What was the most uncomfortable question you were asked in a job interview?

Updated on : December 8, 2021 by Sean Mason



What was the most uncomfortable question you were asked in a job interview?

I have a pair.

When I was 19 I interviewed for an entry-level office job. One of the questions asked was "Do you have a boyfriend?" I later found out that the reason they asked was because they liked having single co-workers in pairs. Yes, the business owner encouraged office appointments! The strangest place I have ever worked, it lasted 6 months.

Another job interview included this awkward exchange:

Interviewer: "How would you handle scheduling a face-to-face meeting with two high-level executives, but one of them did not have time and refused to rearrange his schedule to meet with the other?"

I: "

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I have a pair.

When I was 19 I interviewed for an entry-level office job. One of the questions asked was "Do you have a boyfriend?" I later found out that the reason they asked was because they liked having single co-workers in pairs. Yes, the business owner encouraged office appointments! The strangest place I have ever worked, it lasted 6 months.

Another job interview included this awkward exchange:

Interviewer: "How would you handle scheduling a face-to-face meeting with two high-level executives, but one of them did not have time and refused to rearrange his schedule to meet with the other?"

Me: "I would suggest a conference call or Skype session if an in-person meeting is not possible."

Interviewer: "They reject Skype or teleconference."

Me: “Um, okay, well, I'd probably find out why the meeting had to be face-to-face. If you include presentations or other materials, you could offer to coordinate them for both parties during a conference call. "

Interviewer: "One executive agrees, the other refuses, what do you do now?"

Me: "At that point, I would probably talk to the executive assistant to see if there was a specific reason they were unwilling or unable to be flexible about this meeting."

Interviewer: "What if the assistant refuses to give you that information?"

UGH - it went on like this for a while, any answer that came to mind was obviously wrong and it seemed like they were giving me a scenario that was a dead end situation. Maybe the interviewer was doing it to see if I was calm? Who knows, but after that I wasn't interested in the job.

In an interview ...

I was being interviewed by a three-person panel.

Or I won't tell you the exact question

But ... one asked me about my personal life ... not about whether I was using drugs or drinking alcohol, but about my personal life behind the closed door of my room.

I refused to answer the question and told them that the interview was over and that the question was inappropriate and none of their business and left.

One of the other people who interviewed me called me later that day and apologized and offered me the job and I turned it down ...

Nobody, except nobody, needs to know what I do behind closed doors and under the covers ...

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