Retirement money, in plain English

Straight answers about your retirement money.

Social Security, Medicare, and taxes — explained simply, based on official IRS and SSA guidance. Free 1-page guides, plain-English articles, and answers to the questions retirees actually ask. No panic, no pitch.

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Jeffrey Miller
Jeffrey Miller

I'm Jeffrey Miller. I break down retirement money — Social Security, taxes, Medicare — in plain English, based on official IRS and SSA guidance. No panic, no pitch. One clear answer a week, plus free 1-page guides you can actually use.

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Social Security COLA 2027: what is decided, and what isn't
Social Security · COLA 2027

Social Security COLA 2027: what is decided, and what isn't

The 2027 raise is arithmetic, not a vote. The base is locked at 317.265, July 2026 is the only published month at 3.1% above it, SSA's actuaries estimate 2.7%, and neither is the determination. Then $202.90 comes out for Part B, with a hold-harmless rule most people never hear named.

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Will Medicare pay for a nursing home? The 100-day cliff
Medicare · Skilled nursing

Will Medicare pay for a nursing home? The 100-day cliff

Medicare pays for short-term skilled nursing care, not for living in a nursing home. The 2026 ladder is $0 a day for days 1 to 20 after the $1,736 deductible, $217 a day for days 21 to 100, and everything after that is yours. None of it starts without a 3-day inpatient hospital stay, and nights spent under observation do not count toward those three days.

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Are Medicare premiums tax deductible? The line on the return
Medicare · Taxes

Are Medicare premiums tax deductible? The line on the return

Part B and Part D premiums are deductible medical expenses, and for most retirees that is worth exactly nothing. Schedule A lines 1 through 4, the 7.5%-of-AGI floor, the standard deduction that eats what survives, and the self-employed path on Schedule 1 line 17 that skips both.

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You keep the higher check, not both
Social Security · Survivor benefits

You keep the higher check, not both

71.5% at 60, up to 100% at survivor full retirement age, and the $255 lump sum. Plus the fact the explainers bury: there is no online application, you call and say Survivor.

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Past $24,480, your check shrinks — the money is not gone
Social Security · Working while collecting

Past $24,480, your check shrinks — the money is not gone

Claim before full retirement age and keep working, and SSA withholds $1 of benefit for every $2 you earn over $24,480 in 2026. The withholding is real and the usual conclusion is not: SSA's Office of the Chief Actuary puts "lost" in scare quotes on its own page, and the agency's manual says the adjustment at full retirement age is automatic, with no form to file. Both 2026 limits, what counts as earnings and what SSA ignores, its own two worked examples, the honest limit on what you recover, and the one way this money genuinely can disappear.

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How to file a Medicare IRMAA appeal — and the form most people actually need
Medicare · IRMAA · Form SSA-44

How to file a Medicare IRMAA appeal — and the form most people actually need

Social Security says you probably should not file an appeal at all. The eight life-changing events, which tax year goes in Step 2, the exact evidence SSA requires, and the four ways to file Form SSA-44.

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Questions retirees actually ask

Q&A

Real questions from the comments, answered in plain English. These are educational — confirm your own numbers at IRS.gov / SSA.gov.

QIf Social Security withholds my benefits because I'm still working before full retirement age, is that money gone for good?

No. When SSA withholds benefits before full retirement age because of the earnings test, they credit it back at full retirement age by permanently raising your monthly check for the months that were fully withheld. It's not a lump sum — it's a higher benefit for life. The catch: only fully withheld months count.

QCan I stay on COBRA past 65 instead of signing up for Medicare?

It's risky. COBRA doesn't count as creditable coverage for Medicare, so delaying Part B can trigger a 10% penalty for every 12 months you wait — added to your premium for life — on top of a possible coverage gap. Unless you're still actively working with current-employer coverage, enroll at 65.

QWhat's an RMD, and can I take less than the required amount?

An RMD is the Required Minimum Distribution — the IRS-mandated minimum you must withdraw from traditional IRA and 401(k) accounts starting at age 73. You can't go below it. Converting pre-tax money to Roth before 73 shrinks future RMDs, because Roth accounts have none.

QShould I take my pension as a lump sum and invest it myself?

Watch the tax timing. Take the lump sum as cash and the full amount hits this year's income at once, which can push you into a higher bracket. A direct rollover to a traditional IRA sidesteps that and keeps full control. Run the break-even too: divide the lump sum by the monthly pension to see how long until the annuity catches up.

QI'm doing Roth conversions in my 60s — does that affect my Medicare premiums?

Yes, through IRMAA. Medicare uses a two-year lookback, so a conversion at 65–67 sets your Part B and Part D surcharges two years later. Bracket-filling can land you at or above the first IRMAA tier; overshooting by even a little adds premiums per person. Size each conversion against the Medicare surcharge, not just the tax bracket.

QWill Social Security really run out in 2033?

Not "run out." The trust fund is projected to fall short around 2033, but payroll taxes still cover roughly 78% of scheduled benefits after that — a shortfall Congress can close, not a shutoff. Plan, don't panic.

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