As a recruiting expert, I tell job seekers to always ask this one question during a job interview. It's helped me land roles at Harvard Business School, PwC, and Facebook.


Facing the window.

Rob Cancilla’s go-to interview question has gotten him roles at Harvard Business School and Facebook. This question presents the candidate as someone who envisions themself in the role. It’s a question that also has a proven track record in getting candidates their dream job. See more stories on Insider’s business page.

As an executive recruiter and career coach, I’ve prepped thousands of job seekers on interview preparation, and I believe I’ve found the single best question you can ask in almost any interview.

A crucial part of any interview preparation is developing questions to ask the interviewer. The questions you ask in the interview can be instrumental in your ability to move forward in the interview process and ultimately receive an offer.

You should always develop a handful of custom questions to ask specifically about the company, the role, and the interviewer, but there is one single question I always recommend asking:

“What is the biggest challenge for anyone coming into this role?”

I’ve recommended countless job seekers ask this question and it yields consistent success. I’ve also personally used this question for over 15 years, and it’s helped me land roles at Harvard Business School, PwC, and Facebook.

In almost every interview where I’ve used this question, the interviewer’s response is, “That’s a great question.”

This an excellent question for three reasons:

1. You will stand out

This is not a common question you’ll find on Top Interview Questions lists… at least not yet.

Hiring managers and recruiters are consistently drummed with the same questions from job seekers. Utilizing the same interview questions as everyone else limits your ability to stand out and be memorable.

2. You highlight that you are ready to take on a challenge

A common interview question found on blogs and articles is, “What does success look like for this role?”

At its core, it’s not a bad question, but it’s an overused question that every hiring