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How to Discuss Estate Planning During the Holidays

  • Writer: Plan Wise Legal
    Plan Wise Legal
  • Oct 21
  • 5 min read

The holiday season brings families together, creating an atmosphere filled with warmth, laughter, and connection. It is also a prime time to address crucial topics that often linger in the background—like estate planning. Whether you are considering your own situation or looking to discuss your parents’ plans, the holidays can offer a comfortable setting for these important conversations. Here are some effective strategies to navigate this sensitive subject with care and respect.


Eye-level view of a cozy family gathering around a dining table filled with food
A warm family gathering during the holidays

Understanding the Importance of Estate Planning


Estate planning goes beyond just distributing assets at your death; it involves critical decisions for you during your life in addition to those decisions that shape your family's future. Common steps include creating a will, setting up trusts, assigning powers of attorney (POA), and discussing healthcare directives. An interesting statistic shows that about 60% of Americans do not have a will, which can lead to confusion and disputes later. When parents openly communicate their estate plans to their adult children, it minimizes misunderstandings, gives time to address potential conflicts, and allows the parents to communicate their reasoning.


Meanwhile, adult children should pay attention to changes in their parents’ health, as health concerns can lead to adjustments in their estate planning needs. For example, if there was a recent health scare or your parents are having a harder time getting around, discussing who will act as POA can help clarify responsibilities and reduce stress during critical moments.


Timing is Everything- Let's Discuss Estate Planning


The holiday season provides a unique opportunity for these discussions. Family members generally feel more reflective, relaxed and open during gatherings, making it easier to tackle sensitive topics. However, it is essential to approach the subject thoughtfully.


What is the best way to discuss estate planning during the holidays? Some initiations may feel organic and occur naturally. For instance, bringing up a cherished family recipe may lead naturally to the topic of who will inherit cherished family heirlooms. Another initiator may be sharing what your in-laws or family friends are going through or how they have handled their planning, or if a family member passed away in the last year, you can ask how their kids and everyone are doing. These discussions are common and often happen regardless but can be a good opportunity to reflect on planning.


How to Approach the Topic


When approaching estate planning, sensitivity to your parents' feelings is crucial. Many parents don't want to be a burden to their children, are uncomfortable with the change in family dynamics that relying on their children may create, and many are afraid that admitting their struggles may lead to an overreaction that costs them their independence. It can be helpful to remind them that their delay is more likely to push the tough decisions onto the children who will be going through a stressful situation and who will be nervous they "do the wrong thing". Also, in larger families, you can have too many cooks in the kitchen, and an effective plan often creates an order of responsibilities.


As the child, it is essential to frame the conversation around care and concern. For example, say something like, “I want to ensure you have everything in place so that you can continue living comfortably.” This approach emphasizes your desire to support their well-being rather than focusing on inheritances. Also, everyone should understand it is what the parents want to do, not what the children want to do. Nobody should be bound by any plan that was discussed, these things change over time and what makes sense today may not make sense tomorrow.


The Definition of Fairness


Discussions about what is fair regarding estate planning can become complex. Each family member may perceive fairness differently, and it's important to acknowledge that it doesn't always mean equal distribution.


For instance, a parent might decide to leave the family home to one child who has taken on a larger caretaking role, while providing financial support to others. It's vital to respect their decisions, even if they do not align with personal views. Open discussions can help clarify intentions and alleviate feelings of resentment. Additionally, the children need to be prepared to remind their own spouses that fair will be determined by the parents alone.


Respecting Independence


Many parents value their independence and may feel uneasy discussing estate planning. It’s essential to let them lead the conversation about their goals and preferences. Instead of pushing for specific outcomes, work to understand their visions for the future.


Encourage your parents to share their thoughts and feelings about their plans. This not only shows respect for their autonomy but also opens the door for a more candid dialogue about their needs and desires. You are there to listen and give feedback as it is requested. Often time they will ask your opinion, but understand they may not heed your advice.


Planning Ahead


While the holidays can be a great time to start discussions about estate planning, creating and executing a plan requires more focused attention. Before family gatherings, adult children should reflect on their own needs, and if they have done their own planning, it can be a great discussion opener to share your experience, or get your parents' thoughts on your situation.


Additionally, if there are multiple siblings, it might be a good idea to have a quick discussion ahead of time to share any concerns. This way everyone can share their thoughts without hurting their parents' feelings, and share the tasks that each person currently does for their parents to get an idea of how much help your parents are receiving.


This preparation allows you to present a thoughtful plan that addresses your parents’ needs while factoring in family dynamics. It can also help minimize conflicts and ensure everyone feels acknowledged during discussions.


Navigating Uncomfortable Conversations


Discussions about estate planning can be challenging. Different feelings and opinions surface, so it’s crucial to approach these conversations with an open mind. Encourage everyone to express their thoughts honestly, which can be difficult but essential for understanding one another's wishes.


Studies show that families who engage in open discussions about estate planning are less likely to experience conflicts later on. A little discomfort during these conversations can lead to deeper family bonds and clarity in understanding shared goals.


The Role of In-Laws


When discussing estate planning, it's generally best to keep in-laws out of the conversation unless they have a direct involvement in the family plan. This helps prevent too many voices in the room and allows immediate family to remain the focus.


Keeping the discussion to the core family unit fosters a more open environment, encouraging honest exchanges without the added pressure of in-law dynamics complicating the situation.


Final Thoughts on Family Discussions


Navigating family discussions about estate planning during the holidays might seem daunting, but it can also be a chance for growth and understanding. By approaching this topic with sensitivity and respect, families can strengthen communication and ensure that everyone’s needs are considered.


Remember, the goal is not to establish a finalized plan right away but to share thoughts and feelings about the future. With careful preparation and a willingness to listen, families can turn potentially uncomfortable discussions into meaningful conversations that enhance their relationships. Often these discussions encourage the parents to take the initiative to meet with an attorney to get their estate plan completed. First, because they have momentum and understand how it can help everyone, and second it avoids having to have the talk again next year.


As you gather with loved ones this holiday season, consider taking a moment to discuss estate planning. Although it may not be a festive topic, it can pave the way for peace of mind for everyone involved.

 
 
 

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