
Retirement is one of life’s biggest milestones, and it’s easy to get swept up in the dream of endless free time, travel, and relaxation. But before you hand in your notice and start planning your first post-work adventure, it’s crucial to take a hard look at your retirement readiness. Many people believe they’re set for retirement, only to discover hidden gaps that could derail their plans. If you want your golden years to be truly golden, it pays to be honest with yourself about your financial and emotional preparedness. Here are six signs you might not be as ready to retire as you think—and what you can do about it.
1. You Haven’t Calculated Your Real Retirement Expenses
It’s tempting to assume your expenses will drop dramatically once you retire, but that’s not always the case. Many retirees find that their spending stays the same—or even increases—especially in the first few years. Travel, hobbies, and healthcare can add up quickly. If you haven’t created a detailed retirement budget that includes everything from property taxes to entertainment, your retirement readiness may not be as solid as you think. Take time to track your current spending and project how it might change. Online calculators and retirement planning tools can help you get a realistic picture of your future needs.
2. Your Healthcare Plan Is Vague or Nonexistent
Healthcare is one of the biggest wildcards in retirement. Even if you’re healthy now, medical costs can skyrocket as you age. Medicare doesn’t cover everything, and out-of-pocket expenses can be significant. If your retirement readiness plan doesn’t include a clear strategy for healthcare—like supplemental insurance, long-term care coverage, or a health savings account—you could be in for a rude awakening. Make sure you understand what Medicare covers, what it doesn’t, and how you’ll bridge the gaps.
3. You’re Still Carrying Significant Debt
Carrying debt into retirement can seriously undermine your financial security. Mortgages, credit cards, and personal loans all eat into your fixed income, leaving less for the things you want to enjoy. Your retirement readiness is at risk if you’re still making hefty monthly payments. Before you retire, focus on paying down high-interest debt and consider whether it makes sense to downsize or refinance your home. The less debt you have, the more flexibility and peace of mind you’ll enjoy in retirement.
4. You Haven’t Stress-Tested Your Portfolio
Market downturns are inevitable, and your investments need to be able to weather the storm. Your retirement readiness could be shaky if you haven’t stress-tested your portfolio to see how it would perform during a recession or prolonged bear market. Work with a financial advisor to run different scenarios and make sure your asset allocation matches your risk tolerance and income needs. Diversification and a solid withdrawal strategy are key to making your money last.
5. You Don’t Have a Clear Plan for Your Time
Retirement isn’t just a financial transition—it’s a lifestyle change. Many new retirees struggle with boredom, loss of purpose, or social isolation. Your retirement readiness is incomplete if you haven’t thought about how you’ll spend your days. Consider what activities, hobbies, or volunteer work will give you a sense of fulfillment. Building a routine and staying socially connected can make a huge difference in your overall happiness during retirement.
6. You’re Relying on Optimistic Assumptions
It’s easy to assume everything will go perfectly: the market will keep rising, you’ll stay healthy, and your expenses will stay low. But life is unpredictable, and retirement readiness means planning for the unexpected. Make sure your plan includes a cushion for emergencies, inflation, and unexpected expenses. Being realistic—and even a little conservative—with your projections can help you avoid unpleasant surprises down the road.
Retirement Readiness: It’s More Than Just a Number
Retirement readiness isn’t just about hitting a magic savings number or reaching a certain age. It’s about making sure every aspect of your life—financial, emotional, and practical—is prepared for this major transition. By taking an honest look at these six signs, you can identify any gaps in your plan and take steps to address them before you retire. Remember, a little extra preparation now can lead to a much more enjoyable and stress-free retirement later.
Are you feeling truly ready for retirement, or did any of these signs hit close to home? Share your thoughts and experiences in the comments below!
Read More
7 Ways Retirement Can Be Cheaper Than You Can Imagine
What Retirees Are Really Spending Their Money On in 2025
The post 6 Signs You’re Not Ready to Retire—Even If You Think You Are appeared first on The Free Financial Advisor.