Starting the Estate Planning Talk with Aging Parents: Tips and Strategies

Edward Goldstein, CFP |
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Discussing long-term care or estate planning with aging parents can often feel uncomfortable—sometimes awkward, emotional, or even intrusive. However, waiting until a crisis occurs, such as a fall, diagnosis, or hospital stay, means you’re not only starting the conversation late but also under stressful circumstances.

In today’s uncertain economic environment, having a reliable financial partner nearby is more important than ever. For families near Marlton, NJ, and surrounding communities in New Jersey and Pennsylvania, Financial Life Planning offers comprehensive financial services designed to help you navigate these sensitive topics with compassion and clarity—your trusted partner for financial planning near you.

Start With Empathy, Not Instructions
It’s easy to want to jump straight into logistics and action plans. But your parents are individuals with emotions, concerns, and sometimes hesitation. Instead of focusing on “what if” scenarios, begin by understanding their feelings, preferences, and what makes them feel secure.

For example:
Try asking: “If you weren’t able to live independently anymore, what would be important to you?”
Not: “Have you considered assisted living or nursing homes?”

The first approach shows genuine care and invites conversation, while the second may feel like you’re making decisions for them.

Keep the Focus on Care, Not Crisis
This isn’t about preparing for the worst but about ensuring your loved ones are supported and respected no matter what the future brings. Framing questions around caregiving rather than dire outcomes helps keep the conversation collaborative.

For example:
Try asking: “If one of you needed extra help while the other didn’t, how would you want to handle that?”
Not: “What will happen when one of you passes away?”

Approaching the topic this way encourages open dialogue rather than fear.

Don’t Assume Nothing’s Been Done
While only about a quarter of Americans have a will, your parents may have already taken important steps. Instead of pointing out what’s missing, start by acknowledging what they have in place.

For example:
Try asking: “Can you share what plans or documents you’ve already set up?”
Not: “You don’t have long-term care insurance, do you?”

This builds trust and makes the conversation feel supportive rather than critical.

Clarify Legal Documents and Powers of Attorney
Understanding and organizing legal documents is a crucial step in estate planning, but it can be a sensitive topic to bring up. Instead of diving into legal jargon or paperwork right away, focus on the trust and relationships behind these documents. 

 

For example:

Try asking: “Do you have someone you trust to make decisions for you if you’re unable to?”

Not: “Have you signed a power of attorney or living will yet?” 

 

This approach helps open the conversation around who your parents feel comfortable entrusting with their care and financial matters, making it easier to discuss the necessary legal protections without overwhelming them.

 

Plan for a Smoother Transition to Beneficiaries
Preparing for a seamless transfer of assets can reduce tax burdens and ease the process for your family. It’s important to have an open discussion with your parents about their assets and consider making adjustments ahead of time to optimize tax efficiency. For example, if their current income is low but the expected inheritance could be taxed at a higher rate, it might be beneficial to explore strategies like Roth IRA conversions to reduce future tax liabilities.

 

For example:
Try asking: “Can we review your assets together to see if any changes might help reduce taxes for your beneficiaries?”
Not: “You need to change your investments to avoid taxes after you’re gone.”

 

This approach invites collaboration and respects their control over their finances while highlighting the benefits of proactive planning. It helps families avoid surprises and ensures that the estate is structured in a way that maximizes value for heirs.

 

Ask About Worries, Not Diagnoses
Many people hesitate to discuss cognitive changes due to fear of stigma or being treated differently. Asking about their concerns rather than specific conditions opens the door to more honest and meaningful conversations.

 

For example:
Try asking: “What concerns you most about aging?”
Not: “Are you worried about dementia?”

This approach respects their feelings and encourages openness.

Suggest Support, Not Solutions
Estate planning and long-term care decisions can be complex and emotional. Bringing in a neutral third party, such as a financial advisor, can provide clarity and ease tension.

For example:
Try asking: “Would it be helpful if we met with a financial advisor together?”
Not: “You really should talk to someone about this.”

Offering an invitation rather than a directive increases the likelihood of acceptance.

Discuss Financial Priorities Together
Before jumping into specific plans or policies, it’s helpful to understand what financial goals and priorities matter most to your parents. This can create a shared foundation for the conversation and ensure their wishes guide future decisions. 

For example:

Try asking: “What financial goals or priorities are most important to you right now?”

Not: “Have you saved enough for retirement or emergencies?” 

 

This invites your parents to express their values and concerns openly, fostering collaboration and reducing pressure while helping you align your support with what truly matters to them.

The Role of Financial Planning in Today’s Economy
With rising healthcare costs, fluctuating markets, and evolving regulations, managing your family’s financial future requires thoughtful planning. Accessing trusted financial services in Marlton, NJ, that offer personalized financial planning near you can make all the difference. A comprehensive plan integrates estate planning with investment management and insurance strategies to protect your family’s legacy and provide peace of mind.

At Financial Life Planning, we specialize in helping families navigate these challenges. Our Certified Financial Planner (CFP) brings expertise and empathy to guide you through difficult financial conversations, ensuring you understand your options and feel confident in your decisions.

Bringing It Together
There’s no need for a perfect script—just a thoughtful starting point. Use one of these questions over coffee, during a family visit, or on a quick phone call. The goal is to create a safe environment where ongoing conversations can happen naturally.

When you’re ready to move forward, contact Financial Life Planning for a free consultation. As a Certified Financial Planner, I provide knowledgeable, compassionate support to help you and your family approach these important financial decisions with confidence and clarity.

Because the best plans aren’t made in a crisis—they’re made intentionally, with care and time to focus on what truly matters.

Edward C. Goldstein, CFP®, MBA, President
CERTIFIED FINANCIAL PLANNER ™ Practitioner 
Financial Life Planning, LLC
10,000 Lincoln Dr. East, Suite 201
Marlton, NJ  08053
Phone: 856-988-5480
Fax: 908-292-1040