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26 questions

Turning Points

The moments that divided their life into before and after.

Most lives turn on a handful of moments — a decision, a birth, a chance encounter, the day everything changed. These questions about turning points help a parent or grandparent find and tell the before-and-after stories that shaped the course of their life.

One good turning-point question can unlock an entire evening of memory. Ask them one at a time and follow where they lead. With Storykept the moment is captured in their own voice, with the feeling intact — not flattened into a date and a fact.

  1. Tell me about a moment when your life took a completely different direction than you expected.

  2. Tell me about one of the biggest decisions you ever had to make.

  3. Describe a single day when you knew, by the end of it, that everything had changed.

  4. Tell me about a time you took a big chance on something.

  5. Tell me about a time you said yes to something that frightened you.

  6. Describe a time you walked away from something everyone expected you to keep.

  7. Take me back to the day you first left home. What did you carry with you?

  8. Tell me about the first day of a job that changed the course of your life.

  9. Tell me about meeting the person who changed your life, and what that first meeting was like.

  10. Describe a moment when someone believed in you and it changed what you thought was possible.

  11. Tell me about a time someone said something to you that you never forgot.

  12. Tell me about a time you moved somewhere new and far from everything you knew.

  13. Describe the high point of your life so far, the moment that stands above the rest.

  14. If you'd like to share, tell me about a low point in your life, a time things felt their hardest.

  15. Tell me about a time you started over after something fell apart.

  16. Tell me about a chance you didn't take, and the moment you decided to let it pass.

  17. Describe a fork in the road where you chose one path, and tell me what the other one might have been.

  18. Tell me about a time you changed your mind about something important.

  19. Tell me about a time you followed your own heart even though others advised against it.

  20. Tell me about the moment you heard a piece of news that changed everything for you.

  21. Describe a moment when you suddenly understood something about yourself you hadn't seen before.

  22. Tell me about a time you took a leap without knowing how it would turn out.

  23. Tell me about the first time something you worked hard for finally came true.

  24. Describe a time you had to let go of a dream and choose a different one.

  25. Tell me about a time you stood up for something, even when it cost you.

  26. Was there a chance encounter that changed the course of your life? Tell me about it.

Want these answered in their own voice — and kept forever?

Storykept guides your family through these questions by voice. No writing, no pressure. Free to start.

Turning Points — Questions to Ask | Storykept