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Keith D'Agostino: Choosing the Right Financial Advisor for Your Retirement Goals

Planning for retirement is one of the most important financial decisions you'll undertake, and it's not something to leave to chance. The proper guidance can make the difference between a retirement filled with peace of mind and one full of uncertainty. A skilled advisor can help you align your savings, investments, taxes, and lifestyle goals into a cohesive plan.

However, not every advisor is the same. As explained by Keith D'Agostino, understanding the different types of advisors, their compensation models, and their approach to retirement planning is essential. It's equally important to define your own retirement priorities and ask the right questions before making a decision.

Why the Right Financial Advisor Makes a Difference

Planning for retirement involves more than just saving money; it's about making sure those savings last through your retirement years. A financial advisor with retirement expertise can help align your investments, income sources, and tax strategies with your long-term goals.

Not all advisors offer the same level of support or focus on retirement-specific planning. Some may concentrate on general wealth management, while others specialize in helping clients transition into and navigate retirement. Choosing someone with the proper focus can lead to better decisions around Social Security, healthcare costs, and income distribution.

Take someone nearing retirement who's unsure when to claim Social Security or how to manage withdrawals from various accounts. A retirement-focused advisor can create a plan that balances these decisions in a way that preserves wealth and minimizes taxes.

Defining Your Retirement Priorities

Before choosing an advisor, it's essential to clarify what retirement looks like for you. That includes deciding when you'd like to stop working, what kind of lifestyle you expect to maintain, and what financial support you may need along the way. This clarity provides your advisor with a clear target to build around, ensuring that the strategy developed is genuinely personal.

Someone aiming to retire at 55 with travel plans and a second home will need a different strategy than someone planning to work into their 70s and live modestly. These details influence how much you'll need to save, how aggressively to invest, and what kind of income planning is necessary. The more specific your goals, the better your advisor can tailor their recommendations.

Retirement priorities can also shift over time. Health concerns, family responsibilities, or changes in the economy may affect how you view your future. An advisor who understands your goals can adjust your financial plan accordingly. That flexibility can be the key to maintaining confidence even when the unexpected happens.

Types of Advisors and How They Work

Keith D'Agostino explains that financial advisors aren't all the same, and how they're compensated can affect the guidance they provide. Some earn commissions by selling financial products, while others charge flat fees or a percentage of assets under management. Understanding these models helps you choose someone whose advice is aligned with your best interests and avoids potential conflicts of interest.

The term "fiduciary" matters here; an advisor who acts as a fiduciary is legally required to prioritize your interests above their own. That can be especially important during retirement planning, where decisions around income, taxes, and healthcare have lasting consequences. By contrast, non-fiduciary advisors may only be required to recommend products that are considered suitable, not necessarily ideal.

There's also a difference between independent advisors and those affiliated with large institutions. Independent advisors often have access to a broader range of tools, while institution-based advisors might be limited to offering their firm's products. Knowing how an advisor operates gives you insight into how flexible and unbiased their advice might be.

Key Qualities to Look for in an Advisor

The right retirement advisor should bring more than just financial knowledge; they should understand the emotional and logistical challenges that come with leaving the workforce. It's not just about numbers; it's about aligning your financial future with your personal values and long-term vision.

Credentials like CFP® or RICP® can signal that an advisor has specialized training in retirement income planning. Someone with this expertise is more likely to understand how to coordinate withdrawals from different accounts, structure tax-efficient income, and guide decisions around Medicare and long-term care coverage. That kind of insight can prevent costly missteps.

What also matters is how clearly an advisor can explain things. A good one won't overwhelm you with jargon or push products; you'll walk away with a written plan that outlines what to expect and how to adjust if life changes course.

Smart Questions to Ask Before You Decide

Before committing to an advisor, it's worth having an honest conversation about how they work. Ask how they're paid, whether they follow a fiduciary standard, and what kind of clients they typically serve. Their answers should be specific and transparent, not vague or overly rehearsed. That transparency often reflects how they'll handle your retirement plan.

If you're nearing retirement, you'll want to know how they approach income planning, how often they review client strategies, and whether they're proactive in adjusting plans during market shifts. Someone who specializes in this stage of life should be able to walk you through detailed examples of how they've helped others retire securely. You might also ask how they incorporate tax planning or legacy goals into their process.

Communication style also plays a significant role. If you prefer regular check-ins and clear updates, an advisor who only reaches out once a year may not be the right match. The ability to build trust often starts with how well you connect during those early conversations.

Making the Final Choice

Keith D'Agostino notes that after meeting with a few candidates, compare how they answered your questions, whether they offered clear recommendations, and how comfortable you felt during each interaction. If something felt off, it's worth paying attention. The gut check you feel after a conversation can sometimes tell you more than a credential ever could.

Always verify their background. Tools that assist in advisor searches can reveal any past disciplinary actions or complaints. A clean record doesn't guarantee quality, but it does provide peace of mind. Some advisors may even offer to show you a sample retirement plan to demonstrate how they work. Ultimately, the decision should feel right. A good advisor doesn't pressure you or dodge your questions. They'll respect your pace, encourage your input, and provide a clear path forward.