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How to Interview a Financial Advisor — Like a CEO, Not a Customer

October 27, 20252 min read

The CEO Approach to Hiring a Financial Advisor

(A Due-Diligence Framework for Smart Investors)

“Institutions don’t rely on gut feelings — they rely on process.” - Paul Powell

Most investors approach advisor interviews like consumer conversations.

They ask about “experience,” “services,” or “philosophy” — the same talking points every advisor has rehearsed.

Institutions take a different approach. They treat advisor selection like hiring a key executive: evidence first, personality second.

This article outlines a professional, evidence-based framework for interviewing advisors — so you can make decisions with clarity, not charm.

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1. Redefine the Goal of the Interview

Key Idea: You’re not buying advice — you’re hiring a fiduciary partner.

The goal of an advisor interview isn’t to be impressed; it’s to identify alignment.
Treat the conversation like a hiring decision — because it is one.

Institutional investors begin by defining the role they’re hiring for:

  • Is this advisor managing investments, building a plan, or both?

  • What specific outcomes will they be measured by?

  • What does success look like after one year?

When you know the job description, it’s easier to recognize the right hire.

2. Test for Evidence of Expertise

Key Idea: Most investors mistake confidence for competence.

Credentials and specialization separate true professionals from salespeople.
Ask for proof of:

  • Advanced credentials (CFP®, CFA, CPA, or specialty designations).

  • Specific experience with clients like you — not generic “high-net-worth” claims.

  • Clear examples of measurable outcomes achieved for similar clients.

Savvy investors don’t want generalists. They hire specialists — advisors who have built depth, not breadth.

3. Clarify Incentives and Compensation

Key Idea: How your advisor gets paid determines how they behave.

If you can’t clearly explain your advisor’s compensation structure, you don’t understand their incentives.
Request a written breakdown of fees in dollars, not percentages.
Then ask:

  • Are there any commissions, referral fees, or revenue-sharing arrangements?

  • Does the fee change based on assets or products used?

  • How is ongoing work tracked and reviewed?

Transparency reveals alignment. When incentives are visible, motives become clear.

4. Assess Their Framework for Accountability

Key Idea: Great advisors expect to be measured.

Ask them:

“How do you prove your value each quarter?”

A strong advisor will have a repeatable reporting process that includes benchmarks, performance summaries, and documented actions taken on your behalf.

Accountability should never depend on personality or promises — it should be built into the process.

5. Evaluate Communication Fit

Key Idea: Clarity isn’t chemistry — it’s structure.

Many investors overvalue “connection” and undervalue communication discipline.
Ask about:

  • Frequency of scheduled reviews

  • Preferred communication methods

  • Response times and reporting tools

A strong communication process ensures your advisor’s accessibility doesn’t depend on convenience — it depends on commitment.

Conclusion:

The best advisors don’t “sell” relationships; they structure them.
They welcome scrutiny because accountability is where professionals earn trust.

When you interview like a CEO, you shift the dynamic — from hoping for competence to verifying it.

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