There are some questions where if you get the person to take them seriously you may pop whatever bubble they're living in that helps them get through the day.
One place, I was not doing so great. I was participating in the interview process, mostly trying to make sure our candidates were better than our status quo, so new people would make my life better. This one kid asks, "what do you like about working here?" and I froze. I didn't have an answer. Luckily there were three of us, and I had time to come up with a half-assed answer that didn't consist of "Run!"
Shortly after that I decided to leave, and just making that decision let me make it to the next bonus payout, which was something on the order of 10% of salary after taxes (so ~8 weeks?), plus a few more options vesting. And then I was out the door, along with about 1/5th of the engineering department. It's like people forget there's a door until someone else goes through it. Afterward, the members of the exodus sat around over beers to celebrate the check clearing. Someone (possibly me) asked if sticking around for the bonus was worth it. Almost all of us said no.