Immediately ask better questions, forever

Do you want to get more out of your questions?

That question is poorly phrased. It evokes an answer, rather than information, thinking, and connection.

Here are several versions of the same thing, any of which would’ve been better:

  • How badly do you want to get more out of your questions?
  • What would it mean for you if your questions were more like meaningful prompts for information?
  • How well do you ask questions?

The basic trick to better questioning: change yes/no questions to scaled questions, where there’s a range of answer. You can do this on the fly quite easily.

  • Would you pay for this? –> How much would you pay for this?
  • Do you disagree? –> How strongly do you disagree?
  • Do you want to be healthier? –> How important is being healthier to you?

All of these prompt more meaningful, thoughtful answers that give you real information.

Use “Do you X?” when you’re in a hurry, but not for digging into a matter.

Use “how much,” “how likely,” “how often,” “what would it be like,” and so on when you want to truly understand, and create enough of an answer to ask your next question!

How helpful was that?


More Posts

Make Startup Bets *Quickly*

Imagine you’re at a roulette table with 100 chips. You’ve heard of this happening before but never imagined it would happen to you… the dealer

Focus on outcomes

Another post for “emergent tech professionals” on this list. Executives often express inputs as their desire. Inputs like “make an app,” or “do this,” and

Scroll to Top