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The Latest Breaking News from Social Security

Social Security payments coming on May 27: Who gets payment this week? Check eligibility, full schedule and more

The Social Security Administration will send out the last batch of May 2026 benefits on Wednesday, May 27. Recipients born between the 21st and 31st of the month will receive their payments then. This includes retired workers, SSDI recipients, and survivor benefit recipients. Other beneficiaries received their payments earlier this…

The Economic Times

161,000 affected in Krispy Kreme data breach settlement: Eligibility, payout details, and claim rules explained

The Krispy Kreme Data Breach Settlement has drawn attention after reports confirmed a 2024 data breach affecting about 161,000 individuals in the United States. This Krispy Kreme Data Breach Settlement offers compensation to eligible users who received official breach notices. Many claimants may receive cash payouts along with free credit…

The Economic Times

Krispy Kreme customers can claim up to $3,500 payment in $1.6 million settlement

A lawsuit claims Krispy Kreme allowed hackers to potentially access customers’ personal information, including names, dates of birth and Social Security numbers

The Independent UK

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Medicare’s ‘June 1’ Update: Why Your Part B Deductions May Look Different on Next Week’s Statement

Many retirees checking their Social Security statements next week may notice something unsettling: their Medicare Part B deductions look different from what they expected. For...

Saving Advice

SSA Demands $20,000 Back: Overpayment Letters Target Relatives Years Later

SSA overpayment notices continue to shock families when repayment demands land years after benefits stop. Letters from the Social Security Administration often cite balances near $20,000 and trigger immediate financial concern. These demands sometimes reach relatives who never expected to deal with government debt tied to a loved one’s past…

The Free Financial Advisor

How to Handle Money Together in a Second Marriage

The financial stakes are higher and the potential pitfalls more plentiful when you say “I do — again.”

Kiplinger

Why Financial Advisors Are Warning About a ‘Retirement Shock’ Hitting Americans Over 62

Retirement looks peaceful on paper, yet financial advisors now flag a growing “retirement shock” that hits many Americans right after age 62. Rising costs, longer lifespans, and shifting income expectations collide in ways that drain savings faster than most people expect. Many retirees assume Social Security and modest withdrawals will…

The Free Financial Advisor

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5 Ways Retirees Accidentally Shrink Their Social Security Income

For many retirees, Social Security is a key piece of their retirement plan. Yet decisions made years before claiming benefits can reduce the windfall.

GOBankingRates

Krispy Kreme Data Breach Settlement Offers Up To $3,500 Before June 22 as Franchise Faces Class Action Payouts

Krispy Kreme employees affected by a data breach have until June 2026 to claim compensation. Eligible claimants may receive up to $3,500, while others could get around $75.

International Business Times UK

Projected 2027 IRMAA Brackets and Surcharges for Medicare Part B and D

Will you owe the Medicare IRMAA surcharge in 2027? Grab your 2025 tax return and check the projected brackets and surcharges for next year.

Kiplinger

The Midterms Offer a Unique Tax Planning Opportunity, But Most Retirees Miss It

Markets tend to experience uncertainty leading up to midterm elections, followed by recovery. Canny investors recognize that dip as a tax planning opportunity.

Kiplinger

Social Security Administration May 27 Update: Over 21M Retirees to See Cash Lifeline

The Social Security Administration will issue its final May 2026 payments on Wednesday 27 May to millions of Americans with later‑month birthdays, closing out a complex month of staggered deposits.

International Business Times UK

The Medicare Premium Increase That Could Consume Nearly One-Third of Some Retirees’ COLA Boost

Social Security recipients usually wait for the annual cost-of-living adjustment with the same excitement sports fans reserve for playoff season, because every extra dollar matters when grocery prices, utility bills, and insurance costs refuse to settle down. Early projections for the 2026 COLA point toward a modest increase, yet many…

The Free Financial Advisor

5 Retirement Costs Financial Advisors Say Still Blindside Americans Over 60

Retirement looks relaxing in commercials. A couple sips coffee by the lake, someone plays golf at noon, and every financial problem magically disappears after age 65. Real life tells a very different story. Many retirees enter their golden years with solid savings and a paid-off home, yet unexpected expenses still…

The Free Financial Advisor

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The Free Financial Advisor

Pennsylvania Seniors Say Grocery Bills Still Haven’t Dropped Despite Slower Inflation

Inflation may have cooled on paper, but plenty of Pennsylvania seniors still stare at grocery receipts with disbelief. Eggs no longer jump in price every week, and milk prices no longer dominate headlines, yet retirees across the state continue to spend far more at checkout than they did just a…

International Business Times UK

Social Security Administration Payment on 27 May: Who Gets Paid This Week and How Much You Could Receive

The Social Security Administration's payment schedule varies by birth date, with significant disparities between average and maximum benefits. Factors like earnings history and filing age influence benefit amounts.

The Economic Times

Social Security Administration to send payments in May: Check date, eligibility, payment amounts and full schedule

Social Security payments are scheduled for May 27 for millions of recipients. Beneficiaries born between the 21st and 31st of any month will receive their funds on this date. Payment amounts depend on individual earnings and retirement age. Retirement benefits average around $2,000 monthly. Direct deposit is the primary payment…

Kiplinger

I'm a Financial Planner: This Is the Crucial Tax Planning Difference That Can Help Save Your Retirement Nest Egg

Shifting from tax preparation to tax planning can help you strategically time Roth conversions and avoid Social Security taxes or Medicare surcharges.

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The Free Financial Advisor

Why Some Retirees Are Claiming Social Security Early Despite Smaller Check Warnings

Retirement used to follow a predictable script. People worked into their mid-60s, collected a gold watch, and filed for Social Security at full retirement age. That neat timeline has started to disappear. Millions of Americans now claim Social Security as early as age 62, even though experts constantly warn about…

The Free Financial Advisor

The 2027 Social Security COLA Forecast Just Jumped — Here’s What Could Still Reduce Your Check

Retirees just received a fresh dose of attention-grabbing news as the 2027 Social Security COLA forecast ticks higher once again. The adjustment signals that inflation pressures continue to shape future benefits, even years ahead of payment changes. Many households feel relief at the idea of larger checks, especially after recent…

GOBankingRates

Is Coming Out of Retirement to Side Hustle Full-Time Actually Worth It in 2026?

If you're considering a side hustle or two you may want to think twice.

The Independent UK

IRS wants to store your biometric data for longer to help in its investigations

New proposals would allow third-party contractor to hold onto U.S. taxpayers’ identifying information for up to three years after their accounts are closed, inviting privacy concerns

The Free Financial Advisor

7 Retirement Budget Categories Rising Faster Than Inflation in 2026

Retirement finances feel more unpredictable in 2026 as everyday expenses continue to climb at a pace that outpaces many traditional inflation estimates. Many retirees built budgets assuming slow, steady cost increases, yet real-world prices now jump in sharper, uneven waves. Essential categories like healthcare, housing, and food show especially aggressive…

The Free Financial Advisor

The Hidden Problem With a Bigger Social Security COLA That Financial Advisors Say Many Retirees Miss

A bigger Social Security COLA often feels like a financial win for retirees, especially when grocery bills and utility costs keep climbing. That annual adjustment is designed to help benefits keep pace with inflation, and on paper, it sounds like extra breathing room. But financial advisors warn that the increase…

Kiplinger

3 Questions That Define Your Ideal Social Security Claiming Age

Claiming Social Security too early can cost you thousands. Before you file, ask these essential questions to ensure you aren't leaving money on the table.

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