retirement

How Do You Know When You’re Ready to Retire?

There is no magic age, but there are three things you need to be prepared for, and once those stars align, you can be confident that it’s time.

There has long been this image — perpetuated by advertisements, TV shows and movies — of a guy in his mid-60s who just can’t wait to retire.

He’s excited to move to Florida. Or finally travel to Paris. Or to golf … or gamble … or just sit on his couch and read books about the Civil War.

Of course, that guy was never totally representative of his generation — or any generation. There have always been holdouts who couldn’t imagine not working and stayed on the job into their 70s or longer. And there have always been the eager beavers who took a buyout or simply bailed out as early as their late 40s or 50s.

Even in the days when it was commonplace to grab your pension, your Social Security and your gold watch at 65, and then hit the road, not everyone was set on doing it that way. But it seems to be more commonplace these days, this all-over-the-map mindset and nervousness about reaching certain goals.

Without a pension to count on, workers are less sure of where they stand financially. And though we’re mostly grateful for the health care that’s helping us live longer, we’re not entirely convinced we can afford a retirement that might last three decades. As politicians play with what benefit programs they might pull or privatize, the idea of quitting grows ever more daunting.

Many do quit, don’t get me wrong. Maybe they’re bored, burned out or simply ready to do something else. But the decision seems to be getting more difficult all the time. It’s probably the question I’m asked most often: When will I be ready to retire?

Of course, there is no right answer. It’s different for every person I meet with. So, we talk about all the things that should be considered, including:

Are you ready financially?

If you haven’t already, it’s time to do some accounting work. If you have a pension, how much will your monthly payments be? Will you need to start Social Security right away — and if not, what will the payment be at different ages? How will you generate reliable lifetime income from your retirement savings accounts? And, most important, will these income sources provide enough money to pay all your expenses? If not, you may want to keep working awhile longer. Or, if you’re determined to retire now, you could get a part-time job, but be aware that there are repercussions if you’re taking Social Security and you make too much in one year.

Are you ready physically?

Make sure your retirement plans include activities that will help you stay fit so you can enjoy these years at full bore. Couch potatoes have more health problems and usually don’t live as long as active seniors. If you aren’t healthy, you may wish to ignore all the people who will tell you otherwise and take your Social Security right away, to make the most of it.

A lot of workers delay retirement until they qualify for Medicare (at 65). If you don’t want to wait, you’ll have to look into various health care options. And while you’re at it, think about how you’ll handle any long-term care issues. Health is one of the biggest unknowns in retirement, but there are financial tools that can help you plan for that worst-case scenario. Talk with your financial planner to determine which tool works best for your situation.

Are you ready mentally?

Even the happiest employees complain from time to time, but if you’re still enjoying your job when you’re 65, there’s no need to give it up just because that’s the way you think it should be done. There’s no age when you’re “supposed to” retire.

Think about how retiring will affect you — good and bad — and include your spouse in that conversation. Will there be resentment if one of you retires and the other doesn’t? If you’re both home more, will you get on each other’s nerves? Do you grow bored easily, and if so, will you be able — physically and financially — to travel or pursue new hobbies?

You don’t have to make this decision on your own. Financial advisers who are retirement specialists can assist you. You’ll feel better about the future if you’re content with your decision. So, don’t be afraid to ask for help — then do whatever works for you!

Kim Franke-Folstad contributed to this article.

About the Author

Gary Mastrodonato, Investment Adviser Representative

Founder, CEO, Masters Wealth Management Group

Gary Mastrodonato is founder, CEO and president of North Carolina-based Masters Wealth Management Group and an Investment Adviser Representative of Kalos Capital Investment Advisors. Mastrodonato is the longtime host of the "Mastering Your Money" radio program. His services are specifically aimed at helping high-net worth individuals who are preparing for retirement.

Most Popular

Where's My Stimulus Check? Use the IRS's "Get My Payment" Tool to Get an Answer
Coronavirus and Your Money

Where's My Stimulus Check? Use the IRS's "Get My Payment" Tool to Get an Answer

The IRS has an online tool that lets you track the status of your third stimulus check.
April 4, 2021
4 Steps to a Happy Single Retirement
happy retirement

4 Steps to a Happy Single Retirement

The number of seniors who are single and childless is growing. This group needs to be purposeful as they think about their health and finances and fos…
April 8, 2021
6 ‘Retirement Killers’ to Avoid at All Costs
retirement planning

6 ‘Retirement Killers’ to Avoid at All Costs

Financial planners see people making these six money mistakes all the time, and they can endanger your retirement. Here are six surefire ways to kill …
April 1, 2021

Recommended

How to Retire Well During Difficult Times
retirement planning

How to Retire Well During Difficult Times

When the financial environment is challenging (like now) it’s important to plan ahead and avoid some all-too-common retirement mistakes.
April 11, 2021
Don’t Make the Same Mistakes in 2021 – Keep Your Retirement Plan on Track
retirement planning

Don’t Make the Same Mistakes in 2021 – Keep Your Retirement Plan on Track

Looking back at 2020 gives retirement savers a good perspective for how to proceed going forward. Staying flexible and being prepared to change course…
April 11, 2021
37 Ways to Earn Extra Cash in 2021
business

37 Ways to Earn Extra Cash in 2021

We flag a wide variety of cool side hustles to earn bonus bucks to cover expenses expected and unexpected as we begin to emerge from the pandemic lock…
April 8, 2021
10 Questions Retirees Often Get Wrong About Taxes in Retirement
retirement

10 Questions Retirees Often Get Wrong About Taxes in Retirement

You worked hard to build your retirement nest egg. But do you know how to minimize taxes on your savings?
April 7, 2021