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comment by _refugee_

You could ask people to tell a story about something that has happened to them recently that is a good representation of their life/an area of their life at the moment. That sounds like a tall order, but it's not, really. Or you could ask "what is something you don't think most people on Hubski know about you?" (I am left-handed, can juggle, and am very good at reading Tarot cards - just off the top of my head!)

I like variations on "what is your current plan/project/goal/etc" because they are open-ended but with varying the noun you can invoke different perspectives/connotations. Like a goal might be different from a plan as different from a project. "What is your current conflict?"