'Why did you choose to wear those shoes today?': 10+ Workers share the hardest interview questions they've ever had to answer

Interviews are never easy, the pressure of bidding for your own dreams and livelihood can cause you to slip up and miss the chance at your dream job—failing a pivotal moment of your career. They can even cause you to become so nervous that you miss a shot at a job that you're well and truly qualified—or even overqualified—for.

Of course, this is the case even when interviews follow a predictable course, asking all the common questions that test for aptitude, probe for personality flaws, and seek to trip candidates up and expose their red flags. Some interviewers follow a more unorthodox approach, using their own methods (or one they derived from a self-help book about management 20 years ago) in order to sniff out candidates they think that they want to work with.

These workers shared the most challenging interview questions they were ever asked, some aced their tests with flying colors while others fell flat on their faces.

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Author image for Brad Dickson Brad Dickson
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