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
Become a smarter, better informed investor. Subscribe from just $107.88 $24.99, plus get up to 4 Special Issues
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.
-
S&P 500 Hits New High Before Big Tech Earnings, Fed: Stock Market TodayThe tech-heavy Nasdaq also shone in Tuesday's session, while UnitedHealth dragged on the blue-chip Dow Jones Industrial Average.
-
4% and Chill? Find Out If This Distribution Rule Fits Your RetirementTake this simple quiz to discover whether the 4% Rule will work for you in retirement.
-
Oregon Tax Kicker in 2026: What's Your Refund?State Tax The Oregon kicker for 2025 state income taxes is coming. Here's how to calculate your credit and the eligibility rules.
-
I'm an Estate Planning Attorney: These Are the Estate Plan Details You Need to Discuss (And What to Keep Private)Gen Xers and Millennials would like to know if they're going to inherit (and how much), but Baby Boomers in general don't like to talk about money. What to do?
-
I'm a Financial Adviser: This Is How You Can Minimize the Damage of Bad Market Timing at RetirementPoor investment returns early in retirement on top of withdrawals can quickly drain your savings. The ideal plan helps prevent having to sell assets at a loss.
-
'You Owe Me a Refund': Readers Report Challenging Their Attorneys' BillsThe article about lawyers billing clients for hours of work that AI did in seconds generated quite a response. One law firm even called a staff meeting.
-
7 Questions to Help Kick Off an Estate Planning Talk With Your ParentsIt can be hard for aging parents to discuss estate plans — and for adult kids to broach the topic. Here are seven questions to get the conversation started
-
Down But Not Out: 4 Reasons Why the Dollar Remains the World HeavyweightThe dollar may have taken a beating lately, but it's unlikely to be overtaken as the leading reserve currency any time soon. What's behind its staying power?
-
What Not to Do After Inheriting Wealth: 4 Mistakes That Could Cost You EverythingGen X and Millennials are expected to receive trillions of dollars in inheritance. Unless it's managed properly, the money could slip through their fingers.
-
'The Money Prism' Solves Retirement Money's Biggest Headache: Here's HowThis simple, three-zone system (Blue for bills, Green for paycheck, Red for growth) helps you organize your retirement savings by purpose and time.
-
No, AI Can't Plan Your Retirement: This (Human) Investment Adviser Explains WhyAI has infinite uses. But creating an accurate retirement strategy based on your unique goals is one place where its possibilities seem lacking.