Key Questions to Help You Decide When to Hire a Financial Advisor

Apr 15, 2026

Key Questions to Help You Decide When to Hire a Financial Advisor

Determining if you need a financial advisor is a common crossroads for investors. If you frequently listen to AgingOptions or follow our Blog, you likely recognize our stance on professional guidance. However, despite the clear benefits of expert estate planning, data suggests many Americans are going it alone. Reports like this article from Investopedia indicate that only about 40 percent of the U.S. population utilizes a financial advisor or planner. Even among the 65-and-older demographic, the adoption rate struggles to reach 50 percent.

There are various reasons why individuals choose to forgo professional help. Some believe their estate isn’t large enough to warrant a fee, while others enjoy the hands-on nature of DIY investing. Today, we want to address the six in ten Americans who do not currently work with an advisor. What specific life changes or financial complexities might justify a shift in strategy?

A Wall Street Journal article first published last fall presented a practical framework for this decision. Written by reporter Debbie Carlson, the piece offers four diagnostic questions to help you determine if it is time to hire a pro. Carlson makes a compelling point: “Life milestones like marriage or retirement can create financial complexities that even do-it-yourself investors need assistance on.”

(Note that a subscription may be required to access the Wall Street Journal article.)

The Rise of the DIY Investor and Online Financial Tools

Carlson acknowledges that modern technology has made do-it-yourself investing more accessible than ever. Investors now have instant access to budgeting apps, sophisticated financial calculators, and automated “robo-advisors.” These tools have lowered the barrier to entry for many.

“But,” Carlson notes, “sometimes it may pay to hire somebody to help. Big life events, for instance, may change your financial picture in a way that technology can’t tackle.”

Major milestones, such as getting married or welcoming a child, are critical times to consult a professional. These life stages often alter your tax liability or long-term financial obligations. Furthermore, shifts in the broader market—such as high inflation or increased volatility—often require a customized plan that standard software cannot provide.

Evaluating the Cost of Financial Advice vs. Long-Term Value

Professional expertise is an investment, and quality advice requires a financial commitment. Carlson explains, “The advice doesn’t come cheap—a traditional fee equal to 1 percent of your managed assets means you’re paying $5,000 a year on a $500,000 portfolio, though there are an increasing number of lower-fee alternatives.”

While the price tag is a factor, the benefits often outweigh the costs for many households. Whether you are a novice or a lifelong saver, an advisor serves as a vital sounding board. They can validate your current strategy or provide the course correction needed to protect your wealth.

Question 1: Am I On Track With My Retirement Savings?

The most basic question is often the most important: are you reaching your goals? If the answer is no, or if you aren’t sure how to measure success, Carlson suggests it is time to call an expert. “A professional planner can look holistically at your contributions, asset allocation and spending and map out a good long-term strategy and calculate what annualized return you may need over time so you take an appropriate amount of risk,” she notes.

Beyond basic asset allocation, a financial advisor can evaluate your workplace “financial-wellness offerings.” They can help you integrate these benefits into your broader strategy to ensure every dollar is working toward your retirement.

Why Your Workplace Retirement Plan Might Fall Short

Marni Gibson, president of the North American Securities Administrators Association, points out that workplace plans are rarely enough on their own. Simply contributing to a 401(k) and receiving a company match may not cover the total costs of a modern retirement.

Carlson elaborates: “In addition to looking at your personal contributions and spending, a financial advisor may also look at the impact of other investments on your total portfolio, such as company stock. Many people have too much of their employer’s stock in their portfolio, and a financial advisor may suggest a different savings and investment strategy to bolster long-term growth while cutting risk.”

Gibson supports this proactive approach. She suggests that many employees stick to the same strategy for decades without realizing there may be better opportunities within their plan for growth or risk mitigation.

Question 2: Am I Truly Ready to Retire?

Accumulating wealth is relatively straightforward, but the transition to spending that wealth is much more complex. Carlson highlights this shift.

“[Y]ou have years to accumulate wealth, and small mistakes made along the way won’t necessarily wreck your chances of long-term success,” she says. “However, when you get close to retirement, there are complicated questions that arise and making mistakes can wreck your financial outlook.”

A dedicated advisor becomes essential during the “pre-retirement” phase. They help with the mechanics of your future: mapping out monthly spending, timing Social Security benefits, and deciding which assets to liquidate during market downturns. They also play a crucial role in tax planning for your retirement income.

The Risks of “Back-of-the-Envelope” Retirement Planning

Christine Benz, director of personal finance and retirement planning for Morningstar, notes that DIYers often struggle with “drawdown” strategies. While many people follow the “4 percent rule,” Benz argues that these broad generalizations are not a substitute for a personalized plan.

“This is not back-of-the-envelope time,” Benz warns. “You really need someone who is going to put some precision around how much you can reasonably spend, and ideally your retirement spending would change a little bit throughout your retirement time horizon.”

Navigating Taxes and Required Minimum Distributions (RMDs)

Managing your tax liability is another area where professional help pays for itself. Gerri Walsh, senior vice president of investor education at the Financial Industry Regulatory Authority, notes that advisors are crucial for managing Required Minimum Distributions (RMDs).

Mandatory withdrawals from traditional IRAs or 401(k)s are taxable income. If not managed carefully, these withdrawals can push you into a significantly higher tax bracket. Walsh advises that mapping this out should happen well before your first withdrawal to avoid costly tax surprises.

Question 3: As I Age, Will I Still be Able to Manage My Investments?

Expertise is not the only factor; you must also have the time and cognitive energy to manage a portfolio. Walsh notes that while some have the knowledge to self-manage early on, the task becomes more burdensome over time.

She asks, “If you are thinking of more complex strategies, [do you know] the tax implications, and do you have a strong enough grounding and understanding of long-term capital gains, short-term capital gains?”

Hiring a professional provides a safety net against cognitive decline or the simple reality of a busy life. Benz shares that she and her husband have shared their financial plans with an advisor so a professional can step in and handle things if they are ever unable to do so themselves.

Question 4: Am I Ready to Listen to Advice and Change My Ways?

Before hiring an advisor, you must evaluate your own willingness to change. Sonya Lutter, a financial psychologist, suggests asking two things: how important is it to change your behavior, and how confident are you that you will follow through?

Lutter recommends rating your answers on a scale of one to ten. This self-assessment determines if you will actually get a return on your investment in an advisor. Unless the answer is a five or higher, you may not be ready to benefit from professional coaching.

Meet Rajiv Nagaich: Your Guide to a Successful Retirement

If you are looking for a comprehensive approach to your future, Rajiv Nagaich’s newest PBS program, Designing Your Ideal Future, is now reaching audiences nationwide. This special is designed to help Americans rethink their retirement planning through a more holistic lens.

During this one-hour special, Rajiv walks viewers through the essential steps of creating a plan that reflects personal values and goals. Rather than focusing solely on legal paperwork, he explains how to build a living system for your future.

The program features real-world examples and a Q&A session with Rajiv covering legal readiness and family communication. It is a vital resource for those approaching retirement or caring for aging loved ones.

Take Control of Your Retirement Success

As Rajiv frequently points out, roughly 70 percent of retirement plans fail. Without a comprehensive strategy, many seniors find themselves facing nursing home placement or becoming a financial burden to their families.

Check your local PBS listings to find airtimes for Designing Your Ideal Future. You can also access resources like the Legal Readiness Quiz to help you build a complete LifePlanning system. Do not be one of the millions of Americans who “sleepwalk” into a retirement they didn’t plan for.

You can achieve an exciting and fulfilling future by taking the right steps today. Start by exploring Rajiv’s message and sharing these insights with those you care about. Age On, everyone!

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