How do I impress my boss?

[Answered on Quora.com by Blue]

This is something I learned very early in my career. I always feel thankful for my former boss who taught me this lesson.

How to ask questions.

The first day I joined the company, after handing me all my personal devices and necessary office items, he led me to my cubicle and told me to self-study the system and come back to him by the end of the working day with questions. So I did. I brought back my two-page-long questionnaire and handed it to him. He read it, then told me to sit down. “Alright, question one, ‘What does (feature) x do?’”, he read my question out loud, “What do you think it does?”, he asked. I answered him with the thoughts I gathered when I studied the system. “Correct!”, he said, “Now, you see, with the way you first asked the question, if I answered it, it would have taken me five minutes to answer, but if you had asked ‘Does x do this’ including what you’ve learned, it would take me just seconds to answer ‘Correct!’ and I also would know that you actually studied and understood it. When you ask questions that you need answers to, make sure it takes the least time for the person you ask to answer. Yes/No is preferred.”

I took that advice seriously.

Instead of asking ‘What does that mean?’, I ask ‘Does that mean [my understanding]?’. Instead of ‘What should we do in this situation?’, I ask ‘In this situation, I propose the solution as below, do you have any directions or adjustments?’. Instead of ‘What time do you want the meeting to be?’, I ask ‘I checked your calendar, you have three open slots x, y, z; which one do you want to set up the meeting with Mr. A?’

This lesson has been a great help in my work, not just with my bosses, but also with other team members/ clients as well.