The Retiree Report

Plain-English answers on Medicare, Social Security, and life after 50.

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Taxes

Senior property tax relief in 2026: exemptions, freezes, and deferrals

2026-06-29 · 7 min read

Most seniors who qualify for property tax relief never claim it. Here's how 2026 exemptions, freezes, and deferrals work and how to find yours.

The 0% capital gains bracket in 2026: who qualifies and how it works

2026-06-26 · 7 min read

In 2026 a married couple can have up to $98,900 in taxable income and still pay 0% on long-term gains. Here's who qualifies and how to plan for it.

Estimated taxes in retirement 2026: when quarterly payments kick in

2026-06-26 · 6 min read

Do retirees owe quarterly estimated taxes in 2026? Learn the $1,000 rule, the safe harbor, the four due dates, and how to avoid the IRS penalty.

HSA after 65 in 2026: the $4,400 limit, the 20% rule, and the Medicare trap

2026-06-25 · 7 min read

At 65 the 20% HSA penalty disappears, but income tax and a Medicare timing trap don't. Here's how withdrawals and the 6-month lookback work in 2026.

States that don't tax Social Security in 2026, and the 8 that still do

2026-06-25 · 7 min read

Forty-one states and DC don't tax Social Security in 2026. See the 8 that still do, the income limits that protect most retirees, and what changed.

The 2026 retirement withdrawal order: drain taxable before your IRA

2026-06-24 · 7 min read

The tax-smart order for draining retirement accounts in 2026: taxable first, traditional IRA next, Roth last — plus when to break that rule and save thousands.

Qualified charitable distributions in 2026: skip RMD tax up to $111,000

2026-06-23 · 7 min read

In 2026 you can send up to $111,000 straight from your IRA to charity, satisfy your RMD, and skip the income tax—even if you don't itemize deductions.

Standard deduction for adults 65+ in 2026: the extra $6,000 and how it stacks

2026-06-22 · 7 min read

Turning 65 changes your 2026 taxes. See the base standard deduction, the age-65 add-on, and the new $6,000 senior deduction — plus the income limits that apply.

Are Medicare premiums tax deductible? What self-employed retirees miss

2026-05-23 · 6 min read

Self-employed retirees can deduct Medicare premiums above the line, skipping the 7.5% AGI floor. See who qualifies, what counts, and the 2026 dollar math.

Seven tax deductions and credits seniors often miss on a 2026 return

2026-05-22 · 7 min read

From the new $6,000 senior bonus to the Credit for the Elderly or Disabled, seven 2026 federal tax breaks that older Americans most often leave unclaimed.

Qualified charitable distributions in 2026: the $111,000 IRA giving move

2026-05-22 · 7 min read

In 2026 you can move up to $111,000 from your IRA straight to charity, satisfy your RMD, and keep the money off your tax return entirely.