What do you spend too much time doing?

People, even shy people, love to talk about themselves. Here's a question that may help you open someone up:

What do you spend too much time doing?

Make notes about how people react to the question as well as what their answer is. Good luck!

What can you do that you could not do a year ago?

A good question can lead to a lot of learning. Here's one for you:

What can you do that you could not do a year ago?

Make notes about how people react to the question as well as what their answer is. Good luck!

What is something new you tried recently and loved?

There are lots of things that you don't know about people. Here's a question that may help you learn more about someone:
What is something new you tried recently and loved?

Hopefully this will spur some good conversations for you. Good luck!

What was your childhood dream?

Asking questions shows that you're interested in others. Here's one you might find useful:

What was your childhood dream?

Remember, the point is to learn more about the person and gain new insights as well as experience. Enjoy!

What challenge do you want to overcome?

There are lots of things that you don't know about people. Here's a question that may help you learn more about someone:
What challenge do you want to overcome?

Hopefully this will spur some good conversations for you. Good luck!