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Finance

15 Red Flags You’re Not Ready to Retire

Last updated: May 5, 2025 8:00 pm
Oliver James
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6 Min Read
15 Red Flags You’re Not Ready to Retire
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Retirement is a significant milestone, but not everyone is ready to leave their working years. The road to retirement requires thoughtful planning, sound financial strategies, and consideration of your long-term goals. If you’re unsure about your readiness, these warning signs might help you evaluate your situation.

Contents
You Don’t Know Your Retirement SavingsRelying Too Much on Social SecurityYou Don’t Know How Much Social Security You’ll GetCarrying Debt Into RetirementIgnoring Health Care CostsSupporting Adult ChildrenInflation’s Hidden ImpactLack of a Solid Emergency FundUnprepared for Life After WorkA Desire to Just Go Back to WorkSocializing With Retirement in MindUnderestimating Longevity

You Don’t Know Your Retirement Savings

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Among the biggest mistakes anyone can make is not knowing exactly how much they’ve saved for retirement. Those who can’t confidently say how much money is in their 401(k), IRA, or any other retirement account are setting themselves up for trouble. Being unaware of your savings can leave you unprepared when the time comes.

Relying Too Much on Social Security

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While Social Security is essential to many Americans’ retirement income, relying solely on it is a major red flag. The average Social Security check only covers about 40% of your pre-retirement income, and this gap leaves little room for financial flexibility. Without other income sources, your retirement may be more difficult than expected.

You Don’t Know How Much Social Security You’ll Get

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Many people don’t take the time to check their Social Security benefits, but this is critical for retirement planning. Not knowing how much you’re entitled to receive leaves you guessing about your income needs in retirement. Knowing your future benefit amount allows you to plan more accurately and adjust your savings goals.

Carrying Debt Into Retirement

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If you’re still carrying significant debt—a mortgage, credit card balances, or loans—you may need more time before leaving work. Entering retirement with debt will only exacerbate your financial stress as your income diminishes. Make it a priority to pay off high-interest debts and work towards becoming debt-free before considering retirement.

Ignoring Health Care Costs

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Health care expenses in retirement can be unpredictable and expensive. Planning to retire before age 65? Remember that Medicare won’t kick in until then, leaving one responsible for medical costs. Even once qualified for Medicare, it won’t cover everything. Be sure you have a plan in place for these necessary expenses.

Supporting Adult Children

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Folks in their 50s or 60s still support their adult children, whether it’s paying for their education or helping with living costs. If you are still financially responsible for others, you may need to reconsider your retirement timeline. Continuing to work longer could give you more time to save and prepare.

Inflation’s Hidden Impact

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Inflation might not seem like a big deal in the short term, but over the decades, it can erode your purchasing power. Retirement expenses often outlast the initial years of retirement, and inflation can make things more expensive without you even realizing it. Ensure your retirement plan accounts for the long-term impact of inflation to avoid a financial squeeze.

Lack of a Solid Emergency Fund

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An emergency fund is a vital safety net in retirement, just as it is during your working years. If you don’t have a separate reserve for emergencies, unexpected costs, such as a home repair or medical emergency, can wreck even the best-laid plans if not addressed early. Build an emergency fund to keep you financially secure first.

Unprepared for Life After Work

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Retirement isn’t just a financial shift; it’s a lifestyle change as well. A sign that retirement is not yet for you is if you’re unsure about how you’ll spend your time or feel a lack of purpose after leaving work. A fulfilling retirement requires not only financial planning but also emotional and social adjustments.

A Desire to Just Go Back to Work

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Thinking you can simply return to work when your retirement doesn’t pan out the way you expect is unrealistic. The job market changes quickly, and companies may no longer have positions available for retirees. Even if you find work, it’s likely to come with less pay and fewer benefits, making it a less viable option.

Socializing With Retirement in Mind

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Do your social interactions mostly occur through work? Then your situation may call for continued preparation. A lack of hobbies or social circles outside of your job can leave you isolated after retirement. Engaging in other activities and developing friendships outside of work will ensure a smoother transition when the time comes.

Underestimating Longevity

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Life expectancy is rising, which means your retirement could last much longer than you think. Folks who have only planned for a 20-year retirement but live to 90 or beyond, you could run out of funds. Savings strategy accounts for the possibility of a long retirement to avoid depleting assets too soon.

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