How to Ask Useful Questions – Josh Kaufman - Deepstash
How to Ask Useful Questions – Josh Kaufman

How to Ask Useful Questions – Josh Kaufman


3.33K reads

How to Ask Useful Questions – Josh Kaufman

Keep reading for FREE

Asking useful questions require practice

Inexperienced questions such as "I'm thinking about [action]. What do you think?" are seldom answered because answering would take too much effort.

This is because naive questions lack the necessary context while failing to respect the recipient's time, energy and attention. Instead, it transfers responsibility for the end result from the questioner to the recipient. If you want helpful answers, it is worthwhile to learn to ask better questions.


807 reads

"I would like to know more about A. I found you via B. Are you the best person to ask regarding A?"

  • Be specific about the information you require.
  • Give context. Reference why you're asking them and how you found their contact information.
  • Asking if the recipient is the best person will save time for both of you.


642 reads

"From our discussion about A, it seems like B is the case. Is that correct?"

  • Include a summary of the topic for context.
  • "It seems like" helps to find clarification without sounding confrontational.
  • "Is that correct" clarifies your position.


585 reads

"I'm trying A. I've tried B and C, and it resulted in D and E. What should I try next?" 

  • Be exact about what you're trying to do. 
  • Include what you've tried, which makes it clear that you are trying to solve your own problems.
  • "What should I try next?" sets the recipient as the expert.


438 reads

"Based on our conversation about X, we decided to do Y. The next step is Z. Agreed? If yes, I'll do it right away."

  • Spell out the decision. 
  • "Agreed?" gives the recipient a chance to voice disagreement.
  • "I'll do it right away" makes it clear that clarification needs to be made right away.


436 reads

"I'm working on A. My priorities are B and C, but I'm not sure it's the best option. If you have a moment, I'd appreciate your thoughts . If you can't, no worries. Thanks."

  • Be precise about what you're trying to do. 
  • Be clear about your priorities.
  • State that you're asking for advice, nor for the recipient to decide for you.
  • Give the recipient an easy out. "If you can't, no worries. Thanks"


429 reads


It's time to
Read like a Pro.

Jump-start your

reading habits

, gather your



remember what you read

and stay ahead of the crowd!

Save time with daily digests

No ads, all content is free

Save ideas & add your own

Get access to the mobile app

2M+ Installs

4.7 App Rating