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ARTICLE·FAMILY·April 2026

Most of us don't ask our parents the things we actually want to know.

It's not that we don't care. It's that there's never quite a right moment. Dinner is loud. The visit is short. Everyone defaults to the easy conversation. And then one day the chance to ask is gone.

These are the questions worth asking while you still can.

Eight to start with

  1. What did you think you were going to do with your life when you were young?
  2. What was the biggest decision you made that changed the direction of everything?
  3. What did your parents get right? What do you wish they'd done differently?
  4. What were you most afraid of when I was born?
  5. What do you regret about how you raised me — if anything?
  6. What's the hardest thing you've ever been through?
  7. What's something you know now that you wish you'd known at 30?
  8. Is there anything you've wanted to say to me that you haven't?

The rest of the conversation is in the app

GoDeeper has a Parents deck built for exactly these conversations — questions about their life before you, becoming a parent, their stories, and what they still want to say.

Download GoDeeper for iPhone →

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GoDeeper has decks built around the same idea — questions that take a conversation past the surface.

Download for iPhone