Conversation Guide Examples

Ideas to inspire your family’s legacy interview

No two interviews are the same—because no two lives are the same. At Remember the Time, we co-create a custom conversation guide with you based on the stories and values you want to preserve. Below are example topics and sample questions to help you start thinking about what you might want to include.

Early Life & Childhood

  • What are your earliest memories?

  • What did your childhood home look like?

  • Who were the most important people in your early years?

  • What was your favorite game, toy, or tradition growing up?

  • What did you love and hate about your childhood?

  • What were you like in high school? In University?

Family & Traditions

  • What values were passed down in your family?

  • What do you remember about holidays or family meals?

  • What family traditions do you still carry with you?

  • Who in your family did you feel most attached to and why?

  • What advice that your parents gave you has stuck with you?

  • When you think about your father/mother, what do you remember most?

  • What was your relationship like with your grandparents?

Work, Purpose & Milestones

  • What was your first job, and how did it shape you?

  • What work made you proud?

  • What did a "good day's work" look like for you?

  • If you could've done something different career-wise, what would it be?

  • What's your favorite job you ever had?

Love, Friendship & Relationships

  • Who was the first person you fell in love with?

  • How many times have you been in love?

  • What was your wedding(s) like?

  • What are your thoughts on making relationships work?

  • What have your most significant relationships taught you?

  • Is there anything you wish you had done differently in your love life?

Highs, Lows & Turning Points

  • What were some of the happiest times of your life?

  • What were some of the most difficult times of your life?

  • What helps you overcome challenges or tough seasons?

  • What is one of the hardest choices you've ever had to make?

  • When in your life have you felt most alive? Most yourself?

Parenting & Family Reflections

  • What did you love and hate about being a parent?

  • What is one of your favorite memories or stories about me?

  • In what ways do you hope I turn out like you? Or not like you?

  • What was one of your proudest moments as a parent?

Personality, Preferences & Passions

  • Name 5 books that changed or impacted you greatly.

  • Name a movie that made you cry.

  • What is a song that always makes you want to dance?

  • If you could have any meal before you died, what would you eat?

  • What is the most beautiful place you've ever been to?

Reflections, Regrets & Resilience

  • What keeps you awake at night?

  • Are there any cultural/historical events that really impacted or shaped you?

  • How would you describe yourself politically?

  • What do you think of the world we live in right now?

  • Is there anything you regret not doing or learning?

  • What is something you're proud of yourself for?

  • What is something you wish you hadn't worried so much about?

  • Are there things you have been ‘scared’ of in your life? Have they changed?

Aging, Beliefs & Inner Life

  • What has been the best and worst parts about getting older?

  • If you could go back and live one year of your life over, which one?

  • What makes you feel at peace?

  • How would you describe your spiritual beliefs?

Optional Focus Areas

We also welcome deeper exploration into:

  • Immigration & cultural identity

  • Military or service experiences

  • Grief and resilience

  • Faith, spirituality, or worldview

  • Parenting and generational change

Your story guide is entirely yours. We’re here to help shape the questions so your story flows naturally—with space for humor, honesty, and everything in between.

Want help preparing your guide? Let’s build it together.