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Key Retirement Considerations

Retirement should feel simple, not stressful. Yet most plans are exposed to a handful of risks that quietly erode income, flexibility, and peace of mind. At Diversified Insurance Brokers, we help retirees and pre-retirees identify these Key Retirement Considerations and Risks early, and build practical, product-agnostic strategies to control them—so your income lasts, your taxes are managed, and your lifestyle stays intact.

Free Retirement Risk Review

Walk through a 10-minute checklist covering Taxes, Longevity, Liquidity, Inflation, Market, and Legacy/Mortality—then get a simple action plan.


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1) Longevity Risk: Outliving Your Savings

People are living longer—which is great, until your portfolio has to fund 25–35 years of withdrawals plus healthcare surprises. Longevity risk shows up when “safe” withdrawal rates are too high, or when market slumps hit early in retirement.

  • Red flags: No guaranteed income beyond Social Security; variable withdrawals; little coordination between investments, annuities, and timelines.
  • Controls: Layer guaranteed income (pensions, income annuities, or rider-based annuities) to cover non-negotiable expenses; build a “go-go/slow-go/no-go” spending plan; stress-test for age 95–100.

2) Liquidity Risk: Cash When You Need It

Emergencies, roof replacements, new cars, and family needs rarely arrive on schedule. If all of your dollars are locked up or exposed to market swings, you’re forced to sell at bad times.

  • Red flags: No dedicated cash bucket; RMDs are the only withdrawals; surrender charges everywhere.
  • Controls: Keep a 12–24 month cash reserve for planned withdrawals; ladder CDs/short-term treasuries; use penalty-free withdrawal features or liquidity riders where appropriate.

3) Inflation Risk: Rising Costs Over Time

Even “mild” inflation halves purchasing power over a long retirement. Healthcare and long-term care often inflate faster than everything else.

  • Red flags: Flat income sources; no COLA; portfolio concentrated in fixed payments.
  • Controls: Blend growth assets with guaranteed income; consider annuities with increasing income options or step-up features; align withdrawals with a dynamic inflation rule instead of a flat raise every year.

4) Market Risk: Volatility & Sequence-of-Returns

The order of returns matters more after you stop working. A bad first five years can sink an otherwise “average” plan.

  • Red flags: One big stock fund; withdrawals from the same account regardless of market conditions; rebalancing only “when I remember.”
  • Controls: Use a bucket approach (cash/near-term, intermediate, long-term growth); harvest gains in strong markets to refill the cash bucket; consider downside buffers where suitable; coordinate withdrawals with market conditions.

5) Taxes: Keep More of What You’ve Saved

Taxes often become a retiree’s largest ongoing expense—especially with RMDs, Social Security taxation, and IRMAA surcharges.

  • Red flags: All assets in tax-deferred accounts; no Roth or after-tax diversification; large year-to-year swings in taxable income.
  • Controls: Build a tax-diversified “three-buckets” map (tax-deferred, Roth, taxable); consider partial Roth conversions in low-income years; coordinate withdrawals to manage brackets, Social Security taxation, and IRMAA.

6) Mortality & Legacy: Protecting Loved Ones

Legacy planning isn’t only about estate size—it’s about timing, simplicity, and taxes for heirs. Unplanned beneficiary choices or the wrong account sequencing can create avoidable headaches.

  • Red flags: Out-of-date beneficiaries; no plan for survivor income; complex accounts with no guidance.
  • Controls: Keep beneficiaries current; consider life insurance for tax-efficient legacy or to protect a surviving spouse’s income; simplify accounts and document your plan so your family isn’t guessing.

Your 10-Minute Self-Check

  • Do my guaranteed income sources cover essential expenses for life?
  • Do I have 12–24 months of planned withdrawals in cash/short-term reserves?
  • Is my plan tested for 3%+ inflation and a tough first five years?
  • Are withdrawals coordinated across taxable, tax-deferred, and Roth buckets?
  • Are beneficiary designations current and simple?

Want a second set of eyes? We’ll map your risks, show quick wins, and outline a step-by-step plan.


Request My Retirement Risk Review

How We Help (In Plain English)

  • Measure first: We quantify each risk with your real numbers—income needs, tax situation, timelines, and goals.
  • Match tools to jobs: Investments for growth; annuities for paycheck certainty; life/long-term care solutions for protection; tax strategy for efficiency.
  • Keep it flexible: Annual check-ins, guardrails for withdrawals, and adjustments when markets or life changes happen.

Whether you’re five years from retirement or already enjoying it, a focused review of these six Key Retirement Considerations can add years of confidence to your plan. If you’d like help, we’re here to make it straightforward.

FAQs: Key Retirement Considerations

How do I know if I have saved enough for retirement?

Check your current savings, expected income sources (Social Security, pensions, annuities), estimated retirement expenses, and consider how long you’ll need income. Using calculators and projected withdrawal rates (e.g. 4%) can help identify shortfalls early.

What role does health care & long-term care play in retirement planning?

Health care costs often rise with age, and Medicare doesn’t cover everything. Long-term care (home care, assisted living, nursing homes) can be very expensive. It’s important to include these in your projected retirement budget and consider insurance or savings to cover them.

How will inflation affect my retirement?

Inflation reduces purchasing power over time, especially for fixed incomes. Even modest inflation can erode savings. It’s wise to plan for inflation in both your spending estimates and in how you invest to preserve growth potential.

When should I claim Social Security?

Deciding when to claim depends on your full retirement age, health, life expectancy, income needs, and other income sources. Waiting can increase your monthly benefit. In many cases, delaying until age 70 yields a significantly higher payout.

What is a safe withdrawal rate to avoid running out of money?

Many financial planners use guidelines like the “4% rule” as a starting point, meaning you withdraw about 4% of your portfolio the first year and adjust for inflation thereafter. But safe withdrawal rates depend on portfolio mix, lifespan, expenses, and flexibility. It’s good to stress-test different scenarios.

How should I invest in retirement (asset allocation)?

Even in retirement, you may need a mix of growth (stocks), income (bonds, fixed income), and liquidity (cash). As you age, many people shift toward more conservative allocations to preserve capital, but too conservative can underperform inflation. Diversification, rebalancing, and matching investments to your spending timeline are key.

What tax strategies should I consider for retirement?

Consider the tax treatment of different retirement accounts (pre-tax, Roth, taxable accounts), how withdrawals will be taxed, and how to minimize tax drag. Roth conversions in lower brackets, using HSAs where available, and planning the order of withdrawals can make a big difference.

Disclaimer: These FAQs are for general guidance. Rules, availability, costs, and tax treatment vary by state and individual situation. Consult with a financial or tax advisor for advice specific to your needs.

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About the Author:

Jason Stolz, CLTC, CRPC, is a senior insurance and retirement professional with more than two decades of real-world experience helping individuals, families, and business owners protect their income, assets, and long-term financial stability. As a long-time partner of the nationally licensed independent agency Diversified Insurance Brokers, Jason provides trusted guidance across multiple specialties—including fixed and indexed annuities, long-term care planning, personal and business disability insurance, life insurance solutions, and short-term health coverage. Diversified Insurance Brokers maintains active contracts with over 100 highly rated insurance carriers, ensuring clients have access to a broad and competitive marketplace.

His practical, education-first approach has earned recognition in publications such as VoyageATL, highlighting his commitment to financial clarity and client-focused planning. Drawing on deep product knowledge and years of hands-on field experience, Jason helps clients evaluate carriers, compare strategies, and build retirement and protection plans that are both secure and cost-efficient.

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