If you could hire one - and only one - person tomorrow, what would their role be and what would they achieve for you?
What does this say about your greatest immediate need?
How could you fulfil this need, by hiring or otherwise?
For teams, ensure everyone is given space to answer from their own perspectives.
What wasn't common knowledge?
Is anything a surprise?
This question isn't necessarily about hiring someone. It's about surfacing, and articulating, immediate needs and risks.
It's remarkable how revealing this question can be. People in teams - even small ones - often don't share these concerns with each other, despite them being completely fundamental to operations.