Send someone from your organization to apply for a job at a competitor and have that person ask specific questions.

派遣你组织的成员去申请一份在竞争者的工作，并且让他询问特定问题。

youdao

Ask specific questions about the challenges the person would face in the position, and look for whether he's answering on the fly or has given some thought to the issue ahead of time.

针对他们在应聘岗位上可能面临的挑战，对他们提出一些问题。从他们的回答中，可以观察到他们是临时做出的仓促回答，还是提前已经做到了深思熟虑。

youdao

I suggest you ask him some specific questions about his past.

我建议你问问他有关他的过去的一些具体问题。

《柯林斯英汉双解大词典》

Your audience will give you great, specific feedback if you ask specific questions like these.

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When sending her an e-mail ask specific questions to which you need answers or about challenges you are facing.

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Ask specific questions, and heed the advice.

FORBES: Finding A Mentor