4 Ways to Map Out Your Retirement Journey
Before you set out on what could be a 30-year-long road trip, you’ll need a good map.


From technical glitches on the New York Stock Exchange to economic turmoil in Greece, in today’s information era of 24-hour news cycles, it can be easy to let emotions seep into your investment decisions. As you approach and transition into retirement, buy-and-hold waiting games in times of double-digit fluctuations can be scary and impractical.
The good news is that there is a way to help find some consistency and stability during turbulent markets — without trying to time the market. The key: a comprehensive income plan.
Think of retirement as a cross-country road trip. Sure, the vehicle you take is important, but would you leave your house without a map or GPS? You may encounter some construction or detours along the way that require some minor recalculating to get back to your original path; however, you use the map as a tool to guide you back on your way.
From just $107.88 $24.99 for Kiplinger Personal Finance
Be a smarter, better informed investor.

Sign up for Kiplinger’s Free 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.
Many times, investors let market diversions completely uproot their investment strategies—the financial equivalent of throwing away your map, parking on the side of the road, or even stopping to sell your car midway through your cross-country adventure. There is a better, more practical way to invest in retirement. An income plan can help create a dependable financial navigation system to take you through your retirement journey — whatever it may bring!
1) Establish your wants and needs. The first step to any successful plan is identifying how you want your path to look. Where do you want to go, what do you want to see, and what are the dollars and cents you will need to do it? Detail the expenses you’d expect for this journey.
2) Identify your income sources. As the paychecks come to an end, what sources of revenue do you anticipate from Social Security, pensions, rental properties or other retirement ventures? By knowing your expenses and income, you can identify the difference you need to fund the gap.
3) Create dependable income. With your income needs established, and after factoring in taxes and inflation over what could be several decades of retirement, you can design a plan to provide the steady, predictable income you need. If you know how much you need to cover your remaining expenses (beyond what the income in Step 2 will cover), you might move a portion of your assets into a variety of reliable income-producing financial vehicles that have low to no market volatility to be sure your retirement paycheck will still come as planned, regardless of what may happen on the news. This could include:
- Annuities
- Life insurance contracts paying dividends
4) Carve out an opportunity to sprinkle in some “play money.” One of the biggest mistakes I see retirees make is continuing to invest as if they are still in their working years, which can expose their retirement livelihood to market fluctuations. Whether you thrive on seeing the greater returns of riskier investments or have growth ambitions to maximize your legacy, these types of investments can have their place in a retirement portfolio — when positioned appropriately. Once you have a plan to meet your baseline income needs and be truly comfortable, then you can begin to explore these additional, higher-growth opportunities knowing they may not alter your life plans.
With these steps in mind, you can be well on your way to having a comprehensive income plan built for retirement. By not relying too heavily on the stock market and diversifying investments based on the goals and needs set out for them, your financial GPS is in place, and you can sit back, relax and enjoy the journey.
Steve Post contributed to this article.
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.

Christopher Scalese, financial adviser, insurance professional and author of the book Retirement is a Marathon, Not a Sprint, is the president of Fortune Financial Group. Scalese has spent much of his career assisting with the financial transition from the working years to the retirement years. His primary goal is to help structure finances for steady income, while limiting risk and avoiding unnecessary taxation. Scalese is a financial representative and a life and health insurance licensed professional.
-
Cruise Lines Sue to Block Hawaii’s New Climate Tourism Tax
State Tax Your vacation to the Aloha State could come at a higher price tag next year. Here’s why.
-
How AI Puts Company Data at Risk
The Kiplinger Letter Cybersecurity professionals are racing to ward off AI threats while also using AI tools to shore up defenses.
-
From Job Loss to Free Agent: A Financial Professional's Transition Playbook (and Pep Talk)
The American workforce is in transition, and if you're among those affected, take heart. You have the skills, experience and smarts that companies need.
-
A Financial Planner's Top Five Items to Prioritize When Your Spouse Is Ill
During tough times, it's easy to overlook important financial details, but you'll be so much better off if you take care of these things right now.
-
An Expert Guide to Outsmarting Inflation: Don't Let It Restrict Your Retirement
Inflation is often underestimated when estimating retirement income, education funding or investment returns. These strategies can help preserve your purchasing power and reduce your financial anxiety.
-
Your 401(k) Options Just Got More Complicated: Here's What You Need to Know
Private equity, real estate and expanded annuities are now options, but they are more complex, less flexible and more expensive to own.
-
One Big Beautiful Bill, One Big Question: Will We Keep Giving?
The rules on charitable giving are changing. For some, tax deductions for donations are now an option. For others, that option may have been curtailed.
-
I'm a Financial Planner: Here Are Five Phases of Retirement Planning You Have to Get Right
A solid retirement plan is a must, but you can't go halfway. Neglecting just one area of your plan could cause the whole thing to collapse.
-
An IRS Enrolled Agent's Top 10 Reasons to Stop Doing Your Own Taxes
Taxes can get complicated quickly, and the more money you have, the tougher they tend to be. So, if you have any of these 10 tax situations, don't risk it.
-
Greed, Fear and Market Volatility: A Financial Adviser's Guide to Keeping Emotions Out of Investment Decisions
Don't panic! And don't be so confident in the stock market that you overlook risk. Instead, be logical. Your retirement security could depend on it.