4 Things You Must Know Before Retiring With a Pension | The Limitless Retirement Podcast

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Get ready for an in-depth look with financial planner Danny Gudorf, who breaks down the distinctive challenges and tactics for retiring with a pension.

He stresses the value of specialized pension knowledge, highlights the possibility of steeper tax brackets in retirement, shares insights on Roth conversions, and clarifies the widow’s penalty facing surviving spouses.

Danny’s recommendations provide clear steps for pension recipients to enhance their retirement income and maintain a stable financial future.

Key Topics:

  • 00:00Understanding the Unique Landscape of Pensions
  • 09:43Strategic Tax Planning for Pension Recipients

Unlock the Hidden Value of Your Pension

Your pension isn’t just another retirement benefit—it’s a rare advantage that fewer than 20% of Americans enjoy. If you have a pension, you already hold the key to a more secure retirement. But unless you understand how to harness its full potential, you could leave thousands of dollars on the table.

Why most retirees never tap into these pension planning secrets:

  • Many financial advisors lack specialized experience with pensions.

  • Common tax assumptions no longer apply when you combine guaranteed income with Social Security and retirement accounts.

  • One overlooked strategy can save you tens of thousands in lifetime taxes.

  • Survivorship pitfalls can dramatically increase your spouse’s tax bill and erode inherited income.

If you want to safeguard the income you’ve earned, keep reading. In this article, you’ll discover four critical considerations that can transform your pension into a tax-efficient, growth-focused foundation for life—so you keep substantially more of what’s yours.

Key Takeaways

  • Less than 20% of Americans have access to pensions.
  • Most financial advisors lack experience with pension recipients.
  • Tax brackets may not decrease in retirement for pension holders.
  • Roth conversions can significantly reduce lifetime tax burdens.
  • The widow's penalty can double taxes for surviving spouses.
  • Survivorship options in pensions may not always be the best choice.
  • Life insurance can provide tax-free benefits for surviving spouses.
  • Strategic tax planning is crucial for pension recipients.
  • Working with a pension specialist can improve retirement outcomes.
  • Understanding unique pension challenges is key to maximizing retirement income.

Your Pension Makes You Unique—Choose an Advisor Who Cares

Most retirees do not have pensions. In fact, fewer than one out of every five Americans will receive guaranteed monthly income after they stop working. If you’re in that fortunate minority, your retirement plan is fundamentally different from nearly everyone else’s. Yet many financial advisors haven’t spent time working with pension recipients, which can lead to sub-optimal guidance.

The Heart Surgery Analogy

Imagine you need a serious surgery—would you go to a general practitioner or a cardiac specialist? You choose the specialist, because that doctor understands the complexities of your condition and has performed the procedure dozens of times. Your pension is just as unique: you deserve a financial professional who specializes in pension planning.

  • Why generalist advisors miss the mark: Most financial planners craft retirement strategies assuming clients will start drawing down IRAs or 401(k)s first. They may not know how to integrate guaranteed pension income.

  • Overlooked tax opportunities: An advisor unfamiliar with pensions might not recognize when you could strategically shift income between taxable and tax-favored accounts.

  • Survivorship decisions matter more: A standard planner might not fully understand how choosing—or not choosing—a survivorship option impacts your spouse’s future tax liabilities.

When you choose an advisor who specializes in pensions, you benefit from:

  1. Customized investment allocation. Your guaranteed income changes risk tolerance and portfolio needs.

  2. Advanced tax planning. You’ll gain strategies that reduce the total taxes you pay over your lifetime.

  3. Survivorship optimization. You’ll receive expert guidance on whether to accept reduced lifetime benefits or fund a life insurance policy instead.

By working with a pension specialist, you avoid common pitfalls that can cost tens of thousands of dollars over your retirement years.

You Might Face Higher Taxes, Not Lower Ones

Conventional wisdom tells retirees they’ll pay less in taxes because they’ll have lower income. In reality, if you have a pension, that assumption often fails. When you combine:

  • Your guaranteed pension checks,

  • Social Security benefits (up to 85% taxable),

  • Required Minimum Distributions (RMDs) from IRAs and 401(k)s,

you could find yourself in the same—or even a higher—tax bracket than when you were still working. And because current top federal tax rates are 37% (set to rise to 39.6% when the Tax Cuts and Jobs Act expires), the outlook can get worse if taxes increase in the future.

Why Your “Lower Retirement Income” Might Be a Myth

  • Pension + RMDs + Social Security = Bigger Taxable Base. By the time RMDs kick in (age 73 for many), your retirement account could double in size. For example, imagine $1,000,000 in your IRA at age 60 growing to $2,000,000 by age 75—even with conservative 4% annual returns. At that point, your RMDs alone could total around $80,000 per year (4% of $2,000,000).

  • Social Security Taxation: Up to 85% of your Social Security benefits become taxable once your combined income surpasses certain thresholds. If your “combined income” (adjusted gross income + nontaxable interest + half of Social Security benefits) exceeds $44,000 (for married filing jointly), 85% of benefits count as taxable income.

  • Bracket Creep and Policy Changes: Tax policy isn’t written in stone. Historically, top federal rates have reached as high as 70% (post-World War II). If tax rates climb, your pension/checks/RMDs could push you into a higher bracket quicker than you expect.

What to Do Now

  • Project Your Retirement Tax Profile. Work with a pension advisor to estimate your taxable income in early retirement, mid-retirement (age 75+), and late retirement (age 85+).

  • Explore Partial Roth Conversions. By converting some of your traditional retirement savings to Roth accounts at lower tax rates today, you can reduce the size of future RMDs.

  • Tax-Efficient Withdrawal Sequencing. Instead of waiting until age 73 for IRA/401(k) withdrawals, pursue strategies (like Roth conversions or systematic distributions) that keep your taxable income within optimal bands.

When you plan for the likelihood of paying equal—or higher—taxes in retirement, you avoid the nasty surprise of “retirement sticker shock.”

Roth Conversions: The Single Most Powerful Strategy You’ve Never Heard Of

If your pension guarantees a baseline income, converting a portion of your traditional retirement accounts (IRAs, 401(k)s) to a Roth IRA could save you hundreds of thousands in taxes over your lifetime. Why? Because Roth IRAs grow tax-free, and qualified withdrawals come out 100% tax-free—no RMDs.

The $2 Million IRA Example

Consider this scenario:

  • At age 60, you have $1,000,000 in a Traditional IRA.

  • With conservative growth of 4% per year, by age 75, the account swells to about $2,000,000.

  • At age 75, the IRS’s Required Minimum Distributions force you to withdraw roughly 4% (about $80,000) each year.

Now combine that $80,000 RMD with a $50,000 pension and $30,000 of Social Security (with 85% taxable). You could easily face a taxable income north of $130,000—putting you squarely in the 24% or 32% brackets (or higher if tax rates rise).

What a Roth Conversion Accomplishes

  1. Shrink Your Future RMDs. Every dollar you convert to Roth today no longer counts toward your IRA balance at age 75.

  2. Lock in Today’s Tax Rates. If you convert at a time when your taxable income (with pension + conversions) stays within, say, the 22% bracket, you pay 22% on converted dollars instead of 32% (or whatever higher bracket you might face).

  3. Avoid Impact on Social Security Taxation. By controlling your taxable income in the early 70s, you reduce the portion of your Social Security that counts as taxable income.

Timing and Complexity

Roth “all-in” conversions rarely make sense. Instead, consider:

  • Partial Conversions in Low-Income Years. If you retire early (say, age 60) and delay Social Security until age 70, you may have a window of 6–8 years with relatively low taxable income.

  • Avoid Medicare Surcharge Triggers. Converting too much in one year can push your Modified Adjusted Gross Income above $194,000 (single) or $258,000 (married filing jointly), causing higher Medicare Part B and D premiums.

  • Coordinate with Pension Start Dates. If your pension starts at age 62 but you don’t claim Social Security until age 68, you might have a 6-year period to convert significant IRA balances without hitting brackets above 24%.

Curiosity Gap: Could You Save $200,000 by Doing This One Thing?

Imagine converting just $300,000 of your IRA over a five-year window, paying an average tax rate of 22%. That’s $66,000 in taxes paid now. If those dollars would otherwise grow to over $600,000 by age 75—and get taxed at 32%—you could pay as much as $192,000 in taxes later. By acting early, you save well over $100,000. That’s just one example of why every pension recipient should explore Roth conversions.

How the Widow’s Penalty Can Devastate Your Spouse—and What to Do About It

One of the most overlooked—and potentially ruinous—aspects of pension planning is the “widow’s penalty.” When the first spouse passes away, two dramatic financial changes occur:

  1. Social Security Drops to a Single Benefit. The surviving spouse loses one Social Security check and receives only the higher of the two.

  2. Tax Filing Status Changes from Married Filing Jointly to Single. The single tax brackets are roughly half as wide as married filing jointly brackets, meaning the same taxable income can push you into a much higher percentage.

Together, these shifts can double the surviving spouse’s tax bill overnight—eroding income precisely when it’s most needed.

Why the “Survivorship Option” Matters

Most pensions let you elect a survivorship option. In exchange for reducing your pension check today—often by about 10%—your spouse continues receiving the same pension amount after your death. For example:

  • Without Survivorship: You receive $50,000 per year; spouse receives nothing after your death.

  • With Survivorship Option: You receive $45,000 per year (a 10% reduction); your spouse receives $45,000 per year after you pass away.

That 10% “cost” buys a guaranteed stream for your spouse, but there’s an alternative that many overlook: life insurance.

Life Insurance vs. Survivorship Option

  • Life Insurance Death Benefit: Proceeds typically go income-tax free to beneficiaries. You could purchase a policy priced to replace the lost pension benefit after your death.

  • Lower Upfront Cost? Depending on your health and age, a policy might be cheaper than accepting a permanent 10% pension reduction.

  • Avoid the Widow’s Penalty Trap: By funding a life insurance policy with some of your pension proceeds while you’re alive, you keep your full pension income and create a tax-free legacy for your spouse.

Example Scenario

Full Pension + Life Insurance:

  • You collect $50,000 per year.

  • You use the 10% difference ($5,000 per year) to fund a life insurance policy (premiums).

  • Upon your death, your spouse receives a $1,000,000 death benefit tax-free (enough to replicate mortgage of $45,000 per year).

Reduced Pension Survivorship:

  • You collect $45,000 per year (permanently).

  • Upon your death, your spouse collects $45,000 per year (fully taxable).

In this example, comparing the net after-tax value:

  • A $1,000,000 life insurance death benefit leaves $1,000,000 tax-free to your spouse.

  • Continuing a $45,000 taxable pension might generate only $30,000–$35,000 after taxes, requiring larger principal to achieve the same net benefit.

The Tax Trap for Single Filers

When your spouse dies:

  • All remaining RMDs, Social Security income, and pension checks combine in one tax return.

  • Single-filer brackets push more income into higher rates. For example:

    • Married filing jointly bracket for 22% goes up to $190,750.

    • Single‐filer bracket for 22% tops out at $89,450.

The same $100,000 of income that might sit comfortably in the 22% bracket as a couple could trigger 24% or 32% rates for a surviving spouse.

What You Must Do Now

  • Run Survivorship Cost/Benefit Analyses. Compare the net present value of pension reductions versus potential life insurance death benefits.

  • Factor in Health and Insurability. If you’re in good health, a term policy might be very affordable. If not, consider a hybrid or guaranteed universal life solution.

  • Plan for Filing Status Shift. Work with a pension advisor and tax professional to model your surviving spouse’s tax profile, accounting for:

    • Full pension taxation.

    • Social Security taxation.

    • Possible higher Medicare premiums (IRMAA).

By proactively addressing the widow’s penalty, you protect your spouse from a tax shock that can erode 20–30% of after-tax income every year.

What’s Next: Take Control of Your Pension Today

Now that you understand the four critical considerations for pension planning, it’s time to act. A pension is a rare and valuable benefit—it’s worth taking the time to optimize it. Below are steps you can take immediately to start maximizing your pension:

Find a Pension-Focused Advisor.

  • Seek out a financial professional who works with pension recipients regularly.

  • Ask for case studies or examples where they’ve helped clients with similar pensions and objectives.

Project Your Retirement Income Tax Profile.

  • Create a year‐by‐year forecast of your pension, Social Security, RMDs, and other income.

  • Identify potential tax bracket spikes in your 70s and 80s.

Build a Roth Conversion Roadmap.

  • Identify windows (pre-RMD, pre-Social Security, or early retirement) where your taxable income stays in a lower bracket.

  • Run “what‐if” analyses to determine the optimal conversion amounts each year.

Evaluate Survivorship Options vs. Life Insurance.

  • Gather quotes for life insurance policies priced to replace 100% of your pension benefit.

  • Compare net after-tax values: reduced pension for life versus full pension plus policy proceeds.

Implement a Comprehensive Tax Strategy.

  • Plan for possible tax rate increases after 2025.

  • Coordinate IRA withdrawals, Roth conversions, and Charitable Remainder Trusts (if applicable) to smooth taxable income.

If you’re serious about securing your retirement income, you owe it to yourself—and your spouse—to address these issues now. Delaying can cost you tens or even hundreds of thousands of dollars.

Conclusion

Your pension offers a foundation of guaranteed income that few retirees enjoy. But without specialized guidance, you may face unexpected tax bills, missed growth opportunities, and devastating survivor-benefit consequences. By focusing on these four essential strategies—partnering with a pension‐savvy advisor, preparing for potential higher tax brackets, leveraging Roth conversions, and mitigating the widow’s penalty—you transform your pension from a simple paycheck into a powerful wealth-preservation engine.

Don’t leave your hard-earned benefits to chance. Take control of your pension today, and secure the retirement you’ve worked so hard to achieve.

*This blog post is based on the insights shared by Gudorf Financial Group. For personalized advice tailored to your unique circumstances, always consult a financial, legal, or tax professional.*

Transcript: Prefer to Read — Click to Open

Danny (00:00.046)

Having a pension makes you one of the fortunate few in America today. Less than 20 % of people have access to pensions, which means you receive guaranteed monthly income when you retire. This is excellent news, but it also means your retirement planning is fundamentally different from most other retirees. Many individuals with pensions make significant mistakes

because they don’t understand how unique their situation really is. Here are four critical things you need to know about retiring with a pension that could help you keep substantially more income in your pocket. Hey there, my name is Danny Gudorf and I’m a financial planner and owner of Gudorf Financial Group, where we specialize in helping people over 50 optimize their retirement income. I’ve worked with hundreds of pension recipients.

And I’ve observed the same costly mistakes happening repeatedly. These mistakes can undermine what should be a solid retirement plan. Let me share these four critical pension planning considerations with you. The first thing you need to understand is that your planning needs are genuinely unique. Since fewer than one in five Americans have pensions, most financial advisors simply don’t have sufficient experience working with

pension recipients. This means they might not be able to provide optimal guidance to you. It’s not just about understanding that you’ll receive a guaranteed monthly income for life. It’s about knowing how to integrate that pension effectively with all of your other financial assets. Many advisors who rarely work with pension recipients might miss critical tax planning opportunities. They may not understand

how to optimize your investment allocation when you already have guaranteed income. They might also overlook important survivorship options that could significantly impact you and your spouse. Working with an advisor who specializes in pension planning can make a tremendous difference in your overall retirement outcome. Think about it this way. If you needed heart surgery, would you visit a general practitioner or

Danny (02:26.23)

a cardiac specialist. The same principle applies to your financial health when you have a pension. You want someone who understands the complexities of pension planning and has the experience of helping other families who are in similar situations. The second critical thing to understand is that you might not be in a lower tax bracket during retirement. Despite what conventional wisdom suggests, for decades, financial professionals have told clients,

they’ll likely pay less in taxes during retirement because they’ll have reduced income. But for many pension recipients, this isn’t often accurate. When you combine your pension, your social security benefits, and required minimum distributions from your retirement accounts, you might find yourself in the same or even a higher tax bracket than during your working years. This is especially true since up to 85 % of your social security benefits

could be taxable depending on what your overall income level is. Consider this reality. Tax rates are currently at historically low levels. The highest federal tax bracket today is 37%, but it’s scheduled to increase to 39.6 % when the Tax Cuts and Jobs Act expires if no other laws or tax plan is passed. If we look further back in history,

we see the highest bracket has been as high as 70 % or even 94 % after World War II. While not everyone pays the highest rates, they indicate the direction that tax policy might move in the future. This potential for higher future tax rates combined with your stable pension income means you need to be especially strategic about tax planning.

This brings us to our third important point. The third essential thing you need to know if you’re retiring with a pension is that Roth conversions might be your most powerful tax planning strategy. This approach involves transferring money from your tax deferred accounts, like your traditional IRAs, 401ks, to your Roth accounts, where future withdrawals can be completely tax free. For pension recipients,

Danny (04:51.628)

This strategy can be particularly valuable because your pension creates a stable income foundation that will likely push you into higher tax brackets in retirement. By strategically converting some of your tax-deferred savings to Roth accounts before RMDs start at age 73 or 75, you could potentially reduce your lifetime tax burden significantly. Let me illustrate why this matters.

Imagine you have a million dollars in your IRA at age 60. By the time you reach age 75 when required minimum distributions are mandatory, that account could grow to approximately $2 million even with conservative returns. At that point, your required minimum distributions would be about $80,000 annually. And that would be on top of your pension income, your Social Security income.

This combination could easily push you into a much higher tax bracket. By completing the Roth conversions earlier in retirement or even before retirement, you can reduce the size of your tax deferred accounts and therefore lower your future required distributions. This gives you much more control over your tax situation throughout retirement. However, Roth conversion planning isn’t as simple as converting everything at once.

You need to do a comprehensive analysis that considers your current and future tax brackets, the impact on Medicare premiums, and how conversions might affect the taxation of your Social Security benefits. This is another area where working with a pension experience advisor can make a significant difference. The fourth and final thing you need to know about retiring with a pension involves what I call the widow’s penalty.

one of the most overlooked aspects of pension planning. This refers to the substantial tax disadvantage that occurs when one spouse passes away. When one spouse dies, two major financial changes occur. First, Social Security benefits are reduced. The surviving spouse only retains the survivor benefit, which is the higher of the two benefits. Second, the tax filing statuses changes

Danny (07:19.478)

from married filing jointly to filing single, which effectively cuts the tax brackets in half. This means the surviving spouse could pay nearly double the taxes on the same amount of income. For pension recipients, this creates particularly challenging situation. If you have a $50,000 pension with the survivorship option, your spouse might continue receiving that income after your death. However,

That same $50,000 would be taxed much more heavily as a single filer than it would if you were married filing jointly. This is why it’s critical to consider the survivorship option. Many pensions offer reduced benefits during your lifetime in exchange for continuing those pension payments with your spouse. This typically costs around 10 % of your pension amount.

So for a $50,000 pension, you might receive $45,000 instead with your spouse continuing to receive payments after your death. While this survivorship option provides important protection, you should evaluate whether it’s the most efficient approach for your situation. In some cases, using life insurance to provide for a surviving spouse might be more tax efficient than the pension

survivorship option. This is because life insurance death benefits are generally tax free while pension income remains taxable. For example, instead of taking a reduced pension with survivorship, you might consider taking the full pension amount and using part of the difference to purchase a life insurance policy. This could potentially provide more after-tax income for a surviving spouse

while maximizing your income during your lifetime. These four considerations, finding a specialized pension planning expert, preparing for potential higher tax brackets, strategically using Roth conversions, and addressing the widow’s tax trap form the foundation of effective pension planning. By addressing these key areas proactively, you can maximize the value of your pension

Danny (09:43.422)

and create a much more secure retirement. Remember, having a pension puts you in a privileged position compared to most retirees today, but it also creates unique planning challenges that require specialized knowledge. Taking the time to understand these nuance and working with a professional who understands pension planning can make a huge difference in your overall retirement. If you’re approaching retirement with a pension,

and want to ensure you’re making the most of this valuable benefit, I encourage you to take a comprehensive approach to your planning. Consider how your pension integrates with your other income sources, develop a tax strategy that accounts for your unique situation, and make sure to address the potential risk. If you found this information helpful, you’ll definitely want to check out my video on how to legally pay 0 % capital gains tax

on $100,000 of income in retirement. I’ll walk you through a real world example of how to structure your retirement income to minimize taxes, which is especially valuable for pension recipients. Click the link right here to watch that video now.

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