Planning to Retire in the Next 3-5 Years? What to Consider Today
As you inch closer to retirement, here are three big-picture things you need to think through to be financially and emotionally prepared.
It may take decades over the course of a career to save for retirement, but there is a small and defined window of time leading up to one’s golden years that is exceptionally critical when it comes to planning. I often work with my clients three to five years ahead of their anticipated retirement to fine-tune their plan, reviewing everything from financial expectations, probable lifestyle changes or decisions, and often-overlooked non-financial considerations.
Having a map or outline defined in the years before retirement will ultimately provide financial and emotional comfort and stability for the future. Below is a roundup of significant elements to think through in the final years ahead of retirement:
How will the current market environment affect your future?
While inflation and a potential recession may be on the minds of many today, it’s important to remain disciplined in an investment approach. Keep a long-term perspective and don’t let current market noise distract or influence notable portfolio changes, as that could negatively impact meeting future retirement and investment goals.
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.
At most, the current market environment may lend an opportunity to rebalance. If a pre-retiree investor is now underweight in stocks due to the market dip, they should consider allocating more bonds to stocks to get back to their target allocation.
Another element to proactively plan for is building a larger cash nest egg that can be pulled from early in retirement. Once someone starts spending from their portfolio in retirement, I recommend having six to 12 months of liquid expenses for their upcoming spending. Amid the current market environment, if someone has the financial wherewithal while on a steady income stream, sock away these future funds that may be tapped later in life.
What are your lifestyle expectations for retirement?
Being financially prepared to retire is one thing, but being emotionally and mentally ready is another. Retirement can be a sizable time frame of one’s life – 20 to 30 years or even more. How that time is spent is important.
Often, I see people entering retirement and asking themselves, “Now what?” Not only can this be a financial detriment (frivolous, unorganized spending on travel or hobbies), it can leave a person feeling unfulfilled during this stage of life.
In the years before retirement, determine what your ideal lifestyle should look like. How do you want to spend your days? What is important to keep you mentally stimulated? Will your spouse/partner join you? Three to five years before retirement, if time allows, treat this window as a dress rehearsal. For example, if volunteering is important, join one or two organizations in advance to ensure that the activity and time spent will align with your future retirement objectives.
Is your spouse on the same page?
I recently had a husband and wife client decide to retire at the same time, even though one partner was almost 10 years away from traditional retirement age. The rationale? It was imperative for this couple to experience this new phase of life together.
While this scenario may not work for all, think through the relationship dynamic years before you plan to leave the workforce. For some, having one spouse continue in their career and remain in that “9 to 5” mindset works; it doesn’t upset the household balance that was in play for years prior. For others, it might spur a range of emotions that otherwise weren’t thought about in advance.
Of equal significance is discussing long-term lifestyle plans among partners. Upon retirement, will you move to be intentionally closer to children and grandchildren, or move to a more tax-advantageous state? Will you travel internationally or purchase a vacation home? Think about retirement goals, and what they look like both individually and as a couple – mapping this perceived lifestyle out in advance will help both partners stay on the same page to enjoy a successful retirement.
Modeling out retirement in advance is of course subject to evolve. But, by having even a loose interpretation of how an individual or couple want to spend this time and how they plan to afford retirement, they are often much better aligned for success than those without a plan.
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.

Julie Virta, CFP®, CFA, CTFA is a senior financial adviser with Vanguard Personal Advisor Services. She specializes in creating customized investment and financial planning solutions for her clients and is particularly well-versed on comprehensive wealth management and legacy planning for multi-generational families. A Boston College graduate, Virta has over 25 years of industry experience and is a member of the CFA Society of Philadelphia and Boston College Alumni Association.
-
Nasdaq Sinks 418 Points as Tech Chills: Stock Market TodayInvestors, traders and speculators are growing cooler to the AI revolution as winter approaches.
-
23 Last-Minute Gifts That Still Arrive Before ChristmasScrambling to cross those last few names off your list? Here are 23 last-minute gifts that you can still get in time for Christmas.
-
The Rule of Compounding: Why Time Is an Investor's Best FriendDescribed as both a "miracle" and a "wonder," compound interest is simply a function of time.
-
If You're a U.S. Retiree Living in Portugal, Your Tax Plan Needs a Post-NHR Strategy ASAPWhen your 10-year Non-Habitual Resident tax break ends, you could see your tax rate soar. Take steps to plan for this change well before the NHR window closes.
-
Could Target-Date Funds With Built-In Income Guarantees Be the Next Evolution in Retirement Planning?With target-date funds falling short on income certainty, retirement plans should integrate guaranteed income solutions. Here is what participants can do.
-
Your Year-End Tax and Estate Planning Review Just Got UrgentChanging tax rules and falling interest rates mean financial planning is more important than ever as 2025 ends. There's still time to make these five key moves.
-
What Makes This Business So Successful? We Find Out From the Founder's KidsThe children of Morgan Clayton share how their father's wisdom, life experience and caring nature have turned their family business into a respected powerhouse.
-
Past Performance Is Not Indicative of Your Financial Adviser's ExpertiseMany people find a financial adviser by searching online or asking for referrals from friends or family. This can actually end up costing you big-time.
-
I'm a Financial Planner: If You're Not Doing Roth Conversions, You Need to Read ThisRoth conversions and other Roth strategies can be complex, but don't dismiss these tax planning tools outright. They could really work for you and your heirs.
-
Could Traditional Retirement Expectations Be Killing Us? A Retirement Psychologist Makes the CaseA retirement psychologist makes the case: A fulfilling retirement begins with a blueprint for living, rather than simply the accumulation of a large nest egg.
-
I'm a Financial Adviser: This Is How You Can Adapt to Social Security UncertaintyRather than letting the unknowns make you anxious, focus on building a flexible income strategy that can adapt to possible future Social Security changes.