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Gently, and on your own terms

A calm end-of-life planning checklist for yourself

Not a grim exercise — a generous one. A gentle way to record your wishes, prepare a few documents, and spare the people you love from guessing at the hardest time.

Educational resources, sincerely made · The Boomer Guide

Why doing this for yourself is a kindness

Planning ahead isn’t about expecting anything to happen soon. It’s about making sure that whenever the time comes — years from now — your family already knows what you wanted, where everything is, and who you trusted to help. The families who struggle most are not the ones who lost someone; they’re the ones left guessing, sometimes disagreeing, with no note to point the way.

You can do this calmly, a little at a time, while everything is still your decision to make. That’s the whole point.

The checklist, in plain terms

Your medical wishes

Record an advance directive or living will — your preferences about the kind of care you’d want in a serious situation — and name a medical decision-maker who can speak for you if you can’t. This is the part that most directly guides your doctors and protects your family from impossible choices.

Your decision-makers

Name, in writing, who handles health decisions and who handles money decisions if you’re unable to. They’re often different people with different strengths, and naming them now prevents confusion and conflict later.

Your documents and where they live

Note where your will, directives, powers of attorney, insurance policies, and ID are kept. Knowing the location is half the work — a document no one can find can’t do its job.

Your accounts and obligations

List your financial accounts, insurance, regular bills, and any digital accounts, so the person helping isn’t piecing it together from the mail. A simple inventory saves weeks of effort.

Your personal wishes

The parts only you can answer: preferences for services or celebrations, what you’d like done with belongings that carry meaning, the people who should be told, and any words you’d like to leave behind. These are the things families treasure most — and most often wish they’d had.

Go at your own pace. No one does all of this in an afternoon, and you shouldn’t try. Pick one section, finish it, and set the rest down for another day. Progress, not pressure.

The conversation that brings peace

You don’t have to share everything, and you don’t have to make it heavy. Often the gentlest opening is simply: “I’ve written down a few of my wishes so none of you ever have to wonder — let me show one of you where it’s kept.” That single sentence lifts a weight your family may not even realize they’re carrying.

What to hold onto

A gentle guide to work through

The Caregiver’s Guide to End-of-Life Decisions and the guide for Baby Boomers walk through each of these, gently, with fill-in pages you can complete at your own pace.

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Common questions

What should be on an end-of-life planning checklist?

The core items are your advance directive and medical wishes, who you’ve named to make decisions, where your will and key documents are kept, your account and insurance information, and your personal preferences for care, services, and belongings. The goal is to record what matters to you so your family isn’t left guessing.

Is end-of-life planning only for people who are ill?

No. The best time to plan is while you are well and able to think calmly and clearly. Planning ahead is an act of care for your family, not a sign that anything is wrong — it simply means your wishes are known and your loved ones are spared difficult guesswork later.

How do I talk to my family about my end-of-life wishes?

Start gently and start small. You might say you’ve written down a few wishes so no one has to wonder, and offer to walk one person through where things are kept. You don’t have to cover everything in one conversation; what matters is that your wishes are recorded and findable.

What is the difference between a will and an advance directive?

A will directs what happens to your belongings and estate after death. An advance directive records your wishes about medical care while you are alive but unable to speak for yourself. Most complete plans include both, along with powers of attorney for health and finances.

Keep reading

How to get your affairs in order The documents to leave for your family — and where to keep them How to organize your passwords and digital accounts for your family