Retirement Retirement Planning

Dave Ramsey Warns of 3 Serious Retirement Mistakes After 55 (Are You Guilty of One?)

Learn what he says not to do when getting ready to retire.

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Updated Sept. 14, 2026
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Not everyone retires at the same time. But many Americans start approaching the point where their income will shrink around the age of 55. Despite this, housing, insurance, taxes, and health care continue to increase in cost.

Money mentor Dave Ramsey, who is quite vocal about consumers' financial mistakes, has advice that might work well for this age group. If you're entering your mid-50s and want to be financially secure, avoid these retirement blunders.

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Carry debt into retirement

The percentage of those 65 and over with debt has grown from 38% in the 80s to 63% currently. But when people keep mortgages and car payments into their 50s and then assume they can manage them in retirement, this may be a mistake. Ramsey suggests people "attack that debt with intensity now, before you step into your golden years."

Because debt requires fixed monthly cash flow even when the retiree's income is limited, it's a risky place to be. Interest costs reduce the money available for prescriptions, travel, necessities, and taxes, so it's giving a negative return.

What to do now

Ramsey suggests listing out all debt, sorting by the APR or balance, and tackling the debt in a logical order. Create a payoff timeline and commit to it before you enter your retirement years.

Some experts suggest low-interest mortgages can stick around, especially if making the monthly payments isn't a burden. If paying off your home keeps you cash-poor or causes hardship, focus on high-interest debt alone.

Retiring too early for a health or income gap

Ramsey warns that people underestimate how long they may live and what it costs to retire well. He's said, "Don't retire until you're truly ready," and for some, this means having your health coverage and income plan well in place.

"Too early" in this case isn't a specific age, but rather a resource test. Will savings, expected income, spending, taxes, and health insurance costs all come together under your plan? If not, it may be premature to plan that retirement party because simply being tired of working isn't reason enough to stop.

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What to do now

Medicare eligibility begins for most at 65. Someone retiring early may need employer-sponsored continuation of coverage or a spouse's plan to get care. Consider a "bridge-to-65" budget that includes premiums, deductibles, prescriptions, dental, vision, and other out-of-pocket expenses.

Run two retirement projections: one according to your desired plan and one that delays it by two to five years. Test the plan to see if either works and which sets you up for the best chance of success. The winner may be by a margin, giving you two reasonable options to choose from.

Building a retirement plan on Social Security alone

You may know what benefit amount shows up on your Social Security statement, but that figure is just a starting point for calculating your retirement funds. Ramsey calls this money "icing on the cake," stressing that you may not have enough to live on if you rely on it alone.

Factors that affect how far your benefit payment goes include how long you wait to retire, taxes, claiming strategies, cost-of-living adjustments, and program financing. If one income source is doing all the work, any policy change, benefit reduction, or survivor benefit change can become too disruptive to your way of life.

What to do now

The latest Social Security Trustees' Report states that combined Social Security trust funds are projected to pay full scheduled benefits through 2034. What happens after that depends on Congress. If Congress does not act and the combined trust funds are depleted, continuing income would be sufficient to pay about 83% of scheduled benefits at that time.

There's still time for congressional action, and there's no reason to panic. Ramsey's advice to build income from multiple sources, such as workplace plans, taxable savings, pension (if available), and part-time work, could help fill the gaps and leave you less dependent on one source of income.

If you're not already putting away Ramsey's suggested 15% of your gross income for retirement, and it's within your means, now's a good time to start.

Bottom line

The three mistakes Ramsey warns seniors of don't have to derail your retirement plans. Whether you're carrying too much debt, planning to leave work too soon, or dreaming of living on just Social Security, you may have time to change course.

If you're still earning wages and have some flexibility when you leave the workplace, start planning for different realities now. Include scenarios like reduced Social Security benefits or changes in your spouse's health plan, and create different savings and spending plans to suit your needs. The goal isn't to stress about things you can't control; it's to avoid surprises and be able to calmly pivot to an available backup plan, if needed.

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