Should You Retire Now or Work Five More Years?
Retiring now could be awfully tempting, but the benefits of five more years of working can't be ignored. Here's how to decide if an extra five years is worth it.


Want to retire now, but not sure you’re ready to call it quits, especially with the stock markets in a free fall lately? Before you take the leap, consider what working another five years will mean to your retirement.
When planning for retirement, the focus is often on savings. Do you have enough to fund a retirement that could last 20+ years? While that is important, particularly when your retirement savings in in the dumps. But that’s only part of the equation: your health and wellbeing matter too.
You can amass all the money in the world but if you can't spend it or you have to sacrifice your happiness, is it worth it?

Sign up for Kiplinger’s Free E-Newsletters
Profit and prosper with the best of expert advice on investing, taxes, retirement, personal finance and more - straight to your e-mail.
Profit and prosper with the best of expert advice - straight to your e-mail.
Deciding when to retire is personal, but before choosing to either call it quits or work another five years, it’s essential to weigh both financial stability and overall wellbeing.
“If the goal is to leave work and start living life in a way you couldn’t before, then by all means do whatever brings you the most enjoyment,” says Jaime Ruff, CFP, Principal at Homrich Berg.
“But you have to be careful not to retire before you are sure you can," Ruff said. Should you have to or choose to return to work after retiring, "it's hard to establish income and hard to get a job back at the level you were.”
Why it makes sense to keep working
There are a number of financial benefits to working five more years whether you are 62 or 67. Reasons include:
1. Your nest egg continues to grow. As you work and contribute to your retirement savings, your account balances grow. Your savings remains invested, which amps up the growth even more. To see how much you could save in five years check out our Saving Calculator here. Also check out our Retirement Calculator here.
Plus in times of stock market turmoil, the longer you work and stay invested in your 401(K) and/or IRA the more chance you have of recouping any losses.
2. Higher Social Security benefits. The longer you delay claiming Social Security benefits, the bigger your monthly payment will be. Your payment increases 8% each year you delay up to age 70.
3. Greater income potential. If you work longer you may continue to get raises or promotions. More money means a larger nest egg.
4. Save on healthcare costs. Medicare, which covers about 80% of healthcare expenses, doesn’t kick in until age 65. Before that you're on the hook for your healthcare costs if you don’t have company insurance.
That could set you back around $1,500 per year depending on your age, health and where you live, according to Value Penguin.
5. Better well being. Unless you are stressed out, hate your job or it’s too physically demanding, working longer may be good for your health.
Studies have shown it can help keep your brain healthy, reducing the risk of dementia. Working tends to be social and gives people a sense of purpose. You give that up when you leave the workforce.
What could go wrong?
All of that sounds great, but it’s only half of it. A lot can happen in five years that may cause you to regret not retiring sooner.
Your health suffers. Everyone thinks they will live forever but sometimes your health can suffer, limiting your ability to travel, pursue hobbies or engage in leisure activities.
You may miss out. You may be able to work forever but what if you miss out on time spent with families, opportunities to meet new people or to visit a new place.
Work stress can lead to burnout. If your job is high stress or the workload gets taxing as you age it can lead to stress and burnout.
Health issues: Working long hours or at a physically demanding job can lead to both physical and mental health issues.
Define your retirement
Still on the fence on whether you should work five more years? First define your retirement.
Are you completely retiring, drawing down from your savings and collecting Social Security? Or are you planning on consulting or doing something less time consuming?
“All of that is part of the decision. It’s a much more modern perspective of what retirement means,” says Rob Williams, managing director of financial planning, retirement income, and wealth management for the Schwab Center for Financial Research.
Can you do it?
Once you figure out what your retirement will look like, you can assess if you can do it now or if working five additional years is more beneficial.
Harry Drozdowski, a family office strategist with Wells Fargo Wealth & Investment Management, likes to have his clients think of the decision as a traffic light.
Red zone. You don’t have enough money to do what you want to. “If you're in that red zone you'll have to make substantial changes to the quality of your life,” says Drozdowski.
Yellow zone. You can afford to retire tomorrow, but you’ll have to make little changes. This is where other factors like spending time with family or pursuing a hobby weigh more heavily in the decision.
Green zone. You are good to go. You have enough income to do it all. “I don’t think everyone hits the green zone,” says Drozdowski. “I like most people to aim for green or yellow.”
Don't forget the plan
Whether you should retire now or work five more years is a personal choice that goes beyond just financial considerations.
While staying in the workforce longer can grow your savings, increase Social Security benefits and provide a sense of purpose, it also comes with potential downsides like health risks, missed opportunities and job-related stress.
Understanding where you stand financially and what you really want from retirement will help you make the right decision.
Want more guidance on retirement savings? Sign up for Kiplinger's six-week series, Invest for Retirement.
Related content
Get Kiplinger Today newsletter — free
Profit and prosper with the best of Kiplinger's advice on investing, taxes, retirement, personal finance and much more. Delivered daily. Enter your email in the box and click Sign Me Up.

Donna Fuscaldo is the retirement writer at Kiplinger.com. A writer and editor focused on retirement savings, planning, travel and lifestyle, Donna brings over two decades of experience working with publications including AARP, The Wall Street Journal, Forbes, Investopedia and HerMoney.
-
Trump's First 100 Days: Retirement Savers Learn the Importance of Staying the Course
From wild stock market gyrations to emotional trading, here’s how President Trump's first 100 days have impacted retirement savers.
-
Amazon to Display Tariff Charges on Their Product Listings
How much will tariffs increase Amazon's prices?
-
Five Tips For Estate Planning in 2025
We're almost halfway through the year. Is your estate in order? If not, here are some tips to get it done in 2025.
-
How to Access Your Parents’ Medicare: Enroll and Manage Their Care
Getting access to your parents' Medicare or Medicare Advantage accounts is easiest when they're healthy. But you still have options if they are incapacitated.
-
Don't Veer Off Course at the First Sign of a Squall in the Markets
When markets go nuts and investor sentiment drops, you can keep your sanity by trusting in and sticking with your long-term plan.
-
How Business Owners Can Prepare for a Terminal Diagnosis
The most important thing is readiness, whether the owner faces a life-changing diagnosis or an employee does.
-
Advisers, Take Note: How 2025 Social Security Changes May Impact Your Clients
What financial advisers might need to know to help their clients navigate Social Security in 2025.
-
Social Security Is Taxable, But There Are Workarounds
If you're strategic about your retirement account withdrawals, you can potentially minimize the taxes you'll pay on your Social Security benefits.
-
Serious Medical Diagnosis? Four Financial Steps to Take
A serious medical diagnosis calls for updates of your financial, health care and estate plans as well as open conversations with those who'll fulfill your wishes.
-
The Role of the Dollar in Retirement: Is It Secure?
Protect your retirement from de-dollarization, because “capital always goes where it is treated best."