How to Have the Conversation About the Future with Aging Parents
Starting the dialogue that will make everything else easier
By Trish Tipton · January 18, 2025
One of the most avoided conversations in American families is the one about aging parents' wishes, finances, and long-term plans. We put it off because it's emotionally difficult, because it feels like we're rushing toward an outcome no one wants, and because we don't know how to start. But the families who have this conversation early are dramatically better prepared when transitions become necessary.
The best time to have the conversation is before there's a crisis driving it. A health scare, a fall, or a sudden cognitive change is not the right moment to be discovering that nobody knows where the important documents are or what Mom and Dad actually want. Start the conversation on a calm, ordinary day.
Approach the conversation with curiosity rather than agenda. Ask your parents what they've thought about, what concerns them about the future, and what matters most to them. Listen far more than you speak. Their answers will shape every decision that follows. The goal of the first conversation is not to resolve everything but to open the door and establish that this is a topic your family is willing to discuss openly.
Practical items to address over multiple conversations include: the location of important documents (will, power of attorney, healthcare directive), financial account information, healthcare wishes and preferences, feelings about driving cessation, and preferences about living arrangements. Take notes. Write things down. Even a basic summary document that lives in one accessible place can be enormously valuable in a moment of crisis.

