder. All rights reserved. 5202 W. Douglas Corrigan Way, Ste 300 | Salt Lake City UT 84116 | U.S. View in browser Mailing preferences | Unsubscribe | Privacy Policy