If You Only Knew What Your Clients Aren’t Telling You
Many financial planners believe they have a clear understanding of their clients’ needs, goals, and even their level of satisfaction. Read More
Insights and best practices for successful financial planning engagement
• Kathleen Burns Kingsbury • May 27, 2026
Imagine finding out that you will one day inherit $15 million. No preparation. No conversational on-ramp. Just an “Oh by the way…” from the family lawyer. Sound like a dream?
Now also suppose your family has never actually discussed money; in fact, it’s avoided discussing the topic entirely. And suppose when you finally gathered the courage to ask about it “that one time,” you were met with hostility and accusations of being ungrateful.
This isn’t a dream. It’s where Mimi’s story begins.
I started working with Mimi a few years back when she reached out to ask for my help after learning about her inheritance. She didn’t seek my advice because she wanted to optimize her newfound wealth. She sought help because she didn’t know how to live with this wealth she had coming to her. She was anxious, confused, and completely unprepared.
Many of us might see Mimi’s situation and think it’s think it’s a fortunate problem to have, and while that may be true in many ways, it also shows the power and the potential harm of generational money silence.
And Mimi isn’t alone. Many clients have residual harm from a lack of real money discussions throughout their lives.
Like many clients who are reluctant to discuss money, Mimi’s silence didn’t appear suddenly; it had been built over decades . But there may have been one significant starting point. When Mimi was just four years old, her mother won $38 million in the lottery. From that moment on, money became something that was hidden, protected, and never openly discussed. For years, the family operated with an unspoken agreement: wealth existed, but it was not something to be acknowledged out loud.
It wasn’t until adulthood, while planning her wedding, that she finally learned the reality, triggered by the need for a prenuptial agreement. That’s when her panic set in: How does one manage family wealth when no one has talked about it or shared the intention for their legacy?
And more importantly in Mimi’s situation, how does she make confident financial decisions when her entire experience with money has been shaped by silence, secrecy, avoidance, and potentially a scarcity mindset?
Mimi wasn’t unprepared because she lacked resources. She was unprepared because of years of money silence. No amount of number-crunching would have prepared her like a heartfelt and honest discussion might have.
Mimi’s story may be dramatic, but her underlying experience is deeply familiar. In many ways, we’re all Mimi, navigating money through inherited, unspoken rules, and incomplete conversations.
And although technology is making it easier to communicate at scale and personalize advice, without honest money discussions, even the most sophisticated tools will fall short.
I spoke at Osaic’s 2026 NXT event, where this was a central theme. At the event, the conversation focused on technology and what financial professionals uniquely bring to the table. And the message that resonated was: no matter how advanced technical personalization becomes, it cannot replace honest money discussions facilitated by a human planner or advisor.
Money silence is often the elephant in the room, but it shows up in more ways than most professionals realize:
These patterns don’t just affect financial outcomes; they shape relationships, behaviors, and long-term planning.
And the data reinforces the risk:1
At a time when the great wealth transfer is already underway, money silence is fast becoming a business risk and a relationship risk.
This exact dynamic framed the discussion at Osaic’s event. As one industry expert put it: “If your value is information, technology can replace you. If your value is transformation, it can’t.” That distinction is becoming the defining line for financial professionals.
The real value of a financial professional lies in their ability to connect with clients, understand the human side of finance, and help them achieve not only their financial goals, but the lifestyle transformation that comes with it.
That transformation shows up in ways that don’t appear in a financial plan, and are often not articulated by the client:
These are the outcomes clients are actually looking for. And they’re the outcomes AI cannot deliver.
Despite this shift, many professionals hesitate to engage in these conversations. The most common objection is: “I’m not a therapist.”
But the belief that talking about money is therapy is misguided and creates distance between financial professionals and the real drivers of client behavior. As one speaker—who spent years as a therapist—put it: “I was a therapist for 15 years. I can tell you, what you suggest is not therapy.”
But the idea persists. And it has sadly inspired certain myths that some financial professionals still cling to:
This is a myth because clients may start with numbers, but their decisions are almost always shaped by beliefs, fears, priorities, and past experiences underneath them.
This is a myth because avoiding difficult conversations may reduce tension in the moment, but avoiding often creates bigger misunderstandings, resentment, and risk over time.
This is a myth because asking about what matters to a client is not the same as doing therapy; talking simply helps uncover the context behind their financial behavior.
The types of exchanges needed are not dependent upon your ability to treat emotional issues; they’re about finding out the “why” behind your client’s responses. The truth is that money silence creates financial risk. And that’s the reason the tiny, three-letter word, “why,” may be the most powerful tool in your toolbox.
What we want clients to talk about is why they have their goals, values, and dreams. What drives these choices? Because if we know, then we can truly advise. Are there easier paths to success? Are there hidden blockers built into the client’s mindset?
Knowing a client’s “why” doesn’t make you a therapist. But it can make you an effective financial professional and trusted confidante.
When you know why a client acts the way they do around finances, i.e., their “money story,” it enables you to provide personal financial advice they cannot receive anywhere.
Start with open, nonjudgmental questions that invite reflection rather than defensiveness:
When asking clients these questions about their why, be thinking about these four common influences on money mindsets:
In Mimi’s case, her “why” was shaped entirely by silence. And without addressing it, no financial plan would have worked as well as it could have.
How do you actually start doing this? A simple way to build confidence with it is to experience the exercise yourself before introducing it to a client.
Write down: “What’s one message you learned about money growing up?” Then reflect on:
This is how you begin to understand your own “why,” which should prepare you for having client conversations.
Before introducing the exercise, give clients a simple reason for it. You might say that understanding the messages they absorbed about money can help explain current habits, reduce miscommunication, and make your advice more relevant to their real life. That framing lowers defensiveness because the conversation is clearly tied to better decision-making, not judgment.
The goal is not to force disclosure. You simply want to create enough trust for clients to reflect out loud. You do not need to fill in silence. Keep your tone curious, calm, and practical, and let them know they can skip the question if they desire. That alone makes the conversation feel collaborative instead of intrusive.
Then ask: “What’s one message you learned about money growing up?”
If the client is open to discussing, follow with:
That’s it. You just broke money silence.
Why This Works
This simple exercise:
And importantly, it doesn’t require you to be a therapist. You’re helping clients understand their own behavior simply by talking and listening.
The Bottom Line on Money Silence
In a tech-filled world, your role becomes clearer: Not just to inform, but to transform. Because while technology can optimize information, only a human financial professional can help a client understand it, act on it, and live it.
Learn more on how addressing a money mindset can transform client outcomes in The Future of Financial Planning: From Numbers to Mindsets.
1 Women and Financial Wellness: Beyond the Bottom Line, Merrill Lynch and Age Wave, 2018
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The views and opinions expressed by this blog post guest are solely those of the guest and do not necessarily reflect the opinions of eMoney Advisor, LLC. eMoney Advisor is not responsible for the content, views or opinions presented by our guest, nor may eMoney Advisor be held liable for any actions taken by you based on the content, views or opinions of the guest.
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