Work and school: 16 questions for someone you just met

How someone fills their days, and what they'd rather be doing instead, says a lot about them. These lean toward interests and plans, not job titles, so they fit a college freshman as well as someone twenty years into a career.

As a kid, what job did you swear you'd have?
What are you learning right now, just for you?
If money didn't matter, what job would you pick?
What's the best career advice anyone ever gave you?
Got a side hustle or project going?
What's something useful you learned that no class ever taught you?
Describe a really solid day at your job or in class.
What was your first job, and what did it teach you?
Which class surprised you by being way better than expected?
Who would you want as a mentor, if you could pick anyone?
Which mess-up taught you the most?
How do you unwind after a rough day?
What could you give a 20-minute talk on with zero prep?
What job would you try for just one year?
Tell me about a group you worked with that just clicked.
Where do you hope life has taken you by 2031?

Ready to use these? momos matches adults for free 1-on-1 video calls, and every call has prompt cards built in.

Start a video chat

Good moments to ask

With students and people just starting out.
When you'd like a second opinion or a new angle on something.
When your match mentions a long day.

Mistakes to skip

Bringing up pay, or asking for anything that would reveal where they work or study.
Treating it like networking. It's a chat, not a pitch.