We can always use open-ended questions for starting
conversations, or as topics for impromptu speeches (like Table Topics at a Toastmasters
club meeting). There is an article by Wendy Rose Gould at VeryWellMind on August
25, 2024 titled 30 Questions to Engage Someone Beyond ‘How Are You?”
With the contractions removed, her thirty questions (for
three categories of familiarity) are:
Someone You Have Just Met
What is your connection to (this event/the host/this
location)?
What do you think about the music/vibe here?
Did you come with anyone, and who are you hoping to meet?
(i.e. business contacts, new friends, etc.)
Have you been here before, and what inspired you to attend?
How did you find yourself here today?
What did you think about (specific part of the event, such
as a speech, performance, or activity)?
What do you usually order/do here?
How did you find out about this (place/event)?
Have you met anyone here that you thought was especially
unique or interesting?
Any big plans for later in the day/tomorrow?
Someone You Already Know
What has been going on since the last time we met up?
Whatever happened with (XYZ thing they brought up last
time)?
Have you experienced anything new that’s impacted who you
are lately?
Anything exciting going on in your life?
Have you learned or discovered anything cool lately?
What are you most excited about in life right now?
Have any new goals or plans you’re working on?
Read/watched anything good since we last met up?
How is (person important to them) doing?
What is a rose (good thing) and a thorn (bad thing)
happening in your life right now?
Someone You Have Known a Long Time
What has been on your mind and heart lately?
How are you really doing? Is there anything I can do to
support you right now?
How have you been doing with (challenge/goal)?
How have you been spending your time, and what have you been
investing your energy into lately?
What are you looking forward to today/this week/this
weekend?
How is it going with (person important to them)?
Is there anything you have wanted to talk about with me
lately?
What was your high and low today?
Any major life or work updates?
Is there anything you would like to share {which] you are
proud of that I can celebrate with you?
The silhouettes image came from here at Openclipart.