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5 Mistakes to Avoid in the 5 Years Before You Retire, From a Financial Planner

Evan T. Beach, CFP®, AWMA®
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10 min read
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⚡ Quantum Brief
Pre-retirees in their final five years often overfund Roth IRAs, which is typically a tax-inefficient move. High earners should prioritize Roth conversions post-retirement when tax rates drop, not max contributions now. Failing to diversify savings beyond retirement accounts limits flexibility. Non-retirement funds provide tax-efficient liquidity for major expenses like relocations, avoiding costly early withdrawals from tax-deferred plans. Aggressive investing in the five years pre-retirement heightens sequence-of-returns risk. Market downturns during this window can permanently damage portfolios; shifting to conservative allocations mitigates timing risks. Unknown expenses derail retirement plans. Pre-retirees must calculate actual spending by averaging two years of bank debits—divided by 24—to accurately assess financial readiness. Most retire earlier than planned yet lack a clear "number" for financial independence. Defining this target eliminates uncertainty, ensuring retirement occurs by choice, not necessity.
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5 Mistakes to Avoid in the 5 Years Before You Retire, From a Financial Planner

When retirement is in reach, financial planning gets serious — and there's a heightened risk of making serious mistakes, too. Here are five common slipups. When you purchase through links on our site, we may earn an affiliate commission. Here’s how it works. 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.You are now subscribedYour newsletter sign-up was successfulWant to add more newsletters?Profit and prosper with the best of Kiplinger's advice on investing, taxes, retirement, personal finance and much more delivered daily. Smart money moves start here.Get practical help to make better financial decisions in your everyday life, from spending to savings on top deals.Get today's biggest financial and investing headlines delivered to your inbox every day the U.S. stock market is open.Financial pros across the country share best practices and fresh tactics to preserve and grow your wealth.Trim your federal and state tax bills with practical tax-planning and tax-cutting strategies.Your twice-a-week guide to planning and enjoying a financially secure and richly rewarding retirementInsights for advisers, wealth managers and other financial professionals.Your twice-a-week roundup of promising stocks, funds, companies and industries you should consider, ones you should avoid, and why.Your step-by-step six-part series on how to invest for retirement, from devising a successful strategy to exactly which investments to choose. "Pre-retiree" is too broad a term. Theoretically, everyone is either a pre-retiree or a retiree. For the purposes of this column, I'm defining a pre-retiree as a person in the final five years before retirement.In my experience, this is the point when a light bulb flashes, retirement is within reach, and folks start to get serious about their planning. If that feels like you, read on.Below are five mistakes I often see pre-retirees make. Not everyone will regard them as mistakes, however. That's the tricky thing about personal finance — what is a mistake for most may make sense for you.Become a smarter, better informed investor. Subscribe from just $107.88 $24.99, plus get up to 4 Special IssuesProfit 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.So forgive my broad brush. Just don't compare me with Suze Orman.The Roth IRA was created by the Taxpayer Relief Act of 1997 and was named after Senator William Roth (R-DE). Since it hasn't been around very long, you probably got a Roth contribution option in your employer plan sometime within the past decade. If you're an employee, that means most of your money is in the pretax portion of your retirement plan.Every week, I see people trying to close this gap by maxing out the Roth portion. I believe that, more often than not, this is a mistake.As you approach retirement, it is likely that your tax rates are as high as they've ever been. In the period between when you retire and when you tap Social Security and your retirement accounts, your rates are likely as low as they'll ever be.That's the time to get money into the Roth. You do this via a Roth conversion, not a Roth contribution. The distinction is important.About Adviser IntelThe author of this article is a participant in Kiplinger's Adviser Intel program, a curated network of trusted financial professionals who share expert insights on wealth building and preservation. Contributors, including fiduciary financial planners, wealth managers, CEOs and attorneys, provide actionable advice about retirement planning, estate planning, tax strategies and more. Experts are invited to contribute and do not pay to be included, so you can trust their advice is honest and valuable.Imagine that you buy Cheerios every week. They're typically $5. Putting money into the Roth right before retirement is like walking into a grocery store that is charging $7 and deciding it's a good idea to stock up. You want to stock up when the Cheerios go on sale for $3.That tax sale occurs after you retire, so long as you have savings outside of your retirement accounts. More on that in the next section.Just as it may be a mistake to save all of your money into a Roth right before retirement, it's also a mistake to have all of your savings in retirement accounts.Part of what allows you to have that tax sale in retirement is to tap non-retirement accounts, which are often taxed at more preferential rates.In the post-COVID housing boom, I helped a couple move from Washington, D.C., to Richmond, Virginia. They had millions saved in their retirement accounts but were stressed about moving and closing costs because they didn't want to tap the accounts and pay income taxes.If I had been working with these folks for the five years prior, I would have had a portion of their savings going into a non-retirement account.This may not be "optimal" on a spreadsheet, but it will pay off in the flexibility it offers and in future tax benefits.It's not fun, or easy, running a tax calculation every time you want to spend a pretty penny in retirement.Our business is focused on people in or about to be in retirement. But when we work with clients' kids, I advocate closing your eyes, investing as much as you can, as aggressively as you can stomach, for as long as you can. It's a volume game.However, when you're five years from retirement, you should not still be swinging for the fences.The five years before and after retirement are when sequence of returns risk is greatest. In English, this is just the risk of bad timing. What if the market crashes right before or right after you retire? That's when it will hurt you most.Ironically, once you are deeper into retirement, it actually may make sense to increase your stock exposure once again. This is because stocks are a good hedge against longevity risk and the risk of a major health expense late in life.Your financial plan can help dictate a proper asset allocation. It will also show you what "your number" is. More on that part below.If you don't have a financial plan or want to double-check your numbers, there's a free version of the software we use.If you don't know your expenses, it's impossible to know whether you can retire. The only exception I have seen to this is when your pension and or Social Security are larger than your expenses. If that's you, I'm honestly surprised you're still reading this.Most of our clients have earned the luxury of not needing to know their expenses. They earn a good living that allows them to save and spend freely. Things change when the paycheck or business income stops.Typically, the roadblock to knowing your monthly outflows is the activity itself and the fear that the number is far north of what you've been telling yourself. Better to just pull off the Band-Aid.I'll make it easy for you:Look at annual bank statements across two years. Add the total debits. Divide that number by 24. That's it. You're done.The bank account captures many things the credit cards may not, such as insurance payments, utilities and so on.Yes, I know there was a big vacation and the house needed a new water heater, but next year, there will be another big expense and hopefully another vacation.Looking for expert tips to grow and preserve your wealth? Sign up for Adviser Intel, our free, twice-weekly newsletter.Imagine running a marathon but not knowing how long you have until the finish line.That's how many, maybe even most, people approach retirement. According to the Employee Benefit Research Institute (EBRI), the median planned retirement age in the United States is 65. The actual median retirement age is 62.Of those who retired earlier than expected, I could not tell you how many felt confident that they had enough to maintain their lifestyle in retirement.What I can tell you, even in the wealthy demographic we serve, is that almost no one comes in knowing how much they need or when they can actually retire.We provide those projections to them. That is their finish line. It does not mean that they won't run right through it, but it does mean that once they get there, if they're tired, if they're sick, if they're sick and tired, they can quit.I spent my first six years in this profession registered with ING. It was the same time they were running the "What's your number?" ad campaign. These were the commercials where folks were walking around cities with big orange blocks with their "number." This is what they needed to be able to walk away.If you know this number or can figure it out, it provides incredible peace of mind to know you are working because you want to, not because you have to.This article is for informational purposes only. Investment strategies, asset allocation decisions and tax planning considerations depend on individual circumstances, income levels and current law. Readers should consult their own advisers before making financial decisions.This article was written by and presents the views of our contributing adviser, not the Kiplinger editorial staff. You can check adviser records with the SEC or with FINRA.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.After graduating from the University of Delaware and Georgetown University, I pursued a career in financial planning. At age 26, I earned my CERTIFIED FINANCIAL PLANNER™ certification. I also hold the IRS Enrolled Agent license, which allows for a unique approach to planning that can be beneficial to retirees and those selling their businesses, who are eager to minimize lifetime taxes and maximize income. Dividing funds into a safety bucket, an income bucket and a growth bucket can help to cover immediate expenses, manage cash flow and promote growth. When you take the time to rest and breathe, your brain starts to focus on what matters most in your new stage of life. A growing share of Americans reach millionaire status yet still worry about money. Here's why wealth feels different today and how to build true financial confidence. Dividing funds into a safety bucket, an income bucket and a growth bucket can help to cover immediate expenses, manage cash flow and promote growth. When you take the time to rest and breathe, your brain starts to focus on what matters most in your new stage of life. Don’t just retire — evolve. Chapter X is a strategy for a high-impact second act, designed for men, by a man. If you find market volatility too stressful, buying annuities that provide stability and protect your principal could help you rest easier. Here's what to consider. Market turbulence makes even the most experienced investors nervous. Here are some tips for ignoring the panic and trusting your plan when things get volatile. Ensuring both partners are engaged in financial decisions isn't just about fairness — it's a risk-management strategy that protects against costly crises. Early strength gave way to AI skepticism again as a volatile trading week ended on another mixed note. Ask the Editor In this week's Ask the Editor Q&A, Joy Taylor answers questions on IRAs

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