List of Questions to Ask a Financial Advisor in Kansas City
Choosing a financial advisor is one of the most important financial decisions you will make. The advisor you choose will influence not only your investments, but also your taxes, retirement strategy, business decisions, and long term peace of mind.
At Pillar Financial Planning, we believe clarity compounds quietly. Asking the right questions upfront helps you avoid costly misalignment and ensures your advisor is building a plan that supports the life you want, not just a portfolio.
Whether you are a business owner, physician, professional, or approaching retirement, the questions below will help you evaluate a financial advisor in the Kansas City area with confidence.
Are You a Fiduciary at All Times
This is the foundation of a strong advisory relationship.
A fiduciary is legally required to act in your best interest at all times. Some advisors only operate under a fiduciary standard in limited situations, depending on the products or services involved.
You should ask whether the advisor always acts as a fiduciary, whether that commitment can be provided in writing, and how conflicts of interest are disclosed. If an advisor hesitates on this question, that hesitation matters.
How Are You Compensated
How an advisor is paid directly affects the advice you receive.
Advisors may charge flat fees, hourly fees, a percentage of assets under management, commissions, or a combination of these approaches.
You should understand how your advisor is compensated, whether commissions or incentives exist, what your total annual cost will be, and how fees may change as your wealth grows. Transparent pricing supports trust and long term alignment.
What Types of Clients Do You Typically Work With
Experience matters, especially when your financial life is complex.
Many Kansas City advisors serve a broad audience, while others specialize in business owners, entrepreneurs, physicians, or high income professionals.
Ask what percentage of the advisor’s clients are in situations similar to yours. An advisor who routinely works with people like you is more likely to anticipate challenges before they become problems.
What Is Your Approach to Financial Planning
Not all financial planning is created equal.
Some advisors focus primarily on investment management. Others deliver comprehensive planning that integrates cash flow, taxes, retirement, insurance, and estate planning.
Ask whether the advisor provides a written financial plan, whether planning is ongoing or one time, and how decisions are coordinated across your entire financial life. The goal is not complexity. The goal is clarity.
How Do You Approach Tax Planning
For many families and business owners, taxes are the single largest lifetime expense.
A strong financial advisor should proactively identify tax saving opportunities and coordinate closely with your CPA.
Ask how the advisor approaches tax planning, whether they help with retirement contribution strategies, Roth conversions, entity structure considerations, and ongoing tax aware investment decisions. Tax strategy should be intentional, not reactive.
Here is an example of our process.
What Is Your Investment Philosophy
You are not just hiring returns. You are hiring a decision making framework.
Ask how the advisor thinks about markets, diversification, risk management, and long term discipline. Understand how portfolios are structured across taxable, retirement, and Roth accounts.
A clear investment philosophy provides consistency during both strong markets and inevitable downturns.
How Will You Customize Advice for My Situation
Your financial life is not a template.
Ask how advice is tailored for business owners or high income professionals, how strategies evolve as your life changes, and how often your plan is reviewed and updated.
What Happens During Market Volatility
Market volatility is not a question of if. It is a question of when.
Ask how the advisor supported clients during periods such as the 2008 financial crisis or more recent market declines. Understand how they help clients stay disciplined and when portfolio adjustments are made.
A good advisor protects you from emotional decisions that can permanently derail long term progress.
Who Will I Be Working With
The relationship matters just as much as the strategy.
Ask whether you will work directly with the advisor or a team, who your primary point of contact will be, and what continuity plans exist if the advisor retires or transitions.
Clear expectations create confidence and long term stability.
How Do You Measure Success
Investment performance alone is an incomplete scorecard.
Ask how success is defined, how progress is tracked, and what a successful client relationship looks like from the advisor’s perspective.
At Pillar Financial Planning, success means confidence, clarity, and alignment over time, not chasing short term results.
Final Thoughts on Choosing a Financial Advisor in Kansas City
Finding the right financial advisor in Kansas City is not about picking the firm with the flashiest marketing or the highest recent returns. It is about choosing an advisor who acts as a fiduciary, understands your unique situation, integrates tax and financial planning, and helps you make thoughtful decisions through every stage of life.
Asking these questions upfront can save years of frustration and help you build a financial foundation you can rely on.
If you are looking for a fiduciary financial advisor in Kansas City who specializes in comprehensive planning and tax aware strategies for business owners and professionals, Pillar Financial Planning is here to help.
Clarity compounds quietly. And strong foundations last.

