Retirement Retirement Planning

10 Financial Red Flags That Signal You're Not Ready to Retire

These financial warning signs could mean you aren't as ready for retirement as you think.

woman biting her lips in an anxious manner.
Updated June 18, 2025
Fact checked

Many people dream of leaving work behind but overlook the warning signs that they're not financially prepared for their golden years.

Retirement might sound like freedom, but only if your finances are as ready for post-work life as you are. So, before you leave work behind, look for these financial red flags that could signal trouble with your retirement plan.

Earn cash back on everyday purchases with this rare account

Want to earn cash back on your everyday purchases without using a credit card? With the Discover® Cashback Debit account (member FDIC), you can earn 1% cash back on up to $3,000 in debit card purchases each month!1

With no credit check to apply and no monthly fees to worry about, you can earn nearly passive income on purchases you’re making anyway — up to an extra $360 a year!

This rare checking account has other great perks too, like access to your paycheck up to 2 days early with Early Pay, no minimum deposit or monthly balance requirements, over 60K fee-free ATMs, and the ability to add cash to your account at Walmart stores nationwide.

Don’t leave money on the table — it only takes minutes to apply and it won’t impact your credit score.

Apply for a Discover Cashback Checking account today

You don't know how much income you need each month

pain au chocolat/Adobe senior woman worried about money

If you can't estimate how much you'll need each month in retirement, consider it a major warning sign.

Without a clear monthly income target, it's hard to know if your savings and Social Security benefits will cover your expenses. You need to consider everything, including the price of health care and leisure costs, such as travel expenses.

Planning for retirement starts with knowing what you're aiming for. A vague idea isn't good enough once your income becomes fixed.

You currently spend more than you earn

WavebreakMediaMicro/Adobe worried senior couple checking their bills

If you're currently spending more than your income, retirement will only magnify the problem. Relying on savings while still living beyond your means can lead to draining your accounts faster than expected.

This red flag points to underlying budgeting issues that need to be fixed before you stop working, not after.

You struggle to pay bills

tab62/Adobe older woman frustrated by her financial bills

Are you struggling to keep up with bills? If so, understand that things might get worse after retirement begins.

Fixed income sources such as Social Security or retirement account withdrawals may not stretch far enough to cover you. Struggling with bills today could be a sign of high debt or inadequate budgeting, which can derail retirement plans.

If you’re over 50, take advantage of massive discounts and financial resources

Over 50? Join AARP today — because if you’re not a member you could be missing out on huge perks. When you start your membership today, you can get discounts on things like travel, meal deliveries, eyeglasses, prescriptions that aren’t covered by insurance and more.

How to become a member today:

  • Go here, select your free gift, and click “Join Today” 
  • Create your account (important!) by answering a few simple questions 
  • Start enjoying your discounts and perks!

You’ll also get insider info on social security, job listings, caregiving, and retirement planning. And you’ll get access to AARP’s Fraud Watch Network to help you protect your money, as well as tools to help you plan for retirement.

Important: Start your membership by creating an account here and filling in all of the information (Do not skip this step!) Doing so will allow you to take up 25% off your AARP membership, making it just $15 the first year with auto-renewal.

Become an AARP member now

You're deep in debt

SASITHORN/Adobe frustrated businessman calculating credit card bills

Carrying a lot of debt into retirement can strain your finances and limit your financial flexibility. Credit card balances and personal loans can quickly eat into your savings.

With less income in retirement, these payments can become even harder to manage. It's important to reduce or eliminate high-interest debt before you retire.

You haven't thought through a Social Security plan

Dragana Gordic/Adobe confused senior man holding bills at home

Many people assume they'll claim Social Security at 62 without considering the potential ramifications of doing so. Claiming Social Security early can mean a much lower monthly benefit for the rest of your life.

Fully evaluate your options, such as waiting to claim until full retirement age, which is now 67 for most people. This might result in a much bigger monthly payment.

You don't have a plan to cover health care costs

SensSai/peopleimages.com/Adobe health insurance discussion with doctor

Health care is a huge expense in retirement, and Medicare doesn't cover everything.

A 65-year-old couple today should expect to spend over $395,000 on health care costs over their retirement years, according to Milliman, an actuarial and consulting firm.

If you don't have a plan to pay for health care expenses, you might be underestimating how much retirement costs.

You don't know how you will pay for long-term care

pikselstock/Adobe elderly help and healthcare

Long-term care is expensive. In fact, it can easily cost tens of thousands of dollars or more. Medicare does not cover long-term care costs.

Your retirement plan might not be complete if you haven't planned for how to cover long-term care. Some people turn to long-term care insurance for this coverage. Others intend to turn to personal savings.

Whatever strategy you choose, having a plan is crucial to ensure that long-term care costs don't derail your retirement strategy.

You don't have a clear withdrawal strategy

PeakPoints/peopleimages.com/Adobe senior couple thinking for income

Withdrawing from your retirement accounts during your golden years can be surprisingly complicated, especially if you want to keep your tax liability low. Without a plan, you risk spending too much or triggering unnecessary taxes.

A well-structured withdrawal strategy helps stretch savings and keeps your tax burden low. If you're not sure how much you can withdraw, it could be a sign that your retirement plan needs more work.

Your investments aren't aligned with your timeline

Summit Art Creations/Adobe manager thinking about marketing idea

Many experts recommend that people gradually shift from growth-focused investments to income-focused alternatives as retirement approaches. Holding too many risky assets could expose you to losses when you can least afford them.

On the other hand, taking an approach to investing that is too conservative could leave you at risk of running out of money. If you are unsure of the right mix, consult with a financial advisor.

In 2023 Americans lost over $10 billion to identity theft and fraud

That's right. According to the FTC, Americans lost over $10 Billion to fraud and identity theft in 2023.

But you can safeguard your data with all-in-one identity theft protection services from Aura which comes with $1,000,000.00 in identity theft insurance2per adult, to cover you should you have eligible identity theft-related losses.

An individual plan starts at $9 per month, and you can choose a family plan that outmatches most others - includes Dark Web monitoring to scour data breaches and leaks for your sensitive personal data — such as Social Security numbers (SSN), Medicare information, and phone numbers.

Before you make your next online purchase, protect what you’ve built for a fraction of what it could cost you if your data were compromised.

Save up to 68% when you sign up for protection today!

You haven't stress-tested your retirement plan

fizkes/Adobe elderly retired woman thinking

A retirement plan that is built for perfect conditions isn't realistic. Instead, you must plan for potential emergencies and inflation spikes.

If you haven't stress-tested your retirement plan for scenarios such as market downturns and unexpected costs, your plan is likely not yet complete.

Bottom line

Peter Maszlen/Adobe senior man thinking

Retiring before you're financially ready can lead to serious problems, and the red flags above are common warning signs that you might not be heading toward a stress-free retirement.

If any of the items on this list sound familiar to you, it might be time to reconsider your retirement strategy or seek guidance from a financial advisor.

4.5
info
Financebuzz awards badge

2025 award winner Best Online Checking Account

Discover® Cashback Checking
Earn 1% cash back on up to $3,000 in debit card purchases each month.1 No minimum deposit or balance. FDIC Insured.
Learn More
Take Advantage of Massive Discounts
Become a member and enjoy discounts on things like travel, meal deliveries, eyeglasses, and more.
Get up to 25% off your first year
Protect Your Identity Online Before You Get Compromised
Helps to identify and prevent fraud in real-time with 24/7 U.S.-based support.
Get protected now


Must-Read Buzz

Financebuzz logo

Thanks for subscribing!

Please check your email to confirm your subscription.