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Otherside LifePrepare to Die WellApril 23, 2026
Prepare to Die Well

How to Talk to Your Family About Death Planning (Without It Being Awful)

Talking to your family about death planning is one of the most important conversations you'll ever have — and one most families never get around to. Here's how to actually start it.

By Victoria Holmes

How to Talk to Your Family About Death Planning (Without It Being Awful)
April 23, 20261 min read
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Talking to your family about death planning is one of the most important conversations you'll ever have — and one most families never get around to. Here's how to actually start it.

Why These Conversations Are Hard

Death planning conversations touch our deepest fears: mortality, loss, loss of control, and family conflict. They also require confronting the reality that we will die — and that people we love will die. It's no surprise most families avoid them.

Choosing the Right Time and Place

Avoid high-stress moments (holidays, illness scares). A calm, non-rushed setting works best — a long car ride, a regular family meal, or a scheduled conversation. Framing it as a practical gift rather than a morbid topic helps.

Conversation Starters That Work

  • "I've been thinking about getting my will sorted out and wanted to talk to you about it."
  • "I read about what happens when someone dies without a plan and I want to make sure we're not in that situation."
  • "I want to make sure you know where everything is, just in case."
  • "Have you ever thought about what you'd want if something happened to you?"

Some people are resistant — either because they fear facing mortality, or because they worry the conversation implies you're planning for something specific. Reassure them: planning ahead is not the same as expecting to die soon. It's the same logic as car insurance.

What to Cover

  • Location of important documents (will, advance directive, insurance)
  • Name of executor and their contact information
  • Funeral and burial preferences
  • Access to digital accounts
  • Financial account overview

About the practitioner

Victoria Holmes

Victoria Holmes

Birth & Death Doula

15 years at the beginning and end of life. She will sit bedside with the dying, be with your family in the room, and stay when everyone else goes home.

Victoria’s practitioner profile

Otherside Life coordinates; care is provided by the practitioner. Coordination only. Not legal, tax, financial, medical advice or funeral services.