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The Money Overview

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

A Social Security “disability freeze” keeps low-earning years from dragging down your future retirement check

Social Security figures a retirement check from a worker’s highest-earning years, which means a stretch of little or no income can quietly shrink the benefit...

Social Security & Medicare

Taking a six-month retroactive Social Security lump sum permanently lowers every monthly check that follows

The Social Security Administration lets a worker who files after full retirement age collect up to six months of benefits in a single retroactive lump...

Social Security & Medicare

Humana is mailing roughly 600,000 Medicare Advantage members letters this September that their plan ends in 2027

About 600,000 Humana members are about to receive a letter that ends their Medicare Advantage plan, and the notices are landing in September rather than...

Social Security & Medicare

Medicare will start covering Wegovy and Zepbound for obesity, with many enrollees paying about $50 a month

For the first time, Medicare is paying for the blockbuster obesity drugs Wegovy and Zepbound, and the sticker shock that kept them out of reach...

Retirement Planning

Gifting an appreciated home to children can hand them a big capital-gains tax bill

A parent who signs the family home over to a child during life often believes it is the generous, tax-smart move. It can be the...

Retirement Planning

A living will and health proxy keep a family out of court if you can’t speak for yourself

A sudden stroke, a bad fall, or the slow arrival of dementia can leave an older person unable to say what care they want. When...

Retirement Planning

A brokerage account with a transfer-on-death registration skips probate for your investments

Stocks and mutual funds are among the assets most likely to get stuck in probate, and among the easiest to route around it. A brokerage...

Retirement Planning

Filing a beneficiary form on every account keeps money out of a slow, costly probate

A carefully drafted will can still send a family through months of probate court, but a one-page beneficiary form quietly sidesteps the whole process. Banks...

IRS & Enforcement

A free VITA program prepares taxes at no cost for lower-income and older filers

Paying a preparer to file a simple return can cost more than the refund is worth, and for many older and lower-income households that fee...

Social Security & Medicare

A prescription discount card can beat an insurance copay, but you can’t use both at once

At the pharmacy counter, the lowest sticker price on a prescription is not always the cheapest choice. A free discount card can price a common...

Social Security & Medicare

A Medicare general enrollment gap can leave you uncovered for months and paying a penalty

Turning 65 comes with a deadline that many people do not realize is a deadline. The window to sign up for Medicare Part B without...

Social Security & Medicare

Social Security benefits are not automatic, and applying too late can cost back pay

A common assumption trips up new retirees: that Social Security simply starts on its own once a person reaches a certain age. It does not....

Social Security & Medicare

Medicare now covers therapy and mental-health visits, including with some counselors

For years, older Americans seeking counseling ran into a practical wall: many of the therapists in their communities could not bill Medicare, which left beneficiaries...

Social Security & Medicare

Medicare covers a continuous glucose monitor and diabetes supplies for many enrollees

Managing diabetes carries a steady stream of costs — test strips, lancets, and the monitors that read blood sugar — and for a retiree on...

Social Security & Medicare

Moving out of a plan’s service area can open a guaranteed right to buy Medigap

A retiree who relocates and discovers that a Medicare Advantage plan no longer serves the new address faces a quiet but consequential opening. That move...

IRS & Enforcement

Retirees can dodge an underpayment penalty by using a quarterly \”safe harbor\”

An underpayment penalty is one of the easier tax charges to trigger in retirement, because income can jump in a year without any employer automatically...

IRS & Enforcement

The IRS often waives a first-time penalty if you simply ask

A penalty notice from the IRS can land in a retiree’s mailbox for a single late return or a payment that slipped past the deadline,...

IRS & Enforcement

A defaulted federal debt can cost you a chunk of a tax refund through the Treasury Offset Program

A tax refund can vanish before it ever arrives. Through a federal collection system called the Treasury Offset Program, the government can intercept a refund...

Retirement Planning

A Roth’s five-year clock must pass before earnings come out completely tax-free

The great promise of a Roth IRA is tax-free income in retirement, but that promise comes with a timing rule that catches savers off guard,...

IRS & Enforcement

Millions of paper tax refunds are running weeks late as the IRS phases out mailed checks

More than 14 million tax returns were flagged for manual review this filing season, and over a million taxpayers waited about five and a half...

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