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Good communication between clients and their advisers starts with one simple question: Do you want hard truths and real analysis, or just a sounding board?
By
Andrew Rosen, CFP®, CEP
published
2 April 2026
in Features
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As financial advisers, we are asked for opinions every day. Should I pay off my mortgage before retiring? Should I finance the new car or pay cash? Should I invest extra savings or keep it liquid?
On the surface, these seem like straightforward financial questions. But over the years, I've noticed something important: Sometimes people aren't actually looking for advice. They're looking for validation. And in retirement planning, that distinction matters more than most people realize.
A lesson that applies beyond finance
Years ago, a longtime client shared something that stuck with me. He was the only man in a house full of women and said he learned to ask one simple question whenever someone brought him a problem: "Do you want help solving this, or do you just want me to listen and support you?"
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Sign upThat framing is emotionally intelligent. Not every issue needs to be solved. Sometimes people just want to be heard. In retirement planning, I've found the same dynamic applies.
When the answer is already chosen
Many times, someone will ask whether they should pay off a 3% mortgage or invest the money instead. Or whether it makes sense to finance a purchase rather than pay cash.
But in some of those conversations, it's clear the decision has already been made internally. The question becomes more of a formality. The real objective is reassurance that the choice won't derail long-term goals.
There is nothing wrong with wanting confidence in a decision. But if someone believes they're seeking objective advice when they're really seeking validation, that can create friction. Especially in retirement.
About Adviser Intel
The author of this article is a participant in Kiplinger's Adviser Intel program, a curated network of trusted financial professionals who share expert insights on wealth building and preservation. Contributors, including fiduciary financial planners, wealth managers, CEOs and attorneys, provide actionable advice about retirement planning, estate planning, tax strategies and more. Experts are invited to contribute and do not pay to be included, so you can trust their advice is honest and valuable.
Why this matters more after you stop working
During peak earning years, financial missteps can often be corrected. Income is still coming in. There is time to recover from mistakes. Retirement is different.
Once you're drawing from your portfolio instead of contributing to it, decisions carry greater weight. Paying off a mortgage may improve peace of mind but reduce liquidity. Investing aggressively may increase long-term returns but add short-term volatility.
If you ask for advice but are not truly open to hearing it, you may ignore important trade-offs. Retirement planning works best when the objective is clarity, not confirmation.
Ask yourself one question first
Before calling your financial adviser, try asking yourself this: Am I genuinely open to adjusting my plan based on objective input, or am I simply hoping someone agrees with what I've already decided?
There is no wrong answer. But there is a difference. If you want analysis, be ready for honesty. If you want reassurance, acknowledge that upfront. It improves communication and keeps expectations aligned.
Looking for expert tips to grow and preserve your wealth? Sign up for Adviser Intel, our free, twice-weekly newsletter.
Advisers need to be clear, too
This cuts both ways. I've started asking clients directly whether they want my full analysis or simply a sounding board. That small clarification prevents misunderstandings and strengthens trust.
Financial advice, especially in retirement, is not about winning arguments. It is about preserving flexibility, protecting income and aligning decisions with long-term goals. The more transparent the conversation, the better the outcome.
The bigger picture in retirement
Ultimately, retirement planning is about sustaining independence and peace of mind. Whether you pay off the mortgage or invest the surplus matters less than whether the decision fits your broader strategy.
The goal is not to validate every instinct. It is to build a plan that works through market cycles, economic shifts and life changes.
Sometimes that requires hard truths. Other times it requires simply listening. The key is knowing which one you're asking for. And being honest about it.
Related Content
- Are You Honest With Your Financial Adviser? Why Hiding the Truth Can Cost You
- How to Manage a Disagreement With Your Financial Adviser
- Addressing Your Clients' Emotional Side: Communication Techniques for Financial Advisers
- I'm a Financial Planner: This Is the Key to Successful Retirement Planning
- I'm a Financial Planner: These Are the Seven Tiers of Retirement Well-Being
This article was written by and presents the views of our contributing adviser, not the Kiplinger editorial staff. You can check adviser records with the SEC or with FINRA.
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Andrew Rosen, CFP®, CEPSocial Links NavigationPresident, Partner and Financial Adviser, Diversified, LLCIn March 2010, Andrew Rosen joined Diversified, bringing with him nine years of financial industry experience. As a financial planner, Andrew forges lifelong relationships with clients, coaching them through all stages of life. He has obtained his Series 6, 7 and 63, along with property/casualty and health/life insurance licenses. Andrew consistently delivers high-level, concierge service to all clients.