Arrow Icon
blog header pale blue image blog header abstract shape

Heart of Advice

Insights and best practices for successful financial planning engagement

left arrow Back to All Articles

Helping Clients Identify What Financial Risk Means to Them

Devon Gluck February 17, 2026

Advisor shares laptop image and discusses risk with client

When you think about risk tolerance in financial planning, the first thing that probably comes to mind is investment risk—stock market ups and downs, volatility, and how comfortable a client is riding that roller coaster. It’s a critical piece of the planning puzzle. But risk means so much more to your clients than just market fluctuations. Their financial lives are shaped by health concerns, estate planning, income stability, legacy goals, and even their comfort with sharing personal details. Ignoring these factors means missing out on a fuller, richer picture of risk tolerance—a picture that can dramatically impact a client’s financial well-being.

To be the kind of financial planner who really gets your clients—and helps them feel safe and confident with their whole financial plan—take time to widen the lens on risk.

Redefining Risk Beyond the Market

Consider this common scenario: a client contacts you, thinking their biggest worry is whether the market will melt down tomorrow. But when you peel back the layers, other worries pop up—“Do I have my estate documents in order? What if something happens to me and my family can’t access important information? How am I really doing health-wise, and what could that mean for my future?”

I use a tool called The Passport Package™ to highlight these areas. It’s a questionnaire clients fill out before meetings that covers everything from estate planning and password security to health and insurance preparedness. For example, clients rate themselves on readiness: “Do you have a will? Power of attorney? Medical directives?” or “How prepared would your heirs be to find all your accounts if you were suddenly unavailable?”

These questions jolt clients out of the typical “investment risk tunnel vision.” Suddenly, they see the importance of practical issues that could derail their plan if ignored. You might have a client laser-focused on beating the market, but if they haven’t addressed estate taxes, their heirs could see returns take a big hit before they even get their hands on the money.

The takeaway is that risk has many flavors—and your client may have blind spots you can help illuminate.

Tools That Open the Door to Richer Risk Conversations

Risk tolerance questionnaires are a staple, but too often they’re snapshots frozen in time. These tools try to gauge how a client reacts to hypothetical losses and gains—fine for a moment, but insufficient for capturing the full risk picture over years or decades.

Instead, think about using a tool that sparks conversations beyond the usual “How much risk can you stomach?” It invites clients to reflect on their health, disability insurance gaps, estate readiness, and more. These topics are often difficult to broach, but the information they reveal is invaluable. When you layer in qualitative factors like personal values and life goals, you’re no longer guessing; you’re collaborating on a plan tailored to a client’s real life, not just their portfolio.

Technology is your friend here, too. Look for financial planning software that allows you to visualize “what-if” scenarios, like: What happens if you retire early? Or if unexpected healthcare costs pop up? Monte Carlo simulations reveal how different risk levels affect retirement success rates. A planning platform with engaging client-friendly visuals helps you turn numbers into stories clients can easily grasp.

Adding economic education to the mix helps clients understand that intra-year market pullbacks are normal and often recover. This kind of education primes clients to feel less panic during volatility and more confidence in their long-term plan.

Understanding the Client Mind to Guide Smart Choices

Here’s something to think about: a client’s “willingness” to take financial risk isn’t always in sync with their “ability.” They may want to be aggressive, but what if their cash flow couldn’t handle a major market drop, or they’re supporting aging parents? Stress-testing their financials for down markets using a Monte Carlo analysis or cash flow shocks gives them a reality check—not to shut down optimism, but to empower smarter choices.

I experienced one memorable example where a slight reduction in portfolio risk actually improved the Monte Carlo success rate and it was a real eye-opener for that client. These moments—when clients see clear data on their capacity versus desire for risk—build trust and can reshape how they approach their investments and overall financial decisions.

It’s also worth noting that risk tolerance isn’t a fixed feature. It’s dynamic, especially given how unpredictable current events and markets can be. Someone feeling uneasy today might feel confident in six months. Meeting twice a year, revisiting risk, and adapting plans accordingly keeps you aligned with your client’s evolving mindset.

Life Stage and Unique Circumstances Make Risk Personal

Not all clients fit into neat boxes of “young and aggressive” or “near retirement and cautious.” Some in accumulation years prefer more bonds to maintain liquidity, especially if they have concentrated wealth in a business, giving them access to capital aside from investments.

Others in or nearing retirement may keep some assets aggressive with an eye on legacy, since not all funds are destined for near-term use. Understanding these nuances comes from knowing your client, their family, and their personal goals—not just their age.

These conversations also reveal how deeply intertwined risk is with non-financial worries: health issues, caring for kids, or even the intangible dream of giving something valuable to the next generation. Financial planning is about those human elements as much as it is about numbers on a screen.

Practical Steps to Expand Your Risk Assessment

Getting started might feel daunting if you’re used to focusing narrowly on investments. Here’s a friendly nudge: much of this broader risk assessment happens naturally as you dig into the cash flow, retirement goals, and insurance needs. Every client meeting is a chance to ask questions that probe beyond the numbers:

  • “How prepared do you feel if something unexpected happens to your health?”
  • “Do you have a plan for long-term care if you need it?”
  • “What legacy do you envision for your family beyond the dollars?”

Don’t be shy about using tools to gather insights before meetings, then bring those findings into your discussions. This primes powerful dialogues that might otherwise never happen.

Homework can be part of your ongoing collaboration—share short YouTube explainers or record quick Loom videos to clarify complex topics. This shows you’re invested in their understanding, not just their returns.

Keep in mind that half the battle is education. Helping clients get comfortable with market volatility, showing them real-life data on typical pullbacks, and building confidence in their plan creates a partnership grounded in trust.

Broadening Your Risk Approach Sets You Apart

Many clients recognize that the technical financial chops are “table stakes” for financial professionals. What they truly want is a guide who sees the full picture—who asks the tough questions about health, legacy, and life’s curveballs, and who helps them build plans that work for their whole life.

By integrating these broader risk assessments, you’re not just advising—you’re differentiating your practice as a trusted partner in your clients’ lives. That means deeper relationships, more client loyalty, and ultimately, better financial outcomes for everyone involved.

Learn more about the power of asking clients the right questions in our eBook, Candid Conversations: Mastering the Art of Asking Questions.

Sources:

DISCLAIMER: The eMoney Advisor Blog is meant as an educational and informative resource for financial professionals and individuals alike. It is not meant to be, and should not be taken as financial, legal, tax or other professional advice. Those seeking professional advice may do so by consulting with a professional advisor. eMoney Advisor will not be liable for any actions you may take based on the content of this blog.

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.

Image of Devon Gluck
About the Author

Devon Gluck is Partner, Financial Planner at Maller Wealth Advisors, Inc. Devon is a highly skilled financial professional with CFP® and CIMA® certifications, Series 7 and 66 registrations, and life and health insurance licenses. He specializes in helping individuals and businesses achieve their financial goals through tailored strategies based on their unique circumstances, goals, and risk tolerance. Devon offers comprehensive services including retirement planning, investment management, tax optimization, and estate planning, empowering clients to make informed decisions. He is a registered representative of Osaic Wealth.

You may also be interested in...

Heart of Advice Spotlight Rita Cheng

Heart of Advice Spotlight Marguerita Cheng

The Heart of Advice Spotlight features industry professionals who are helping redefine success in financial planning and advisory. Marguerita (Rita)… Read More

Heart of Advice Blog AI and Financial Planning

Gain Early Value with AI Without Overhauling Your Practice

In many ways, the financial industry stands at a crossroads. One of the key reasons is the accelerated pace of… Read More

A group of financial advisors having a meeting.

Talking About Tomorrow: Expert Insights from Industry Leaders

At the 2025 eMoney Summit, we asked industry experts to share their perspective on the evolution of financial planning, how… Read More

Get our new eBook - Financial Planning and AI: What's Next?

Download this eBook now and learn how AI is expected to impact the industry.

Download Now

Sign up to have the most popular Heart of Advice posts delivered to your inbox monthly.

Heart of Advice by eMoney Advisors

Welcome to
Heart of Advice

a new source of expert insights for
financial professionals.

Get Started

Tips specific to the eMoney platform can be found in
the eMoney
application, under Help, eMoney Advisor Blog.