If you're a retiree, or about to become one, you might be sitting on a ticking tax time bomb without even realizing it.
One of the most common mistakes I see among wealthy retirees is to passively assume that the best tax strategy is to leave retirement money untouched for as long as possible. That decision can backfire. Required Minimum Distributions (RMDs), Social Security payments, the SECURE Act’s 10-year distribution rule for Inherited IRAs, increase the risk of unintended bumps into a higher tax bracket. For your heirs, the stakes could be even higher.
In this post, I’m going to walk you through what I consider the most critical strategies for optimizing your IRA, 401(k), and other retirement account withdrawals. With planning you can minimize bracket creep and taxes, and maximize the legacy you leave behind.
Why This Matters More Than Ever
Retirement planning isn’t what it used to be. If you’re like many Baby Boomers, you may have accumulated significant wealth in tax-deferred retirement accounts—exactly the types of accounts that are now under more scrutiny and tighter withdrawal timelines.
- The SECURE Act eliminated the “stretch IRA” for most non-spouse beneficiaries. Now, most heirs must drain Inherited IRAs within 10 years.
- Missed RMDs can result in up to a 25% penalty—something the IRS is now enforcing more strictly.
- Changes under the SECURE Act 2.0 delay RMDs for some but also complicate planning.
- For wealthier retirees, large RMDs can push you into higher tax brackets, affect Social Security taxation, and trigger Medicare Part B and D surcharges known as Income-Related Monthly Adjustment Amount (IRMAA).
And many beneficiaries inherit IRAs without fully understanding the tax traps—leaving them exposed to a significant and avoidable tax hit.
So let’s talk about what you can do to avoid these pitfalls.
Smart Strategies for Managing Retirement Account Withdrawals
Understand the Basics: What Are RMDs?
If you have a traditional IRA or employer-supported plan (like a 401(k) or 403(b)), the IRS requires Required Minimum Distributions beginning at age 73 (or age 75 if you were born in 1960 or later, thanks to SECURE Act 2.0).
The amount is based on your account balance as of December 31st of the previous year and your life expectancy, as defined by the IRS’s Uniform Lifetime Table. And here’s the kicker: your RMD is taxable income.
That’s where things get tricky. A $100,000 RMD may push you into a higher marginal tax rate, make more of your Social Security taxable, and even raise your Medicare premiums. It’s not uncommon for retirees to underestimate just how large these RMDs can become if accounts are left to grow unchecked for too long.
Master the 10-Year Rule for Inherited IRAs
Imagine your adult son inherits your $1 million IRA after you have begun taking your RMD. If you are still thinking that he will be able to stretch his withdrawals over his lifetime, you would be wrong. Under the SECURE Act of 2019 and Secure Act 2.0 of 2022, unless he qualifies as an Eligible Designated Beneficiary (e.g., your spouse, disabled child, etc.) he must take annual RMDs, based on his life expectancy, over a 10-year period, at which point the account must be liquidated.
Worse, if he fails to withdraw the funds in 10 years, he could face a 25% penalty on any amount not distributed in time.
If you die before your required beginning date for RMDs, and your son inherits the account he is not required to take annual RMDs in the years 1 through 9 of the 10-year period. He can wait until year 10 to withdraw the entire amount or take withdrawals at any time in the 10-year period. But taking our $1 million in year 10 could land him in a very painful tax bracket.
If you plan ahead, you can reduce the tax burden on your heirs—by reducing the IRA’s size before death through Roth conversions or strategic withdrawals.
Time Withdrawals and Roth Conversions Wisely
The years between retirement and when RMDs kick in (age 73 or later) are a golden window for Roth conversions. During this period, you may be in a relatively low tax bracket which is an ideal time to pay taxes on some of your traditional IRA funds and convert them into a Roth IRA.
Each year, you can run a tax projection to assess how much to convert without jumping into a higher marginal tax rate. These proactive conversions reduce the size of future RMDs and leave your heirs with tax-free Roth money instead of taxable IRA money.
Optimize Withdrawals Based on Tax Brackets
Many retirees withdraw too little or too much—beyond their RMD—in any given year. The secret is managing withdrawals to fill, but not exceed, your current tax bracket.
For example, if you’re comfortably in the 22% tax bracket, you might consider converting or withdrawing just enough IRA funds to “top off” that bracket, but not so much that you jump to 24% or higher.
Also consider:
- Using Qualified Charitable Distributions (QCDs) after age 70½ to donate from your IRA directly to charity—thus avoiding tax on the withdrawal.
- Coordinating Roth conversions with deductions and exemptions in any low-income years—for instance, the year after you retire but before Social Security, pensions, and RMDs kick in.
Plan Around Other Income Sources
Tax planning for IRA withdrawals can’t be done in isolation. Every dollar you take affects your Modified Adjusted Gross Income (MAGI)—and that in turn affects your:
- Social Security taxability
- Medicare premiums (IRMAA)
- Eligibility for other deductions or tax credits
Suppose you're drawing $40,000/year in Social Security, have a modest pension, and withdraw $70,000 from your traditional IRA. That could expose 85% of your Social Security to taxation and push you into higher IRMAA thresholds.
Mapping out anticipated income streams is critical to tax-smart planning.
Common Mistakes That Can Cost You
Let’s walk through some real-world missteps that cost retirees—and their heirs—thousands.
Mistake #1: Waiting Too Long to Start Withdrawals
Raj delayed all IRA withdrawals until RMDs began at age 73. The result? A $120,000 RMD that boosted his income, pushed him into the 32% bracket, triggered higher Medicare premiums, and caused 85% of his Social Security to be taxed. Starting small withdrawals earlier or executing partial Roth conversions could have mitigated this.
Mistake #2: Skipping Roth Conversion Opportunities
Emma, 65, recently retired. With low taxable income, she could have converted $30,000/year to a Roth IRA, locking in a 12% tax rate. She waited too long, and after RMDs started, she was in the 24% bracket—nearly doubling her tax cost.
Mistake #3: “Going It Alone” Without Professional Input
RMDs and inherited IRA rules now involve detailed calculations, tax projections, coordination with Medicare, and more. One oversight can trigger penalties or tens of thousands in taxes. Always consult with a qualified financial advisor or CPA.
Four Examples That Bring It All Together
Let’s review these lessons with relatable scenarios.
Example 1: Linda Manages RMDs Proactively
Linda, 74, continues teaching part-time, earning $20,000. She times her IRA withdrawals to stay just below the 22% tax bracket threshold, uses QCDs to give $10,000 to charity (satisfying part of her RMD), and converts $15,000 to a Roth. Result? Efficient tax management and a growing Roth legacy for her children.
Example 2: Knowing the Rules for Inherited IRAs
Jake inherits $500,000.
- Withdraws $50,000/year over the 10-year window = steady annual tax impact.
Knowing the rules made all the difference.
Example 3: The Snowballing RMD
Raj grew his IRA to $1.5 million but took no distributions before 73. His first RMD is almost $75,000, and it keeps rising. Not only does he pay higher income taxes, but his Medicare Part B premiums increase drastically due to IRMAA.
Example 4: Early Roth Conversions Work Wonders
Emma, 65, converts $30,000/year for 6 years before RMDs. Her taxable income remains modest, and she avoids future RMDs on that money. Her heirs inherit over $200,000 in Roth funds—tax free.
Build a Multi-Year Tax Roadmap
The most successful withdrawal plans are crafted years in advance. We help clients model out their income and taxes for the next 5–15 years and start planning strategic withdrawals and Roth conversions during low-income windows.
Review and Update Your Beneficiaries
Don’t assume your wishes will be honored unless beneficiary forms are current. Also, consider whether your heirs understand their responsibilities under the 10-year rule. In some cases, naming a trust as a beneficiary could make sense but it must be done carefully.
Consult a Retirement-Focused Professional
Working with a professional who understands the tax implications of IRA withdrawals, the nuances of inherited account rules, and estate planning coordination is absolutely essential. DIY planning carries significant risk at this stage of life.
Leverage Smart Tools and Resources
We encourage readers to:
- Use the IRS RMD calculator to estimate future withdrawals.
- Review current tax bracket thresholds and plan accordingly.
Next Steps
Retirement account withdrawals are no longer a simple matter of “wait as long as possible.” Between RMD rules, the SECURE Act’s 10-year requirement for heirs, and Medicare/IRMAA thresholds, poor timing can erode both your income and your legacy.
If you’d like me to help you evaluate whether your withdrawal strategy is on track—and explore whether a more complete financial plan could strengthen your retirement and estate outcomes—the first step is to see if you qualify for a complimentary Retire Secure Consultation.
Learn more at: PayTaxesLater.com/Consult
FAQS
More taxable IRA income can make up to 85% of Social Security benefits taxable and can push you into higher Medicare premium brackets (IRMAA). That’s why bracket-aware withdrawals and conversions matter.
See also: Plan Around Other Income Sources
What is the SECURE Act’s 10-year rule for Inherited IRAs?
For most non-spouse beneficiaries, an inherited IRA must be fully distributed within 10 years of the original owner’s death, and future RMDs will be based on the life expectancy of the beneficiary. Compressing withdrawals into a decade can push heirs into higher tax brackets if they’re in peak earning years.
If a non-spouse beneficiary inherits the IRA before the original owner has begun taking RMDs the beneficiary is not required to take RMDs and could potentially withdraw the full amount in year 10—a potential tax nightmare.
Planning ahead by reducing traditional IRA balances during your lifetime or planning post-retirement withdrawals strategically can soften the tax impact.
Spreading withdrawals across the 10-year window usually reduces bracket “spikes.” Consider increasing withdrawals during lower income tax rate years.
See also: Knowing the Rules for Inherited IRAs
After age 70½, you can donate up to the annual limit directly from your IRA to charity. QCDs count toward RMDs but don’t increase taxable income—helpful for controlling brackets, Social Security taxation, and IRMAA tiers.
Map a multi-year tax plan, review beneficiaries, test bracket-fill and conversion amounts with projections, and coordinate decisions with your advisor, CPA, and estate attorney.
See also: What You Can Do Next
Waiting too long to start withdrawals, taking an Inherited IRA as a lump sum, skipping Roth conversion windows, or ignoring beneficiary/trust updates. DIY missteps can be costly; periodic reviews help.
See also: Common Mistakes That Can Cost You
Each year, consider withdrawing or converting just enough to top off your current tax bracket without spilling into the next one. This keeps lifetime taxes lower and tames future RMDs.
RMDs generally begin at age 73 (and 75 for some younger cohorts under SECURE 2.0). RMDs are taxable income and can increase your marginal rate, make more of your Social Security taxable, and trigger Medicare IRMAA surcharges. Coordinated withdrawals and Roth conversions can help control these effects.
See also: Understand the Basics: What Are RMDs?
Trusts can protect minors, special-needs heirs, or spending-risk beneficiaries. Conduit trusts pass out distributions annually; accumulation trusts can retain them but face high trust tax rates. Draft language carefully under post-SECURE Act rules.






As I have written about, this is personal to me. I was hoping that distributions from my Roth IRA and IRA would be “stretched” over the life of my daughter and maybe grandchildren. It could make a difference of well over a million dollars to my family.
The House is scheduled to vote on Thursday, May 23, 2019, on the SECURE ACT. Then, it will be in the Senate’s court to vote on RESA. Then the House and Senate will need to reconcile the differences between the bills. Experts, including us, think a compromise will be found and that the “stretch IRA” as we know it, will be gone, dealing a severe blow to IRA and retirement plan owners who were hoping their heirs would be able to continue deferring the distributions on their inherited IRAs and retirement plans for decades.



