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25 Questions to Ask Grandpa

Easy conversation starters for kids to ask Grandpa on the phone, on a video call, or at the dinner table. Pick one or two per call — you don't need all 25 at once.

  1. What did you want to be when you grew up?
  2. What was your first car like?
  3. What was your favorite game or sport as a kid?
  4. Did you ever get in trouble at school? What happened?
  5. What's the weirdest food you ever ate?
  6. What chores did you have when you were my age?
  7. Who taught you to ride a bike?
  8. What's the biggest fish you ever caught (or the best thing you ever built)?
  9. What was your first job, and how much did it pay?
  10. What was my mom or dad like when they were little?
  11. What did you do for fun on Saturdays?
  12. What's the best advice anyone ever gave you?
  13. Would you rather be a dinosaur or a shark? Why?
  14. Can you still do a cartwheel?
  15. What's a joke you know by heart?
  16. What music did you listen to when you were a teenager?
  17. What's the tallest tree you ever climbed?
  18. What's something you fixed all by yourself?
  19. What's your favorite thing about being a grandpa?
  20. If you had a time machine, where would you go?
  21. What's the best trip you ever took?
  22. What's a game you could teach me?
  23. What was your favorite TV show or radio show as a kid?
  24. What's the bravest thing you ever did?
  25. What's one thing you love about me?

Tips for great phone calls with grandkids

  • Keep calls with little ones short — 5 to 10 minutes is plenty.
  • Try the same day and time each week so it becomes a habit.
  • Ask one easy question, then share your own answer. Kids love hearing yours.
  • Let them show you something — a drawing, a toy, a loose tooth.
  • End with something to look forward to: “Next time, tell me about…”

Want pages with their name on them?

We're building Grandparent Post: a colorful packet in the mail each month for your grandchild, with coloring pages printed with their name, a note from you, and a “Call Grandma” card with questions to ask you on the phone. It's launching soon — no card needed to reserve a spot.

Reserve your spot