Ask This One Question in Every Job Interview to Get Hired

Rob Cancilla - Career Mentor September 4, 2025
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Ask This One Question in Every Job Interview to Get Hired In this video, I’m giving you my go-to interview question that consistently sets candidates apart: “What is the biggest challenge for anyone coming into this role?” I explain why this lands better than “What does success look like?”, when to ask it for maximum impact (hello, recency effect), and who to ask throughout the process—recruiters, hiring managers, and even potential peers. You’ll learn how this one question reveals the truths you’ll never find in a JD: pace, ambiguity, missing processes, workload, and what will actually make or break you in the first 90 days. I also show you how to follow up with a crisp, 20–30 second story that proves you’ve solved a similar problem before. No fluff—just a practical script to leave a strong final impression: proactive, strategic, and ready to tackle the hard parts of the job. Drop your favorite interview question in the comments; the top-liked one gets a dedicated breakdown from me.

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