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Retirement & Taxes

Long-term financial planning, retirement accounts, government benefits, tax law, and IRS rules. Covers the intersection of policy and personal finance that affects how people save, invest, and plan ahead.

Latest in Retirement & Taxes

Social Security & Medicare

Medicare Advantage members get a Jan. 1 to March 31 window to switch plans or return to Original Medicare

The first three months of every year give Medicare Advantage enrollees a narrow correction window after new coverage has taken effect. From January 1 through...

IRS & Enforcement

Retirees can have federal tax withheld from Social Security with Form W-4V to avoid a surprise April bill

Social Security arrives without federal income-tax withholding unless a beneficiary asks for it, a setup that can make an apparently stable monthly budget produce an...

Social Security & Medicare

A child can collect Social Security on a retired, disabled or deceased parent’s record

Social Security is commonly described as a worker’s retirement check, but the same earnings record can support a child when a parent retires, develops a...

Retirement Planning

Leftover 529 college savings can roll into a Roth IRA, up to $35,000

A 529 account no longer has to become a tax problem simply because a child received a scholarship, chose a cheaper school or never used...

Social Security & Medicare

A widow or widower can claim a survivor benefit as early as 60, though the check is permanently reduced

Survivor benefits create one of Social Security’s most consequential timing choices because a surviving spouse can begin receiving money years before ordinary retirement benefits reach...

Social Security & Medicare

Waiting until 70 lifts the top Social Security check to $5,181 in 2026

The largest new Social Security retirement benefit available to a qualifying worker who claims at age 70 in 2026 is $5,181 a month. That figure...

Retirement Planning

You can put $4,400 in a health savings account in 2026, or $8,750 for a family, plus $1,000 at 55

Health savings account limits rose again for 2026, giving eligible households more room to save for medical costs with unusually strong tax treatment. The annual...

IRS & Enforcement

Tipped workers can deduct up to $25,000 of tip income on their 2025 tax return under a new law

A new federal deduction can remove as much as $25,000 of qualified tip income from taxable income on a 2025 return. The break is available...

Retirement Planning

High earners over $150,000 must now make their 401(k) catch-up contributions as after-tax Roth money in 2026

A new tax split now applies to older, higher-paid participants making extra contributions to many workplace retirement plans. In 2026, someone whose prior-year wages from...

Social Security & Medicare

Workers under full retirement age can earn up to $24,480 in 2026 before Social Security holds back benefits

Social Security allows retirement beneficiaries to keep working, but people below full retirement age face an earnings test that can temporarily reduce their checks. For...

Social Security & Medicare

Fifteen Medicare drugs, including Ozempic, get 38% to 85% price cuts in 2027

Medicare has finished negotiating a second group of prescription-drug prices, and the new figures take effect on January 1, 2027. The list covers 15 widely...

Social Security & Medicare

Checking your Social Security earnings record can catch a missing year that quietly shrinks your check for life

A single blank year buried in a Social Security earnings record can follow a worker into retirement and drain money from every monthly check for...

Social Security & Medicare

Medicare’s old Part D “donut hole” is gone, so drug costs no longer spike partway through the year

For years, Medicare drug coverage carried a trap that caught patients by surprise every summer. After a plan and a beneficiary had spent a certain...

Retirement Planning

A free national search can turn up a lost pension from an employer that merged or shut down decades ago

A worker who spent years at a company that later merged, was bought out, or closed its doors entirely may assume any pension earned there...

Social Security & Medicare

SSI recipients get no deposit in August — the payment arrived July 31, and the next lands September 1

Millions of people who rely on Supplemental Security Income will look for a payment in August and find none arriving. The reason is a quirk...

IRS & Enforcement

Retirees 70½ and older can send IRA money straight to charity and skip the income tax on the withdrawal

A retiree who donates to charity every year may be handing the IRS more than the law requires. Federal rules let owners of an individual...

IRS & Enforcement

Most home sellers can keep up to $250,000 of profit tax-free, or $500,000 for a married couple

Up to $250,000 in home-sale profit for a single owner, and $500,000 for a married couple filing jointly, can be pocketed with no federal capital-gains...

IRS & Enforcement

In a no-income-tax state you can deduct your sales taxes instead, a break retirees in Florida and Texas often miss

Retirees who moved to Florida or Texas for the absence of a state income tax often assume that choice erases a line on their federal...

IRS & Enforcement

Retirees in the lower tax brackets can sell investments and owe 0% federal tax on long-term gains

A retiree who sells a long-held stock or mutual fund usually braces for a tax bill, but a large group of older Americans can realize...

Retirement Planning

Money moved into a qualified longevity annuity escapes required withdrawals until payments begin, as late as 85

Retirees who dread required minimum distributions have a little-known way to carve a slice of a retirement account out of the calculation entirely. A qualified...

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