A Satisfying Corporate Career Doesn’t Have to End with Retirement
Five strategies for executives leaving corner offices to help them retire happily, with purpose and to perhaps pass some of their expertise along.


If you’re wondering, “What do I do next?” you’re not alone.
Saying the word “retirement” to a corporate executive in their 60s will warrant one of two reactions: excitement about the future, or complete denial and dread.
Much of the anxiety in the latter category stems from conflicting visions of modern retirement. For many Baby Boomers at the culmination of a successful career, there’s little eagerness for endless days of golf, grandchildren and leisure.

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.
For others, there’s a desire to slow the pace, but not trade in the prestige, identity and self-worth that comes from a full-time executive role. This result leaves many nearing retirement (and their employers) at an uncomfortable crossroads.
To get ‘unstuck,’ determine your professional legacy
The good news is that thoughtful planning while you’re still employed can help you figure out a fulfilling and balanced next chapter.
Start by considering:
- What amount of income will be necessary to sustain your retirement lifestyle?
- How much time do you wish to dedicate to various activities, such as part-time employment, corporate board service, charitable work, family, vacations or hobbies?
- Which issues and ideals are important to support in your retirement?
- What distinct leadership abilities and experience can you bring to your future endeavors?
- What assistance will you require to reach these goals?
The ideal mix of retirement activities combines your personal passions with your leadership skills and experience, at a pace that fits your desire for work-life balance.
It can be helpful to involve a professional coach, close friend or trusted colleague in the discovery and planning process. In some cases, savvy employers even provide access to “legacy planning” coaches, who help senior leaders transition into retirement smoothly. This support benefits the organization as well as the retiring executive, by keeping succession plans on track and clearing the way for the next generation of leaders to advance.
Numerous opportunities to offer your executive experience in retirement
As you’re planning your retirement chapter, there’s no need to shelve your professional life entirely. Consider these ways to share your leadership experience and continue to add value:
- Guide other aspiring professionals. Advising younger leaders generates new insights for both sides. Consider volunteering your time in a one-on-one mentorship with a younger professional in your field. Look for opportunities with your current employer, your professional network, through trade associations, local colleges or even national organizations like Menttium.
- Spend your leisure time purposely. Don’t forget to balance value-added activities with fun and family. It can be tempting to say “yes” to every opportunity; instead, stick to your legacy plan. Prioritizing yourself and protecting your schedule gives you time to explore new avenues and make the most of your new situation.
- Join a board. Corporate board service with a public or privately held company is a great capstone in a leadership journey. Expect to commit about 300 hours per year to meetings, committee work and other advisory activities. Start tapping your professional network 18-24 months before you leave your full-time job, in order to find the right board role.
- Serve at a non-profit organization. When you’re passionate about a cause, a full- or part-time role at a 501(c)3 organization channels your leadership abilities in a different direction, while simultaneously making a positive impact in your community. Consider how your skills intersect with a specific nonprofit's mission, then tailor your résumé and LinkedIn profile to support your goal.
- Educate, write or lecture. A corporate career yields a deep base of knowledge. Once you find your voice, there are a number of ways to share your point of view in paid or volunteer engagements. Take time to write the next business bestseller, speak to trade associations, lead community workshops, or offer your story to local schools. Developing an outline of your chosen topic and a short bio with your credentials will help open the door to opportunities.
Longer longevity and larger contributions
Longer lifespans and more flexible retirement ages factor into decision-making. The 20th century added 30 years to the average lifespan—now 77 years—and experts like The Stanford Center on Longevity expect that age to continue increasing. Their New Map of Life addresses the implications and opportunities of coming generations that will foreseeably reach 100 years old.
Americans age 55 or and older are now the fastest-growing segment of the U.S. workforce, with their contributions to the economy expected to triple to nearly $27 trillion in the next three decades. They’re skilled, independent and motivated, with few ready for a complete 180 when it comes to next steps. It all results in the need to reframe “retirement” with new thinking and more possibilities.
Balance is essential to a healthy and fulfilling retirement. You’ll be ready to move forward with confidence and intention once you find the right mix for your ideal lifestyle.
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.

Anne deBruin Sample, CEO and owner of Navigate Forward, is an experienced HR leader and Career Transition Expert. She has written for CEOWorld magazine and has been published in Fast Company and The Wall Street Journal. Her experience includes high-level positions at PepsiAmericas, Caribou Coffee and Whirlpool Corp.
-
Ask the Editor — Tax Questions on Inherited IRAs
Ask the Editor In this week's Ask the Editor Q&A, we answer tax questions from readers on the rules on inheriting IRAs.
-
I Asked Experts When It's Worth Splurging on Beauty and Skincare — and When You Can Save
Smart Shopping Experts agree that while you don't have to spend three figures on your products, some higher-priced items have value.
-
Retiring Early? This Strategy Cuts Your Income Tax to Zero
When retiring early, married couples can use this little-known (and legitimate) strategy to take a six-figure income every year — tax-free.
-
Ditch the Golf Shoes: Your Retirement Needs a Side Gig
A side gig in retirement can help combat boredom, loneliness and the threat of inflation eroding your savings. And the earlier you start planning, the better.
-
Roth IRA Conversions in the Summer? Why Now May Be the Sweet Spot
Converting now would enable you to spread a possible tax hit over more than one payment while reducing future taxes.
-
A Financial Expert's Three Steps to Becoming Debt-Free (Even in This Economy)
If debt has you spiraling, now is the time to take a few common-sense steps to help knock it down and get it under control.
-
I'm an Insurance Expert: This Is How Your Insurance Protects You While You're on Vacation
Here are three key things to consider about your insurance (auto, property and health) when traveling within the U.S., including coverage for rental cars, personal belongings and medical emergencies.
-
Investing Professionals Agree: Discipline Beats Drama Right Now
Big portfolio adjustments can do more harm than good. Financial experts suggest making thoughtful, strategic moves that fit your long-term goals.
-
'Doing Something' Because of Volatility Can Hurt You: Portfolio Manager Recommends Doing This Instead
Yes, it's hard, but if you tune out the siren song of high-flying sectors, resist acting on impulse and focus on your goals, you and your portfolio could be much better off.
-
Social Security's First Beneficiary Lived to Be 100: Will You?
Ida May Fuller, Social Security's first beneficiary, retired in 1939 and died in 1975. Today, we should all be planning for a retirement that's as long as Ida's.