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The retiree & estate tax strategy library

In retirement, the order and timing of withdrawals matter as much as the amount.

Best forCharitably inclined IRA owners 70½+Primary leverAGI reduction
Giving

Give from your IRA with QCDs

Because a QCD is excluded from income rather than deducted, it lowers AGI. Lower AGI can reduce Medicare premiums, the taxable share of Social Security, and the phase-out of the new senior deduction. A QCD also avoids the new 0.5% AGI floor on itemized charitable deductions.

Best forRetirees with large pre-tax balances before 73 or 75Primary leverBracket management
Distribution

Roth conversions in the gap years

Converting in low-income years shrinks future RMDs and leaves heirs tax-free Roth assets. Account for the 2-year IRMAA lookback when you start Medicare.

Best forRetirees with multiple account typesPrimary leverBracket smoothing
Distribution

Plan RMDs and withdrawal order

Missing an RMD triggers a 25% excise tax, cut to 10% if corrected within the correction window, which is generally two years. Report it on Form 5329, where you can also ask for a reasonable-cause waiver. Taking the first RMD in the year you reach the age, rather than by April 1 of the next year, avoids doubling up.

Best forRetirees 65+ with MAGI under $175,000 single / $250,000 jointPrimary leverDeduction
New law

Capture the $6,000 senior deduction

Each qualifying person's $6,000 is reduced by 6% of MAGI above $75,000, or $150,000 joint. QCDs, Roth withdrawals, and careful timing of capital gains help keep MAGI in range.

Best forFamilies with estates over a few million or with appreciated assetsPrimary leverTransfer tax & basis
Estate

Use the $15M estate exemption well

Most families won't owe estate tax, so the focus shifts to income tax: preserving the basis step-up, electing portability, and avoiding gifts of low-basis assets. IRAs and 401(k)s don't get a step-up.

Best forGrandparents and families funding educationPrimary leverTransfer outside estate
Estate

Annual exclusion gifts and 529 superfunding

A five-year 529 election, made on Form 709, lets you contribute $95,000 per beneficiary, or $190,000 for a couple, at once without using lifetime exemption. Other gifts to that beneficiary during the five years then count against your exemption, and if you die within the five years, part of the contribution returns to your estate.

Best forRetirees between 62 and 70Primary leverIncome timing
Income

Coordinate Social Security timing with taxes

Up to 85% of Social Security is taxable once provisional income passes the thresholds. Living on IRA withdrawals or conversions before claiming can lower lifetime taxes on benefits.

Best forConnecticut retirees with federal AGI near $100,000 joint or $75,000 singlePrimary leverState AGI thresholds
Connecticut

Stay under Connecticut's retirement income lines

A conversion, RMD, or gain that crosses the line can make part of your Social Security and your other retirement income taxable in Connecticut, so the state cost of those dollars can exceed the 6.99% top rate. QCDs help because they stay out of AGI. The federal $6,000 senior deduction doesn't help, because it's taken after AGI.

See the tax effect of a Roth conversion, QCD, or gift before you act.

In a consultation, we look at your recent returns and account balances, project your RMDs and Medicare premium tier, and tell you whether a Roth conversion or QCD could lower your federal and Connecticut tax over the next decade.

Book a free consultation or call (203) 327-4311 The first consultation is free, with no obligation.
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