Immediately ask better questions, forever
15 Apr, 2020

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?

Share with your network:

More to explore

Turning molehills into mountains

When someone in another department brings you an issue it’s best to: Resolve the issue, of course. And be the one to search for whether that issue is systemic or a one-off. And communicate back to those affected the results of your finding.And create a project...

read more

Let’s renegotiate

Many people fear that word “negotiate.” Because it means “someone trying to take something from me and me trying to keep that from happening.” That’s not negotiation! Negotiation is more like two people finding value by exploring the said...

read more

Will this work? For which clients…

I just helped someone with a huge barrage of pricing questions. Here’s what I found the answers kept boiling down to: When you lock in on a pricing strategy you lock in on a client type. Is your product or service perfect for the discount-hunter, the...

read more


Family tech, neuroscience, communication, product management, growth

A synthesizer of neuroscience, classical rhetoric, philosophy, 5,000+ hours at whiteboards, high stakes presentations, Fortune 10 consulting, and startup growth.

Copyright © 2020 Isaiah McPeak