One Hundred Questions

What you'll leave behind

A sample page

What did your house feel like when you walked in the door as a kid?

Warm. That's — that's just what I think of. And not just, you know, the heat. We had plenty of that. But it was — it felt warm, if that makes sense. You'd come in through the screen door and Mama had supper going, and she kept the radio on, she always did. Somebody was always in the kitchen. It wasn't anything fancy, I'll tell you that. But you felt safe there. Those old floors creaked, and I mean creaked.

Why this exists

I built One Hundred Questions because, after I lost my mother, I found myself wishing I had asked her so much more.

Small questions kept arriving out of nowhere. Things about her childhood. Her memories. The people she met. The people she missed. The little details of her life I suddenly realized I would never hear in her own words.

So I started building this. The idea is simple. One question at a time. Slowly, in your own words and your own voice.

Maybe a question will bring back a place, a person, a smell, or a moment you thought you had forgotten. Maybe it will give the people who love you a part of you they can keep.

— Brian

How it works

Answer the questions One hundred prompts. Speak, type, or treat it like a gentle interview. There is no rush.
Review your book Your answers become a finished keepsake you can refine. You decide what stays.
Keep it. Share it. Pass it down. A printed book and your voice on a flash drive. To give now, to read later, or to keep until the right moment.

What makes this different

A finite journey with a clear ending.

One hundred questions, then a finished book. Not a subscription that runs forever.

Your voice, in your hands.

Audio recordings on a flash drive in the back of the book — not just QR codes that depend on our servers staying online.

The whole picture, if you want it.

Two editions: a warm life-story keepsake, or a fuller legacy with final wishes and direct messages to the people you love.

Designed for honest reflection.

Every difficult question has a gentler alternative. You decide what's hard, what's skipped, and what stays in the final book.

Questions you might have

Who is this for?: For anyone who wants their people to hear their stories in their own words. It is written for adults who are willing to be honest, tender, and specific about a life lived.
How long does it take?: You can move at your own pace. Some answers come in a few minutes; others deserve a slower day. The point is steadiness, not speed.
How much does it cost?: Pricing will be announced when we open orders. Join the waitlist if you want to hear first.
What happens to my answers?: They belong to you. We treat them as private material: stored carefully, shared only as you choose, and designed so you can export what you need.
How is this different from other life-story products?: Most life-story products are ongoing subscriptions with weekly prompts. One Hundred Questions is finite — answer one hundred questions and you're done with a finished keepsake. We also include final wishes and direct messages to family in the Whole Life Edition, and your voice is preserved on a flash drive in the back of the book, not just linked through QR codes.
Is this a substitute for a will?: No. This is a keepsake of voice and memory, not legal instruction. Estate planning still belongs with an attorney.

Join the waitlist

Leave your email if you would like a quiet note when we open.

Thank you. We'll be in touch.