Art of Message

Art of Message – June 13, 2023

The shortcut to powerful messaging

.. is asking each other the right questions.

I have a worked on a list of questions over the years. At times they were informal and half-remembered, at times they were in a notepad, or Google Forms (bleh).

Maybe 100 questions have cycled through. Most are transactional or straightforward but some rise to the level of “strategy trigger questions”.

For example:

  • What do you know about your customers that hardly anybody else knows?
  • How do you think things should be done differently in your area?
  • What do you and your customers both agree on about your industry or market?

By now these questions and I are on close terms. Sometimes they even come out in casual conversation.. ” what do you know about your dog that no one else does?”

But ultimately, questions like these are one-trick ponies and not worth as much as the art of question-asking.

By themselves such questions get you maybe one small volley of insight. They’re “starter” questions because they’re only really valuable if they ignite an exchange. Like kindling vs logs.

The exchange affords the chance to ask a better question, one that is personalized specifically to what someone has just said.

Asin in the 5 Whys approach, which works pretty well, albeit moreso with simplistic problem discovery:

  • What’s the problem?
  • I can’t find a good designer?
  • Why can’t you find a good designer?
  • Because..


It’s not unlike Gestalt Therapy; focus on what surfaces.

Holding that focus and asking the right follow-up questions is where the value is: if you do it well, you can find excellent messages to put on your website.

The message above comes from…
[convertkit form=5118201]

Art of Message archive