What was a difficult situation you faced recently?
What was a situation that didn’t go as you expected?
What was a big change in your life in the last few years?
What was something that made you feel proud recently?
What was something you stopped doing? Why?
What was one important decision you made last year?
When was the last time you tried something new?
What did you learn from a mistake you made?
What was one of the best experiences you had in the past 5 years?