Ask the questions you’ll one day wish you had.

One Hundred Questions helps you preserve the stories, memories, voice, and wishes your family may one day treasure — in a keepsake book and voice archive.

Why This Exists

I created One Hundred Questions for one simple reason: after I lost my mother, I found myself wishing I had asked her so much more.

Small questions would come to me out of nowhere. Things about her childhood. Her memories. Her fears. Her happiest days. The people she missed. The little details of her life that I suddenly realized I would never get to hear in her own words.

Those questions will never be answered for me.

One Hundred Questions was created to help other families avoid that same silence.

The idea is simple: answer one meaningful question at a time, and slowly build a record of your life — the little things, the big things, the stories your loved ones may not know to ask about until one day they wish they had.

Maybe a question will remind you of something you haven’t thought about in years. Maybe it will bring back a place, a person, a smell, a song, a lesson, or a moment you thought you had forgotten. Maybe it will give your children, grandchildren, spouse, or family a part of you they can keep.

This is not about writing a perfect memoir. It is about leaving behind your voice, your memories, your stories, and the answers people who love you may one day treasure.

I hope this helps you.

— Brian

A life story should feel like a conversation, not homework.

Some story services send weekly prompts and hope your loved one keeps up. One Hundred Questions is different. There is no year-long deadline, no weekly guilt, and no pressure to write a perfect memoir. Answer privately, record your voice, or sit with someone you love and turn the questions into a real conversation.

Three Ways to Answer

Answer on your own

Move through the questions privately, at your own pace.

Record your voice

Some stories mean more when your family can hear your pause, your laugh, your accent, and the way you say their name.

Answer together

Use Interview Mode so a child, grandchild, spouse, or friend can ask the questions aloud while the app records the conversation.

Interview Mode rolls out gradually. Contact us if you would like early access.

How It Works

  1. Choose your edition. Story Edition or Whole Life Edition.
  2. Answer 100 guided questions. Record, type, or answer together.
  3. Review and edit. Choose what belongs in your book, your voice archive, or your private notes.
  4. Create your keepsake. Download your archive, create a printed book, or order the Complete Heirloom Set.

Two Editions

Story Edition

For birthdays, holidays, anniversaries, and family keepsakes.

100 life-story questions about childhood, love, family, work, food, places, traditions, memories, and the little things that made life yours.

Whole Life Edition

For people who want to leave the full picture.

100 questions covering life stories, values, final wishes, practical guidance, and messages for loved ones.

A book they can hold. A voice they can hear.

Many digital memories depend on links staying online. One Hundred Questions is designed so your family can also own the archive directly. Receive a downloadable archive of recordings, transcripts, photos, and book files — with an optional physical USB in the Complete Heirloom Set.

Pricing & Keepsakes

Free Preview

$0

Try the first 10 questions. Preview your answers.

Digital Starter

$19.99

All 100 questions. Type or record your answers. Download a simple PDF and a basic digital archive of your stories — digital files only (no printed book, no USB, no presentation box). No promise of bespoke layout or tracked shipping unless you upgrade.

Printed Book

$99–$119

Your 100 questions printed in a beautiful hardcover book. Includes digital PDF and basic archive download.

Complete Heirloom Set

$199–$249

The premium physical keepsake: printed hardcover book, presentation box, and branded USB drive preserving your actual voice recordings. Includes Practical Wishes Appendix for Whole Life Edition.

Nothing goes into your final book unless you approve it.

We run no ads, you can export your data at any time, and sensitive answers can be excluded from printing. You are always in control of your story.

Whole Life Edition notice.

These answers are meant to guide your family. They are not a substitute for a will, advance directive, medical power of attorney, beneficiary designation, or other legal document. Please do not include passwords, full account numbers, Social Security numbers, private keys, or anything that could put your identity or accounts at risk.

Start with one question.

You do not have to write a perfect memoir. Just answer the first question. The rest can come one story at a time.

Start answering free

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