Inflation can be easy to overlook when markets are performing well, and retirement income appears sufficient. But for someone approaching or already living in retirement, rising prices can create a challenge that extends far beyond the next grocery bill or utility statement: purchasing power.

A retirement plan may look comfortable on paper today and still face pressure if the cost of living rises faster than expected over the next 10, 20, or 30 years.

That is why inflation deserves more than a passing mention in a retirement plan. It deserves to be stress-tested.

Recently, the Consumer Price Index (CPI) was up 3.4% over the previous 12 months, while core CPI—which excludes food and energy—was up 2.5%. Energy prices were particularly notable, rising 14.7% over the year. (Bureau of Labor Statistics)

The question for retirees isn’t necessarily whether inflation will spike again. No one can reliably predict the timing or magnitude of future inflation.

The better question is: Would your retirement plan still work if it did?

Inflation Doesn’t Have to Be Extreme to Matter

Inflation and Retirement Planning

When people think about inflation risk, they often picture a repeat of the unusually high inflation experienced in recent years.

But retirement planning doesn’t require an extreme scenario to illustrate the potential impact.

Consider someone who spends $100,000 per year in retirement.

If inflation averaged 2.5% annually, maintaining the same purchasing power would require roughly $128,000 after 10 years and approximately $164,000 after 20 years.

At 4% inflation, those figures would be approximately $148,000 after 10 years and $219,000 after 20 years.

That’s the compounding effect of inflation.

The issue isn’t simply that individual expenses become more expensive. It’s that the amount of income required to maintain a similar lifestyle can increase substantially over a long retirement.

For retirees with significant assets, this doesn’t necessarily mean there is an immediate problem. It does mean that a retirement plan should account for changing expenses rather than assuming today’s spending needs will remain constant.

And the longer retirement lasts, the more important that distinction becomes.

Why Inflation Can Be Particularly Challenging in Retirement

During your working years, inflation can sometimes be offset by rising wages.

Retirement is different.

Once you stop receiving a paycheck, you generally don’t have an employer increasing your salary to help compensate for higher prices.

Instead, your retirement income may come from a combination of:

Some sources may have built-in inflation adjustments. Others may not.

That creates an important planning consideration: How does each source of retirement income behave when prices rise?

Social Security, for example, includes an annual cost-of-living adjustment (COLA). For 2026, Social Security benefits increased by 2.8%. (Social Security Administration)

However, a COLA isn’t necessarily designed to perfectly match every retiree’s personal spending pattern.

Healthcare, housing, insurance, travel, and other expenses can change at different rates than the overall CPI.

In other words, the inflation rate reported in the headlines isn’t necessarily the inflation rate experienced by your household.

That’s one reason retirement planning should focus on your spending needs and your income sources, not simply one inflation number.

The Difference Between Nominal Dollars and Real Purchasing Power

One of the most important concepts in retirement planning is the difference between nominal dollars and real purchasing power.

If your portfolio grows by 5% in a year when inflation is 3%, your nominal return is 5%, but your purchasing power has increased by less than 5%.

Taxes and investment costs may reduce the amount further.

This is why looking only at an investment’s stated return can provide an incomplete picture.

Imagine a retiree earns a 5% return on an investment while inflation is running at 4%. At first glance, a 5% return may sound attractive.

But the difference between the return and inflation is much smaller than the headline number suggests—and taxes, fees, and withdrawals can further affect the outcome.

For retirement planning, the goal isn’t simply to pursue a particular return.

It’s to understand whether the overall strategy has a reasonable framework for supporting spending needs over time while accounting for market volatility, taxes, longevity, and inflation.

Inflation Can Affect More Than Your Expenses

Inflation and Retirement Planning

Inflation doesn’t only affect the spending side of the retirement equation.

It can also affect the investment side.

Different types of investments can respond differently to changing inflation and interest-rate environments. Stocks, bonds, cash, and inflation-sensitive assets each have different characteristics, risks, and potential roles in a portfolio.

For example, traditional fixed-rate bonds can face price pressure when interest rates rise. At the same time, bonds can play an important role in portfolio diversification and income planning.

This is why responding to inflation isn’t necessarily as simple as moving money into one particular asset class.

A retirement portfolio should be evaluated as a whole.

The right balance depends on factors such as your time horizon, income needs, risk tolerance, tax situation, and broader financial objectives.

Don’t Build a Retirement Plan Around One Inflation Assumption

One of the biggest mistakes in long-term planning is treating a single inflation assumption as a certainty.

A retirement projection might assume inflation averages 2% or 3% for decades.

That can be useful for modeling purposes—but it shouldn’t create a false sense of precision.

Actual inflation won’t necessarily move in a straight line.

You could experience:

  • Several years of relatively low inflation
  • A temporary inflation spike
  • Periods of higher energy prices
  • Changes in housing costs
  • Unexpected increases in healthcare expenses
  • Periods of disinflation or even declining prices in certain categories

The Federal Reserve’s June 2026 projections and subsequent July meeting materials continued to reflect uncertainty around the inflation outlook. The Fed has also noted that inflation remains elevated relative to its 2% goal, while its staff outlook anticipated inflation declining over time. (Federal Reserve)

That uncertainty is exactly why retirement planning should not depend on getting an economic forecast exactly right.

A resilient plan is designed to adapt.

What Would an Inflation Stress Test Look Like?

Inflation and Retirement Planning

If you’re approaching retirement, one useful exercise is to ask what happens to your plan under several different scenarios.

For example:

Scenario 1: Inflation stays relatively moderate

What happens if inflation remains close to the levels you’ve incorporated into your retirement projections?

Does your projected income adequately cover your expenses?

Scenario 2: Inflation runs higher for several years

What if inflation rises meaningfully above your baseline assumption for five years?

Would you need to reduce spending?

Would you have enough flexibility in your portfolio and other income sources?

Scenario 3: Inflation affects certain expenses disproportionately

What happens if healthcare, insurance or housing costs rise faster than the overall inflation rate?

Would your retirement income still provide enough flexibility?

Scenario 4: Inflation rises while markets are volatile

This scenario deserves particular attention.

A period of elevated inflation could potentially coincide with market volatility. If you’re withdrawing from your portfolio during a downturn, the combination can create additional pressure on retirement assets.

This is one reason retirement planning involves more than determining a target portfolio value.

The timing and structure of withdrawals matter, too.

Sequence of Returns and Inflation: A Potential Double Challenge

Market volatility early in retirement can have a meaningful impact on a portfolio because withdrawals are occurring at the same time investments are experiencing gains or losses.

Now add inflation.

If expenses increase while portfolio values are declining, a retiree may need to withdraw more money at an unfavorable time.

That’s why retirement income planning should consider both market risk and purchasing-power risk.

A comprehensive strategy may address questions such as:

  • How much income do you need from your portfolio?
  • Which income sources are relatively predictable?
  • How much liquidity do you maintain?
  • How might withdrawals change during different market conditions?
  • How much portfolio growth may be needed over time?
  • What expenses are likely to increase with inflation?
  • How much flexibility exists in discretionary spending?

There isn’t one universal answer to these questions.

The goal is to understand how the pieces work together.

What About Inflation-Protected Investments?

Inflation and Retirement Planning

Some investments are specifically designed to provide a degree of protection against inflation.

Treasury Inflation-Protected Securities, or TIPS, are one example. Their principal is adjusted based on changes in the Consumer Price Index, and interest payments are based on the inflation-adjusted principal. At maturity, investors receive the inflation-adjusted principal or the original principal, whichever is greater, subject to the security’s terms. (TFX)

TIPS can therefore play a role in discussions about inflation risk.

But that doesn’t mean every retiree should automatically add TIPS—or any other particular investment—to a portfolio.

Every investment has tradeoffs.

The appropriate role of any asset depends on the broader portfolio, objectives, time horizon, liquidity needs, tax considerations, and risk tolerance.

Inflation protection is one consideration among many.

Don’t Forget About Taxes

Inflation planning also intersects with taxes.

A retirement portfolio isn’t simply a pool of money available for spending. Depending on the account type, withdrawals may have different tax consequences.

For example, distributions from traditional retirement accounts can generally be taxable as ordinary income, while qualified Roth distributions can receive different tax treatment under applicable rules.

Required minimum distributions, Social Security taxation, capital gains, and other sources of taxable income can also influence a retirement income strategy.

That’s why an increase in spending needs doesn’t necessarily translate directly into an equal increase in the amount you should withdraw.

The tax implications matter, too.

For high-net-worth households in particular, retirement planning may involve coordinating investments, income sources, tax planning, and estate considerations rather than treating each issue separately.

Inflation Planning Isn’t About Predicting the Future

It’s tempting to look at current economic data and ask:

“Where is inflation going next?”

But retirement planning doesn’t require an accurate prediction of the next CPI report.

In fact, trying to time a portfolio around short-term economic forecasts can create its own risks.

Instead, the more useful question is:

“What happens to my plan if my assumptions are wrong?”

That’s a fundamentally different approach.

Rather than betting your retirement on a specific inflation forecast, you can build a plan that considers a range of possible outcomes.

That might mean reviewing:

  • Your current and projected spending
  • Essential versus discretionary expenses
  • Guaranteed or relatively predictable income sources
  • Portfolio diversification
  • Withdrawal strategies
  • Cash and liquidity reserves
  • Tax considerations
  • Social Security timing
  • Long-term healthcare expenses
  • Estate and legacy objectives

The goal is not to eliminate uncertainty.

It’s to understand it.

What Can You Do to Help Protect Your Retirement Plan From Inflation?

Inflation and Retirement Planning

You can’t control inflation—and you can’t know exactly when the next inflation spike will occur. But you can take steps to help make your retirement plan more resilient to changing prices.

  1. Revisit your retirement spending assumptions.

Start with what you actually spend today. Then separate essential expenses—such as housing, food, insurance, and healthcare—from discretionary expenses such as travel, entertainment, and hobbies.

This distinction can help you understand which expenses your retirement income needs to cover regardless of economic conditions and where you may have flexibility if prices rise.

  1. Stress-test your retirement income plan.

Don’t look at your retirement projection using only one inflation assumption. Consider how your plan might perform if inflation runs higher than expected for several years.

Ask: Would I still be able to cover my essential expenses? Would I need to make changes to my withdrawals or discretionary spending?

Stress-testing can help reveal potential pressure points before they become problems.

  1. Review your portfolio’s diversification.

Inflation can affect different investments in different ways. That’s one reason diversification and appropriate asset allocation can be important components of a long-term investment strategy. The SEC notes that an appropriate asset allocation depends on factors including your time horizon and risk tolerance, while diversification can help manage investment risk.

That doesn’t mean there’s a single “inflation-proof” investment or that you should make dramatic portfolio changes whenever inflation rises. Instead, your portfolio should be evaluated in the context of your overall retirement objectives, risk tolerance, and income needs.

  1. Consider the role of inflation-sensitive assets.

Certain investments are designed, in part, to respond differently to inflationary environments. Treasury Inflation-Protected Securities (TIPS), for example, are specifically structured to adjust principal based on changes in the Consumer Price Index.

Other investments may also have characteristics that can help provide some potential protection against rising prices—but each comes with its own risks and tradeoffs.

The goal isn’t to find one investment that “beats inflation.” It’s to understand how different components of your portfolio may help contribute to your overall retirement strategy.

  1. Build flexibility into your withdrawals.

A retirement income strategy doesn’t necessarily have to be rigid.

If inflation rises unexpectedly, having some flexibility around discretionary spending and portfolio withdrawals may help give your plan more room to adapt.

This can be particularly important during periods when investment markets are also experiencing volatility. Taking larger withdrawals from a declining portfolio can put additional pressure on a retirement strategy, which is why withdrawal planning deserves attention alongside investment selection.

  1. Review your income sources.

Take a closer look at where your retirement income will come from and how each source may respond to inflation.

Social Security, pensions, investment accounts, and other income sources can have very different characteristics. Understanding how those sources work together can help you identify potential gaps between your income and future spending needs.

  1. Review your plan regularly—not just when inflation makes headlines.

Inflation doesn’t need to spike before you review your retirement plan.

Your expenses, portfolio, tax situation, income needs, and goals can all change over time. A regular review can help ensure your assumptions remain reasonable and your strategy continues to reflect your circumstances.

A Retirement Plan Should Evolve With Your Life

Your retirement plan shouldn’t be something you create once and put in a drawer.

  • Your spending may change.
  • Your portfolio may change.
  • Tax laws may change.
  • Interest rates may change.
  • Inflation may change.
  • Your goals may change.

That means retirement planning should be an ongoing process.

An annual review can help provide an opportunity to revisit assumptions and determine whether your strategy still aligns with your objectives.

For someone nearing retirement, that review may be especially important.

The closer you are to relying on your portfolio for income, the less useful it is to think about retirement solely in terms of accumulation.

The conversation becomes increasingly focused on income, sustainability, risk, and flexibility.

The Bottom Line: Plan for Purchasing Power, Not Just a Dollar Amount

Inflation and Retirement Planning

A retirement plan can look successful if you focus solely on the account balance.

But a dollar today won’t necessarily buy what a dollar buys 10, 20, or 30 years from now.

That’s the fundamental challenge inflation presents.

The objective isn’t to predict whether inflation will rise, fall, or remain elevated.

It’s to ask whether your retirement strategy has enough flexibility to accommodate changing costs and changing economic conditions.

With inflation still above the Federal Reserve’s long-term 2% objective and energy prices showing significant year-over-year increases as of the latest available CPI report, purchasing-power risk remains relevant for retirement planning. (Bureau of Labor Statistics)

Your retirement plan should be built for the retirement you want—not just the economy you have today.

If you haven’t reviewed how inflation could affect your retirement income, now may be a good time to revisit your assumptions.

At Agemy Financial Strategies, we believe retirement planning should look beyond a single market environment or economic forecast. A thoughtful strategy considers your income needs, investment portfolio, taxes, longevity, wealth protection, and the legacy you want to leave behind.

Visit agemy.com to learn more about retirement planning and wealth management, or contact Agemy Financial Strategies to discuss your financial goals.


This material is provided for informational and educational purposes only and should not be construed as individualized investment, tax, legal, or financial advice. Investment involves risk, including possible loss of principal. Past performance is not indicative of future results. Economic conditions, inflation rates, tax laws, and market conditions can change, and no strategy can guarantee a particular outcome or level of income. Individuals should consult with their qualified financial, tax, and legal professionals regarding their specific circumstances.

What retirees and pre-retirees should know about protecting their assets, preserving their choices, and planning for the possibility of long-term care.

September 13th-19th is National Assisted Living Week—a time to recognize the communities, professionals, caregivers, and families who help older adults maintain quality of life and independence.

It is also a good opportunity to have a financial conversation that many people would rather postpone: How would you pay for long-term care if you eventually needed it?

For some retirees, the answer may involve personal savings and investments. Others may rely on family support, Medicaid if eligible, or a combination of resources. Some may consider long-term care insurance as part of their broader retirement strategy.

But is long-term care insurance actually worth it?

The right decision depends on your age, health, financial resources, family circumstances, retirement goals, tolerance for insurance premiums, and the type of care you would want if you could no longer live completely independently.

For individuals who have spent decades building significant wealth, the question is often less about whether they can pay for care and more about how they want to fund it—and what they want their assets to accomplish.

What Is Long-Term Care?

Long-Term Care Insurance

Long-term care refers to services and support that help people with ongoing health or personal-care needs.

Unlike traditional medical care, long-term care is often focused on helping someone with everyday activities rather than treating an acute medical condition.

This can include assistance with:

  • Bathing
  • Dressing
  • Eating
  • Using the bathroom
  • Transferring or moving around
  • Managing certain daily activities
  • Supervision related to cognitive impairment

Long-term care may be provided at home, in an assisted living community, in an adult day setting, or in a nursing facility.

The need for care can arise from aging, an accident, a disability, cognitive decline, or another condition that affects someone’s ability to live independently.

According to the Administration for Community Living, recent research suggests that most Americans who reach age 65 will need some type of long-term care services during their lives. However, the amount and duration of care can vary significantly from one person to another.

That uncertainty is one of the reasons long-term care planning can be difficult.

You are essentially planning financially for an event that may never happen—or may last for years if it does.

Does Medicare Pay for Long-Term Care?

One of the most common misconceptions about long-term care is that Medicare will cover it.

Generally, Medicare does not pay for long-term custodial care simply because someone needs assistance with daily living.

Medicare may cover certain medically necessary services and, under specific circumstances, skilled nursing facility care. But Medicare and Medigap generally do not cover ongoing custodial long-term care, whether that care takes place in a nursing home or in the community.

That distinction matters.

For example, someone may receive Medicare-covered care after an illness, surgery, or hospitalization while also eventually needing ongoing assistance with everyday activities that Medicare does not cover.

Understanding the difference between medical care and long-term custodial care is an important part of retirement planning.

What Does Long-Term Care Insurance Do?

Long-term care insurance is designed specifically to help pay for qualifying long-term services and support.

Depending on the policy, benefits may be available for care provided in different settings, including a person’s home, an assisted living community, or a nursing facility.

A policy typically specifies:

  • A daily or monthly benefit amount
  • A maximum benefit period or pool of benefits
  • An elimination period
  • Eligibility requirements for receiving benefits
  • Covered care settings and services
  • Whether benefits can increase over time
  • Inflation protection provisions
  • Whether the policy is tax-qualified
  • Premiums and potential premium increases
  • Other limitations, exclusions, and conditions

Because policies can differ substantially, the details matter.

Two policies with similar premiums may provide very different levels of protection.

So, Is Long-Term Care Insurance Worth It?

Long-Term Care Insurance

For some people, it can be. For others, self-funding may make more sense.

And for still others, a combination of strategies may be appropriate.

The important question is not simply:

“Will I get my money’s worth from the policy?”

Insurance does not work that way.

You purchase insurance to transfer some of the financial risk associated with an uncertain event.

You may pay premiums for decades and never file a claim. If that happens, you may reasonably feel that you “lost” money—but the purpose of the policy was to help provide protection against a potentially significant financial risk during the years you owned it.

The better question may be:

“What would happen to my financial plan if I needed several years of care?”

That is where the conversation becomes more meaningful.

1. Consider How a Long-Term Care Event Could Affect Your Retirement Plan

For affluent retirees, paying for care out of pocket may appear straightforward.

But a long-term care event can affect more than one line item in a financial plan.

Consider a hypothetical retiree who has accumulated a substantial portfolio and expects to use that portfolio to:

If significant assets must eventually be redirected toward long-term care, those other objectives could potentially be affected.

That does not automatically mean insurance is the right solution. It does mean that long-term care deserves to be included in the larger retirement-income conversation.

2. Think About the Type of Care You Would Want

Long-term care is not synonymous with nursing-home care.

Many people would prefer to remain at home for as long as reasonably possible. Others may prefer an assisted living community that provides housing, meals, social activities, and varying levels of support.

Long-term care insurance may provide benefits in multiple settings, depending on the policy.

This makes it important to think beyond the question, “How much nursing home care can I afford?”

Instead, ask:

Where would I want to receive care, and what kind of support might I need?

Your answer could influence the amount and type of coverage worth considering.

3. Understand Your Family’s Role

Family caregiving is another important part of the equation.

Family members frequently provide unpaid support to older adults, sometimes alongside professional caregivers and other services.

For some families, providing care is a meaningful responsibility they are willing and able to take on.

For others, geography, employment, health, family dynamics, or other responsibilities may make extensive caregiving difficult.

If you have adult children, consider whether your retirement plan assumes they will eventually provide unpaid care.

If so, it may be worth asking whether that is actually the outcome you want.

A long-term care strategy can be about more than protecting your portfolio. It can also be about preserving choices for yourself and your family.

4. Don’t Assume Your Assets Automatically Make Insurance Unnecessary

This is particularly important for high-net-worth households.

Having substantial assets can certainly give you more options for paying for care, but the ability to self-fund does not necessarily mean self-funding is the best strategy.

Imagine two retirees with similar net worth.

One is comfortable spending a significant portion of the portfolio if care becomes necessary.

The other strongly prioritizes leaving assets to heirs and maintaining a specific lifestyle regardless of future care needs.

Their ideal strategies may be very different.

The first person may conclude that insurance is unnecessary.

The second may decide that transferring some long-term care risk to an insurer is worth considering.

Net worth alone does not determine whether long-term care insurance makes sense.

5. Pay Attention to Inflation

One of the biggest risks in long-term care planning is assuming that today’s care costs will remain today’s care costs.

They won’t.

The amount you may need decades from now could be substantially different from what comparable care costs today.

That can make inflation protection an important feature to evaluate when comparing policies.

A policy with a higher initial benefit may not necessarily provide better protection if its benefits do not keep pace with rising costs.

When evaluating coverage, ask how the policy’s benefits may change over time and what inflation protection options are available.

6. Understand That Premiums Can Change

Another important consideration is premium stability.

Depending on the policy and applicable state regulations, insurers may seek approval for premium increases on existing policies.

The National Association of Insurance Commissioners (NAIC) specifically provides consumer resources addressing long-term care insurance, including policy features and the possibility of rate increases.

Therefore, don’t evaluate a policy solely by looking at its initial premium.

Consider whether you could reasonably afford the premiums if they increase in the future.

You should also understand what options may be available if a premium increase occurs.

7. Consider Your Health and Age

Timing can matter.

Long-term care insurance generally becomes more expensive as people get older, and health history can affect eligibility and underwriting.

Waiting indefinitely may therefore have consequences.

At the same time, purchasing coverage prematurely can mean paying premiums for many additional years.

There is no universally “perfect” age to buy coverage.

Instead, the decision should be evaluated within the context of your overall financial plan.

If you are considering coverage, working through the decision while you are still healthy enough to have meaningful options may be worthwhile.

Long-Term Care Insurance

What About Taxes?

There may be tax considerations associated with qualified long-term care insurance.

For 2026, the IRS limits the amount of eligible long-term care insurance premiums that may be treated as medical expenses under Internal Revenue Code Section 213(d)(10), based on the insured person’s age.

For taxable year 2026, the limits are:

Age at the end of the tax year 2026 eligible premium limit
40 or younger $500
41–50 $930
51–60 $1,860
61–70 $4,960
Over 70 $6,200

These are limits on eligible premiums, not guarantees that a taxpayer can deduct the listed amount.

Whether premiums ultimately provide a tax benefit depends on factors including the taxpayer’s circumstances, the policy, applicable medical-expense deduction rules, and whether the taxpayer itemizes deductions.

The IRS also provides specific rules concerning benefits received under qualified long-term care insurance policies.

Because tax rules can change and individual circumstances vary, consult a qualified tax professional before making a decision based on potential tax treatment.

What Are the Alternatives to Long-Term Care Insurance?

Long-Term Care Insurance

Long-term care insurance is only one potential way to address future care expenses.

Other strategies may include:

Self-Funding

Some households may choose to dedicate a portion of their assets to potential long-term care expenses.

This provides flexibility and avoids insurance premiums, but it also means accepting the risk that care could cost substantially more—or last substantially longer—than anticipated.

Life Insurance With a Long-Term Care Rider

Certain life insurance policies may offer riders that allow part of a death benefit to be used for qualifying long-term care expenses.

The exact mechanics vary by policy. The NAIC notes that these riders may reduce the death benefit available to beneficiaries when benefits are used for long-term care.

Medicaid

Medicaid is a major payer of long-term services and supports, but eligibility is generally based on financial and other requirements that vary by state.

It should not be assumed that someone with significant assets will automatically qualify.

Medicaid planning can also involve complicated rules concerning income, assets, transfers, and eligibility.

For individuals with substantial assets, decisions involving Medicaid should be discussed with qualified legal and financial professionals rather than treated as a simple fallback strategy.

A Better Way to Think About Long-Term Care Insurance

Instead of asking whether long-term care insurance is “worth it,” consider asking these five questions:

  1. What type of care would I want if I could no longer live independently?: Would you prefer to remain at home? Would assisted living be appealing? Would you consider a continuing care retirement community?
  1. How would I pay for that care today?: Look at your income, investment assets, insurance coverage, and other resources.
  1. What would happen to my financial plan if care lasted several years?: Would you need to reduce spending, sell investments, alter your legacy plans, or change your lifestyle?
  1. How much risk am I comfortable retaining?: Some people are comfortable self-insuring. Others prefer to transfer at least part of the risk to an insurance company.
  1. What role do I want my family to play?: Would you want your children to provide hands-on care? Financial support? Neither?

These questions can reveal more than a simple premium-versus-payout calculation.

Long-Term Care Planning Is Part of Retirement Planning

National Assisted Living Week is a reminder that aging is about more than accumulating assets.

It is also about preparing for the years when your needs—and your priorities—may change.

Long-term care planning can help you think through those possibilities before a crisis forces your family to make decisions under pressure.

For some people, that may lead to purchasing long-term care insurance.

For others, it may mean building a dedicated reserve, incorporating other insurance products, adjusting an investment strategy, or simply confirming that their existing portfolio is capable of absorbing potential care expenses.

There is no one-size-fits-all solution.

The most important step is to make long-term care part of the conversation before you need it.

Final Thoughts

Long-Term Care Insurance

Long-term care insurance can be a valuable tool for some retirees and pre-retirees, but it is not automatically appropriate for everyone.

The decision should consider your financial resources, retirement-income needs, health, age, family circumstances, desired care settings, insurance costs, policy provisions, and broader estate and legacy objectives.

For households with significant wealth, the question may ultimately be less about whether you could afford long-term care and more about how you want to use your wealth if care becomes necessary.

A thoughtful retirement plan should account for both the life you hope to live and the possibilities you cannot predict.

If you are approaching retirement, now may be the right time to review how a potential long-term care need could affect your income, investments, and legacy goals.

Contact Agemy Financial Strategies for a complimentary consultation. 

This article is provided for educational and informational purposes only and should not be construed as individualized investment, insurance, tax, or legal advice. Long-term care insurance policies, benefits, premiums, underwriting requirements, exclusions, and eligibility provisions vary by insurer and state. Insurance products involve costs, risks, and limitations, and coverage is subject to the terms of the applicable policy and contract. Tax treatment depends on individual circumstances and may change in the future. Consult your financial, tax, insurance, and legal professionals regarding your specific situation before making financial or insurance decisions.

When you think about retirement income, what comes to mind?

For many people, the answer is Social Security, a 401(k), an IRA, or perhaps a pension.

But for high-net-worth individuals and families, retirement income can come from a much broader range of assets.

You may have accumulated wealth through investment accounts, retirement plans, real estate, a business, employer stock, or other assets over the course of your career. As retirement approaches, the question may no longer be simply, “Do I have enough?”

Instead, it may become:

“How might I coordinate the assets I’ve accumulated to support my retirement goals?”

That distinction can be important.

Having multiple sources of wealth can provide flexibility, but it can also introduce complexity. The timing and tax treatment of withdrawals, Social Security benefits, required minimum distributions, investment decisions, and the eventual transfer of wealth to heirs can all factor into a comprehensive retirement-income strategy.

For affluent households, retirement planning may therefore involve looking beyond the traditional sources of retirement income.

Here are five sources you may want to consider as part of your broader retirement-income planning conversation.

The following information is for informational and educational purposes only and is not intended to provide individual investment, tax, legal, or accounting advice.

1. Your Taxable Investment Portfolio

If you’ve accumulated significant wealth, you may have substantial assets held outside of traditional retirement accounts.

Taxable brokerage accounts are sometimes overlooked when people think about retirement income because they don’t receive the same tax-deferred treatment as traditional IRAs or 401(k)s.

But their flexibility can make them an important part of the conversation.

Unlike traditional retirement accounts, taxable investment accounts generally aren’t subject to required minimum distributions (RMDs). That means you generally have more control over when you sell investments and take withdrawals.

Depending on your circumstances, that flexibility may allow you to coordinate taxable-account withdrawals with income from other sources.

For example, rather than relying exclusively on distributions from a traditional IRA or 401(k), you might evaluate whether taxable assets could be used alongside retirement-account distributions to meet your spending needs.

The objective isn’t necessarily to minimize taxes at all costs. Instead, it may be useful to consider how different sources of income are taxed and how they fit together over time.

Retirement Income

Why taxable assets may matter in retirement

A taxable investment portfolio may help provide:

  • Flexibility over the timing and amount of withdrawals
  • Access to funds without the RMD requirements that generally apply to traditional retirement accounts
  • Potential tax treatment of qualified dividends and long-term capital gains that differs from ordinary income
  • Opportunities to consider tax-loss harvesting, subject to applicable rules
  • Liquidity for major expenses, charitable giving, travel, or other financial goals

For high-net-worth households, the distinction between different types of investment income can be particularly relevant.

Qualified dividends and long-term capital gains may be taxed differently than ordinary income generated by distributions from traditional retirement accounts. Your individual tax situation, however, will determine how these rules apply to you.

That’s why retirement-income planning can involve more than determining how much money you need each year.

It may also involve evaluating which assets you draw from and when.

2. Business Interests and Real Estate

Retirement Income

If you’ve spent decades building a business or acquiring real estate, those assets may represent a significant portion of your overall wealth.

They may also have a place in your retirement-income strategy.

A business could potentially help provide financial resources through a future sale, ownership distributions, consulting arrangements, royalties, or other forms of income. Real estate may generate rental income or potentially provide liquidity through a future sale.

But these assets can also introduce considerations that don’t arise with a traditional investment portfolio.

Your business may be more than an asset

For business owners, the transition into retirement may involve one of the largest financial transactions of their lives: the eventual sale or transfer of the business.

That raises important planning questions.

  • When might a sale make sense?
  • How could the transaction be structured?
  • What might the tax implications be?
  • How would the proceeds be invested?
  • Would you continue working with the business after a transaction?
  • How would the transition affect your estate plan and the wealth you intend to pass to the next generation?

These questions are worth considering well before a sale is on the immediate horizon.

A business may represent both a source of potential retirement wealth and a significant concentration of your net worth. Planning ahead may help provide more opportunities to evaluate different scenarios.

Real estate can present similar considerations

Investment property may provide recurring rental income, but rental income doesn’t necessarily equal spendable income.

Property owners may have to account for maintenance, insurance, property taxes, vacancies, capital expenditures, financing costs, and other expenses.

You may ultimately decide that continuing to own a property aligns with your goals. Alternatively, you may determine that selling one or more properties and reallocating the proceeds better fits your retirement objectives.

Neither approach is universally appropriate.

The important consideration is to include business and real estate holdings in the overall retirement conversation rather than viewing them as separate from the rest of your financial picture.

3. Social Security

Retirement Income

If you’ve accumulated substantial wealth, Social Security may seem relatively small compared with your investment portfolio.

That doesn’t necessarily mean it should be overlooked.

For eligible individuals, Social Security may help provide a source of lifetime income, with benefits subject to periodic cost-of-living adjustments.

The timing of when you claim benefits can also affect the amount of your monthly benefit.

According to the Social Security Administration, for 2026 the maximum monthly retirement benefit is $2,969 for someone claiming at age 62, $4,152 at full retirement age, and $5,181 at age 70. Actual benefits vary based on factors including your earnings history and claiming age.

For a high-net-worth household, Social Security may represent only one component of overall retirement cash flow. But because it can provide a predictable source of income, it may still be worth incorporating into your broader planning.

The claiming decision isn’t necessarily automatic

Choosing when to claim Social Security may involve considerations such as:

  • Your anticipated retirement date
  • Your other sources of income
  • Your health and longevity expectations
  • Your spouse’s benefit
  • Potential survivor-benefit considerations
  • Your investment and withdrawal strategy
  • Your broader tax situation
  • Whether you’re continuing to work

For married couples, the decision can become more complex because the timing of each spouse’s benefits may affect the household’s overall retirement-income picture and survivor benefits.

For these reasons, Social Security may be worth evaluating alongside your other retirement resources rather than treating the claiming decision as an isolated choice.

4. Roth Assets—and Potential Roth Conversions

Roth assets can also help provide a different source of retirement income than traditional tax-deferred accounts.

Under current federal rules, qualified distributions from a Roth IRA are generally tax-free, provided applicable requirements are satisfied. Roth IRAs are also generally not subject to lifetime RMDs for the original owner.

That can make Roth assets an important component of tax diversification.

Consider the difference between having a retirement portfolio consisting entirely of traditional IRA and 401(k) assets versus having a combination of traditional, Roth, and taxable assets.

The latter may provide more flexibility when evaluating which accounts to draw from at different stages of retirement.

Could a Roth conversion be worth evaluating?

For some individuals, a Roth conversion may be a useful retirement-planning consideration.

A Roth conversion generally involves moving assets from a traditional IRA or other eligible retirement account into a Roth IRA. The converted amount is generally included in taxable income for the year of the conversion, subject to applicable rules.

That means the decision requires careful consideration.

For example, some retirees may experience a period after leaving the workforce but before RMDs begin when their taxable income differs from what it was during their working years.

Depending on the individual’s circumstances, that period may warrant an evaluation of whether converting some traditional retirement assets to Roth could fit within their broader financial plan.

However, a Roth conversion can increase taxable income in the year of the conversion. That additional income may have other financial consequences as well.

For example, Medicare beneficiaries may be subject to higher Part B and Part D premiums through the income-related monthly adjustment amount (IRMAA). Medicare generally uses tax-return information from two years earlier to determine whether an individual owes an income-related adjustment, subject to applicable rules and exceptions.

This is one reason a Roth conversion should not be evaluated solely by comparing today’s tax rate with a projected future tax rate.

A comprehensive analysis may also consider Medicare premiums, state taxes, RMDs, charitable goals, estate-planning objectives, and your overall retirement-income needs.

The appropriate strategy will depend on your individual circumstances.

5. Employer Stock and Other Concentrated Assets

If you’ve spent years working for a company, you may have accumulated a significant amount of employer stock or other concentrated investments.

For executives and business owners, this can represent a substantial portion of overall net worth.

Concentrated wealth can create both opportunity and risk.

If the investment performs well, the position may contribute meaningfully to your financial success. But if too much of your wealth depends on one company, industry, property, or other asset, a significant decline in that asset could have an outsized impact on your financial picture.

That makes concentrated assets worth considering as part of retirement planning.

Should you continue holding concentrated assets?

There isn’t one answer that applies to everyone.

Depending on your circumstances, you might evaluate:

  • How much of your overall wealth is concentrated in the asset
  • How much income you’ll need from the portfolio
  • The potential tax consequences of selling
  • Your investment objectives and risk tolerance
  • Whether you have other sources of liquidity
  • Your charitable goals
  • Your estate-planning objectives
  • How a potential decline in the asset could affect your retirement

Certain employer-stock situations may also involve specialized tax rules.

For example, net unrealized appreciation (NUA) rules may provide potentially different tax treatment for qualifying employer securities distributed from certain retirement plans when specific requirements are met.

Because these rules can be complex and eligibility depends on individual circumstances, employer stock decisions may warrant coordination among your financial professional, tax professional, and estate-planning attorney.

The goal isn’t necessarily to eliminate concentrated positions.

Instead, it may be to understand the potential risks, opportunities, tax implications, and role the asset could play in your overall financial strategy.

A Hypothetical Example: Turning Wealth Into Retirement Income

Retirement Income

Consider a hypothetical retiree with:

  • $3 million in taxable investments
  • $2 million in traditional 401(k) and IRA assets
  • $1 million in Roth assets
  • A rental property
  • Social Security benefits
  • A significant position in former-employer stock

This individual may have substantial wealth, but that doesn’t automatically determine the most appropriate retirement-income strategy.

They may have several questions to evaluate:

  • Should taxable investments be used first?
  • Should traditional retirement accounts be used before or after taxable assets?
  • Could Roth assets be useful for certain future expenses?
  • Should some traditional retirement assets be evaluated for potential Roth conversions?
  • When should Social Security begin?
  • Should the rental property be retained or sold?
  • Should concentrated employer stock be reduced?
  • How might RMDs affect future taxable income?
  • How could withdrawals interact with Medicare premiums?
  • And how should remaining assets eventually be positioned for heirs or charitable organizations?

There is no single answer to these questions.

The appropriate approach depends on the individual’s goals, financial circumstances, tax situation, risk tolerance, investment objectives, and estate-planning considerations.

This hypothetical example is for illustrative purposes only and does not represent an actual client or actual results. Individual circumstances will vary.

Retirement Income Is About Coordination

For high-net-worth individuals, retirement planning can become less about finding a single source of income and more about evaluating how multiple sources may work together.

Your retirement-income picture could potentially include:

  1. Taxable investment accounts
  2. Business interests and real estate
  3. Social Security
  4. Roth assets and potential Roth conversions
  5. Employer stock and other concentrated assets

And those aren’t the only possibilities.

Depending on your circumstances, pensions, annuities, deferred compensation, royalties, trusts, life insurance, and other assets may also play a role.

The important point is that not every dollar of wealth has to serve the same purpose.

Some assets may be intended for near-term spending. Others may be positioned for long-term growth. Some may be reserved for future healthcare costs or unexpected expenses. Others may be better suited for legacy or charitable goals.

Thinking about your portfolio in terms of these different purposes can provide another way to evaluate your retirement strategy.

Consider the Tax Character of Your Assets

For affluent households, retirement-income planning can also involve significant tax considerations.

Different assets can have different tax characteristics, including:

  • Taxable investment accounts
  • Traditional IRAs and 401(k)s
  • Roth IRAs
  • Capital gains
  • Qualified dividends
  • Business interests
  • Real estate
  • Employer securities

The way income is generated, or assets are sold, may affect your overall tax liability.

It may also affect other areas of your financial picture.

For example, taxable income can influence Medicare premiums for some beneficiaries. Large transactions can produce significant capital gains. Traditional retirement accounts can eventually be subject to RMDs. Business sales can create substantial taxable events.

This doesn’t mean every decision should be made solely to minimize taxes.

Instead, taxes can be one consideration within a larger strategy that also accounts for liquidity, investment risk, income needs, longevity, and legacy objectives.

Start Planning Before You Need the Income

One of the biggest retirement-planning mistakes can be waiting until retirement to begin thinking about retirement income.

By the time you leave the workforce, many important decisions may already have been made.

A more proactive approach may involve evaluating your retirement-income strategy years before your anticipated retirement date.

That can provide time to consider questions such as:

  • What income sources will I have?
  • Which assets might I want to preserve?
  • How might I manage withdrawals across different account types?
  • When might Social Security fit into the plan?
  • Could Roth conversions warrant consideration?
  • How might RMDs affect my future taxable income?
  • What role should my business or real estate holdings play?
  • How should concentrated assets be evaluated?
  • What wealth do I want to leave behind?

The answers may evolve over time.

That’s why retirement-income planning is not necessarily a one-time decision. It can be an ongoing process that changes as your financial circumstances, tax laws, markets, and personal goals change.

Are You Overlooking a Potential Source of Retirement Income?

Retirement Income

If you’ve spent decades accumulating significant wealth, you may have more retirement-income options than you realize.

The challenge may not be simply determining whether you have enough assets.

It may be understanding how your different sources of wealth could potentially work together.

Taxable investments, retirement accounts, Roth assets, Social Security, real estate, business interests, and concentrated positions can each have different characteristics. Evaluating them individually may tell only part of the story.

A comprehensive retirement-income strategy considers the bigger picture.

At Agemy Financial Strategies, we believe retirement planning should go beyond simply accumulating assets. It should involve thoughtful consideration of how your wealth may support your financial goals throughout retirement while also accounting for taxes, investment risk, income needs, and legacy objectives.

Your retirement income may come from more places than you think. The next step is understanding how those sources may fit into your overall financial strategy.

Contact us today. 


This material is provided for informational and educational purposes only and is not intended to provide investment, tax, legal, or accounting advice. The information presented is based on sources believed to be reliable, but no representation or warranty is made as to its accuracy or completeness. Tax laws and regulations are subject to change and may vary based on individual circumstances. Roth conversions may result in taxable income and other financial consequences and are not appropriate for everyone. Social Security and Medicare rules, including benefit amounts, premiums, and income-related adjustments, are subject to applicable rules and may change. Investment involves risk, including possible loss of principal. No investment strategy or financial-planning approach can guarantee a particular outcome. Please consult with qualified financial, tax, legal, and other professionals regarding your individual circumstances before making financial decisions.