CROSSTALK · FREE CONVERSATION QUESTIONS
A little curiosity can open a lifetime of stories.
Start with Warm Up and see where the conversation takes you. Ask one question, listen to the answer, and ask it back. Anyone can pass at any time. There is no rush to go deeper.
Warm Up
- What was your favorite thing to do on a Saturday when you were a kid?
- What did a night out look like when you were young?
- What was the first song you remember loving?
- What did your childhood home smell like?
- What is something that cost almost nothing when you were young?
- What games did you play as a kid?
- What was your favorite food growing up, and who made it?
- What was school like for you?
- What was the first big thing you ever bought for yourself?
- What did you and your friends do for fun as teenagers?
Get Real
- How did you meet the people who mattered most to you?
- What was your first job, and what did it teach you?
- Who was the person you looked up to most growing up?
- What is the bravest thing you ever did?
- What is a family recipe or tradition, and where did it come from?
- What was one of the biggest days of your life like?
- What was it like when you first became a parent or grandparent?
- What is a piece of history you lived through that we only read about?
- Who was your best friend growing up, and what were they like?
- What did your parents teach you that you still believe?
Go Deep
- What was the hardest time in your life, and how did you get through it?
- What do you know now that you wish you had known at my age?
- Is there anything you regret not doing?
- What are you most proud of?
- What do you want people to remember about you?
- What is something you never got to say to someone who is gone?
- How has your idea of love changed over your life?
- What do you hope I carry forward from you?
- What brings you the most peace now?
- What is one thing you want me to always remember?
Found a question you want to ask someone? Send them this page.