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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

Retirement Planning

$95,000 can front-load five years of gifts into a grandchild’s 529 plan at once

Grandparents looking to accelerate college savings for a grandchild can deposit up to $95,000 into a 529 plan in a single calendar year without triggering...

Tax Changes & Deadlines

Pay 100% of last year’s tax in quarterly installments and the IRS won’t hit you with an underpayment penalty

Freelancers, gig workers, and self-employed filers who owed the IRS money last April face the same question again this summer: how much do quarterly estimated...

Retirement Planning

Converting a traditional IRA to a Roth in a low-income year can cut your lifetime tax bill

Retirees sitting on six-figure traditional IRA balances face a tax timing problem that grows more expensive every year they ignore it. The IRS allows taxpayers...

IRS & Enforcement

A free IRS PIN blocks scammers from filing a tax return in your name

Every year, criminals steal billions of dollars by filing fake federal tax returns before the real taxpayer can. The IRS offers a free, six-digit Identity...

Tax Changes & Deadlines

Sell a stock at a loss and rebuy it within 30 days, and the IRS throws out your tax write-off

Investors who sell a losing stock and buy it back within 30 days lose the right to deduct that loss on their federal tax return....

Social Security & Medicare

$1,676 is the Medicare Part A hospital deductible, and it resets with each benefit period

Medicare beneficiaries who need more than one hospital stay in a year can face the same $1,676 deductible each time, a cost structure that catches...

Social Security & Medicare

Keep working past 62 and Social Security can recalculate your benefit higher each year

Millions of Americans who start collecting Social Security at 62 while still earning a paycheck may not realize the agency can automatically raise their monthly...

IRS & Enforcement

$2,500 in payment-app business transfers now triggers a 1099-K to the IRS

Millions of gig workers, freelancers, and small online sellers who use Venmo, PayPal, or similar payment apps faced years of confusion over when the IRS...

Social Security & Medicare

At what income does Medicare add a surcharge in 2027? It starts at $111,000 for singles, $222,000 for couples

Millions of Medicare beneficiaries will pay more than the standard Part B and Part D premiums in 2027 if their modified adjusted gross income crosses...

Retirement Planning

Married couples can pass unlimited assets to each other estate-tax-free, and portability saves the unused exemption

Surviving spouses stand to lose millions of dollars in tax protection if their families miss a single IRS filing deadline. Federal law allows married couples...

Retirement Planning

$2,500 can come out of a 401(k) for long-term-care premiums, penalty-free

Workers saving for retirement now have a narrow but real escape valve for one of the fastest-growing costs in American life: long-term care insurance. Under...

Retirement Planning

Delay your first required IRA withdrawal to April after turning 73 and you’ll owe two in the same year

Retirees who turned 73 in 2024 or 2025 face a tax trap if they chose to delay their first required minimum distribution from an IRA....

Retirement & Taxes

Heirs who inherit a home or stock get a stepped-up basis that can erase decades of capital-gains tax

When a parent dies and leaves behind a house purchased decades ago or a stock portfolio built over a lifetime, the heir who sells that...

Retirement Planning

401(k) savers could set aside $25,000 in 2027, a projected $500 jump from this year

Workers who max out their 401(k) contributions each year could soon have room for an additional $500 in tax-deferred savings. The IRS set the 2026...

Retirement Planning

You can pull your original Roth IRA contributions back out anytime, with no taxes or penalty

Anyone with a Roth IRA who has ever worried about locking away money they might need has a built-in safety valve written directly into federal...

Retirement Planning

Starting in 2027, the government will deposit up to $1,000 a year into the retirement accounts of low- and middle-income savers

Millions of lower-paid American workers will soon get direct federal deposits into their retirement accounts, a shift from the tax-credit model that has been in...

Retirement Planning

Leftover 529 college savings can roll into the child’s Roth IRA, up to $35,000 over a lifetime

Families with unused 529 college savings now have a direct path to convert those funds into a Roth IRA for the beneficiary, subject to a...

Social Security & Medicare

You get an 8-month window to sign up for Medicare after leaving a job’s health plan

Workers who stay on an employer health plan past age 65 face a hard deadline once that coverage ends: eight months to enroll in Medicare...

Retirement Planning

Workers ages 60 to 63 could shelter $11,750 in a 401(k) next year under the super catch-up

Workers between the ages of 60 and 63 can direct up to $35,750 into a 401(k) plan in 2026, combining a higher base deferral limit...

Retirement Planning

High earners shut out of a Roth IRA can still fund one through a “backdoor” conversion

Taxpayers earning above the modified adjusted gross income thresholds set by federal tax law cannot contribute directly to a Roth IRA, but a well-documented workaround...

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