As we gather around the table this holiday season reflecting on past family memories and enjoying togetherness, there is another conversation that can bring peace of mind and long-term comfort- Talking about legal wishes and medical planning. While it might seem like an odd or uncomfortable topic, the holidays can be the perfect time to open up a meaningful discussion between generations about Wills, Power of Attorney, Executor of Estates, and Healthcare directives. These are not just legal matters-they are acts of love, preparation and clarity.

Questions Kids should ask Their Parents

1. Do you have a will or trust in place?

   • If not, would you like help getting started?

   • If yes, where is it stored, and who should I contact if needed?

2. Have you named someone for power of attorney?

   • Who is your financial and medical power of attorney?

   • Have you updated those documents recently?

3. What are your wishes for medical care if you can't speak for yourself?

   • Have you filled out an advance directive or living will?

   • Do you have strong preferences about life-sustaining treatments?

4. What kind of funeral or memorial would you want?

   • Burial or cremation?

   • Religious or personal preferences?

5. Are there any accounts, documents, or passwords I should know about?

   • Is there a secure place where you keep important records?

6. Is there anything you'd like me to know that you haven’t shared before?

   • Stories, values, or life lessons you want passed on?

Questions Parents should ask Their Adult Children

1. Do you have a basic estate plan in place?

   • Even younger adults need a simple will or beneficiary designations.

2. Who would you want to make decisions for you if you were in an accident?

   • Have you considered a healthcare directive or power of attorney?

3. Do you have any preferences for medical treatment in emergencies?

   • Many people don’t realize these documents are important at any age.

4. If you have kids, who is their legal guardian if something happened to you?

   • Is that written down and legally documented?

5. Is there anything you’d like to ask or know about our family planning or finances?

   • Opening the door to reciprocal communication builds trust and transparency.

Tips for Having the Conversation

1. Pick the right moment – Don’t start the conversation during a heated board game or while carving the turkey. Find a calm, respectful time.

2. Be honest but gentle – These topics can feel heavy, especially if a loved one is aging or ill. Kindness goes a long way.

3. Frame it as caring, not prying – “I want to make sure I can honor your wishes if something ever happens” is a good way to open the door.

4. Don’t try to do it all in one sitting – If this is the first time you're broaching the topic, just getting the conversation started is a win.

Talking about end-of-life planning isn’t morbid—it’s an act of care and responsibility. When families take the time to talk openly about wills, powers of attorney, and medical directives, they’re giving one another the gift of clarity, comfort, and confidence for the future.

This holiday season, consider making space for these essential conversations. You might just find that peace of mind is the most meaningful gift of all.