How to Pick a Financial Advisor: Questions Most People Forget to Ask

By Max Michalczik CFP® & Kekoa Pfau ChFC®

Why Choosing the Right Financial Advisor Matters

Choosing a financial advisor is one of the most important financial decisions you will make. The right advisor can help protect and grow wealth over decades, while the wrong one can introduce unnecessary risk, fees, and conflicts of interest.

Despite this, many people focus on the wrong criteria when evaluating advisors.

Common Mistakes People Make When Picking a Financial Advisor

Before discussing what to look for, it’s important to understand common mistakes, including:
• Choosing based solely on investment performance
• Not understanding how the advisor is paid
• Assuming all advisors act as fiduciaries
• Focusing on products instead of planning

Avoiding these mistakes starts with asking better questions.

Key Questions to Ask a Financial Advisor

1. Are You a Fiduciary at All Times?
This is the most important question to ask. A fiduciary is legally required to act in your best interest at all times.

Ask for this commitment in writing.

2. How Are You Compensated?
Understanding compensation helps uncover potential conflicts. Advisors may be:
• Fee-only
• Fee-based
• Commission-based

Transparent, fee-based structures are often easier to understand and align interests.

3. What Services Do You Provide Beyond Investments?
True financial planning goes beyond portfolio management.

Ask whether services include:
• Retirement income planning
• Tax planning coordination
• Risk management
• Estate and legacy planning
• Business owner strategies

4. Who Is Your Ideal Client?
This question reveals whether the advisor regularly works with people in similar situations.

For example, an advisor who specializes in business owners or retirees may be better suited to your needs than a generalist.

5. How Will We Work Together Over Time?
Ask about:
• Meeting frequency
• Ongoing communication
• Adjustments as goals change

A strong advisor relationship is proactive, not reactive.

6. How Do You Measure Success?
Success should be defined by progress toward goals, not short-term market performance.

Look for advisors who emphasize planning outcomes and long-term strategy.

Red Flags to Watch For

Be cautious if an advisor:
• Avoids discussing fees
• Guarantees returns
• Pushes specific products early
• Cannot clearly explain their process

Transparency is a key indicator of trustworthiness.

How a Fiduciary Advisor Can Help

A fiduciary advisor integrates:
• Financial planning
• Investment management
• Tax efficiency
• Long-term strategy

This comprehensive approach provides clarity and confidence across all stages of life.

Final Thoughts on How to Pick a Financial Advisor

The best financial advisor is not defined by titles or promises, but by alignment, transparency, and commitment to your long-term goals.

Taking the time to ask the right questions can make a meaningful difference in your financial outcomes.  If you are evaluating financial advice or considering a second opinion, working with a fiduciary advisor can help ensure your strategy is aligned with your goals and values.


This content is for educational and informational purposes only and should not be considered personalized investment, tax, or legal advice. The information provided is general in nature and may not apply to your individual circumstances. All investments involve risk, including the potential loss of principal.
The Freyr Group, LLC does not provide legal or tax advice. Any references to tax-related topics are provided for general informational purposes only, and individuals should consult with a qualified tax professional regarding their specific situation.
For additional information, please review our full disclosures.