The Penny Hoarder
Day 28 after signup
2027 SSA benefit increases + Medicare open enrollment
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- Lead with a timely, practical story to give readers an immediate reason to explore the issue.
- Group brief article descriptions with clear, distinct links so readers can scan the roundup and choose what interests them.
How it is built
- Roundup introduction
- Benefits lead story
- Daily article links
- Medicare enrollment guide
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ICYMI: A roundup of this week's best articles SSA Benefits in 2027 The Social Security Administration announced next year's cost-of-living (COLA) adjustment for beneficiaries, and folks want to know just how substantial is this increase? Our guide has all the details, including how seniors can find out exactly what their Social Security benefits will look like in 2027. COLA Facts → SUNDAY CPI Shows Inflation at 3.7% Year-Over-Year What does the latest CPI say and what does it mean for you? We break it all down in our latest Inflation Watch column. Rising Prices → MONDAY Cut Your Big Bills Without Giving Up Anything Save on food, housing, insurance, internet — you know, the things you really can't live without. Slash Big Bills → TUESDAY Medicare Open Enrollment Is Here It's open enrollment season! If you're eligible for Medicare, we've updated our guide to navigating Medicare open enrollment for the new year. These are the steps you want to take now to avoid big surprises later. Open Enrollment Guide → WEDNESDAY Quick Ways to Make Extra Money this Month If you're looking for side money but don't want another job like the ones on our job board, then this is the list for you. These aren't straight-up jobs — more like side-gigs and money moves to help you earn more without even leaving the house. Check Them Out → THURSDAY Seniors with $74K in Debt: Save or Pay It Off? In this installment of Dear Penny, our advice-seekers are seniors with large debts to pay off, including a hefty chunk of tax debt with the IRS. How should they prioritize their finances and budget accordingly? Penny has some thoughts when it comes to choosing saving versus paying down debt. Which One? → FRIDAY Lose Your Debt, Not Your Mind We know debt can be maddening. If you're struggling with debt and feeling overwhelmed with high interest rates, these tactics could help you pay off your debt without losing your mind. How To Escape → 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