Smart Tax Strategies for Retirement

How Do You Minimize Taxes in Retirement?

You minimize retirement taxes through multi-year planning, not annual tax filing. The five highest-impact strategies are Roth conversions during low-income years before required minimum distributions begin (age 73 for those born 1951-1959, age 75 for those born 1960 or later), qualified charitable distributions from your IRA after age 70 and a half, strategic capital gains harvesting in low-bracket years, IRMAA bracket management, and Social Security
claiming coordination. Most retirees focus only on the current year’s tax return. The real tax savings come from coordinating these moves across 20 plus years of retirement.

Key Takeaways:

– The biggest tax mistake retirees make is treating each year separately instead of planning across 20 plus years.

– Roth conversions during the window between retirement and age 73 can save $200,000 or more in lifetime taxes.

– Qualified charitable distributions are the most tax-efficient way to give if you’re already donating to charity.

– IRMAA Medicare surcharges can cost $10,000+ per year for high-income couples and are often avoidable.

– The state you retire in can matter as much as federal strategy for total tax burden.

What is the biggest tax mistake retirees make?

Treating each year independently instead of as part of a 20 to 30 year tax horizon. A retiree who minimizes taxes in year one might miss the chance to convert to Roth at low rates, only to face much higher taxes once RMDs begin at age 73. A retiree who maximizes IRA contributions throughout their career might end up with so much in traditional accounts that they trigger top-bracket RMDs and top-tier IRMAA in retirement. Annual tax minimization optimizes the wrong thing. Multi-year planning optimizes lifetime taxes paid.

How do Roth conversions reduce lifetime taxes?

Roth conversions during low-income years (typically between retirement and age 73) pay tax at known lower rates today to avoid higher rates later, especially on:
– RMDs that compound through retirement
– The surviving spouse’s higher single-filer brackets
– Heirs who must distribute inherited IRAs within 10 years

A couple converting $150,000 per year from a traditional IRA into Roth IRA at 24 percent saves the difference if their future RMDs would have been taxed at 32 or 35 percent. Over 10 years, the lifetime savings often runs $200,000 to $500,000. See When Should You Do a Roth Conversion?.

What is a qualified charitable distribution?

A qualified charitable distribution (QCD) sends money directly from your IRA to a qualified charity. The amount counts toward your required minimum distribution but does not count as taxable income.

For 2026, the IRS  allows up to $111,000 per person per year via QCD, up from $108,000 in
2025. Anyone over age 70 and a half is eligible.

The QCD is the most tax-efficient charitable giving strategy for retirees because:
– It satisfies RMD requirements without increasing MAGI
– It avoids the standard deduction problem (no need to itemize to benefit)
– It keeps Social Security taxation and IRMAA exposure lower

How do you reduce taxes on Social Security?

Up to 85 percent of Social Security benefits can be taxable depending on combined income (see When Should You Take Social Security?). Reducing the taxable portion requires managing other income.

Three strategies help:
1. Roth conversions before claiming Social Security. Roth income doesn’t count toward the combined income calculation.
2. Delaying Social Security to age 70. Years of larger benefits later, with portfolio income drawn down first.
3. Tax-free income sources. Roth withdrawals, HSA medical withdrawals, and basis returns from taxable accounts don’t add to combined income.

For high-income retirees, Social Security taxation at the 85 percent level is hard to avoid. The strategy shifts to minimizing total federal tax instead.

How do you avoid IRMAA?

Manage modified adjusted gross income to stay below the IRMAA thresholds for the relevant year. For 2026, the first threshold is $109,000 single and $218,000 joint.

The five most effective IRMAA strategies:
1. Time Roth conversions to stay just below an IRMAA tier

2. Use QCDs to keep RMDs from pushing MAGI higher

3. Avoid bunching capital gains in any single year

4. File Form SSA-44 after qualifying life-changing events

5. Coordinate large income events (property sales, deferred comp) with overall tax strategy
See https://creativefinancialgrp.com/how-do-you-avoid-irmaa-in-retirement/ for the full IRMAA framework.

What is tax-gain harvesting?

Tax-gain harvesting is the deliberate realization of long-term capital gains in low-bracket years to reset the cost basis without paying tax.

For 2026, the IRS sets the long-term capital gains rate at 0 percent for joint filers with taxable income below approximately $96,700. A retiree in a low-income year can sell appreciated stock and immediately rebuy it, paying no tax on the gain and resetting the basis for future sales.

This is opposite of tax-loss harvesting. Both have a place in retirement tax planning.

How does your state affect retirement taxes?

State taxes can be the biggest variable for total tax burden. Some states:
– Don’t tax retirement income at all (Florida, Texas, Tennessee, Nevada, others)
– Don’t tax Social Security but tax other retirement income
– Tax retirement income partially or fully

For a retiree moving from California to Florida, the state tax savings can be the equivalent of 5 to 10 percent additional retirement income annually. For retirees with $200,000 of retirement income, that’s $10,000 to $20,000 per year saved.

State tax planning becomes a major factor for retirees with high income or who plan to move.

What if you move in retirement?

Establishing legal residency in a new state usually requires:
– Spending more than half the year in the new state
– Registering vehicles and obtaining a driver’s license
– Updating voter registration
– Updating beneficiary designations and estate documents
– Filing a final state return in the prior state

For retirees considering a move, the move year creates planning opportunities. Roth conversions are often better done in the new (low-tax) state. Property sales might be better timed before establishing residency, depending on which state’s rules apply.

Common Mistakes

1. Optimizing for current year taxes instead of lifetime taxes
2. Missing the Roth conversion window before age 73
3. Not using QCDs when charitable giving is already planned
4. Ignoring state tax implications in planning
5. Failing to coordinate Social Security timing with the broader tax plan

Frequently Asked Questions

Should I move to a no-tax state to save on retirement taxes?

Possibly. The savings can be significant, but consider the full cost of living, family proximity, and lifestyle factors. State taxes are just one variable.

Yes. Medical expenses above 7.5 percent of AGI are deductible if you itemize. For retirees with high medical costs, this can be substantial.

For tax years 2025 through 2028, taxpayers age 65 and older may claim an additional $6,000 deduction per qualifying senior, phased out above $75,000 single and $150,000 joint, per the IRS.

They can be, but the interest counts toward MAGI for IRMAA even though it’s federally tax-free. The benefit depends on the retiree’s tax bracket and IRMAA proximity.

Tax software is fine for filing. It’s not enough for multi-year retirement tax planning. The strategic moves usually require a CPA or planner who can model 20-year projections.

Ready to take action?

Speak to the team: → https://creativefinancialgrp.com/cfg-start-here/

About the Author

Kurt Supe is a CPA and Senior Partner at Creative Financial Group, an Indianapolis-based retirement planning firm. CFG has worked with retirees and pre-retirees for nearly 30 years, managing over 600M dollars in assets across 1,500 households. Kurt contributes to MarketWatch on retirement and tax planning topics.

This is not financial advice. Consult a qualified professional before making any financial decisions. Scenarios are hypothetical and for illustrative purposes only.