Who are you asking questions for?
Oct 16, 2026
I've noticed something about discovery conversations
We tend to assume the customer has the answers
We just need to ask the right questions to get them
Which sounds reasonable
But what if they haven't quite worked things out themselves?
They know something isn't right
There's a problem
Perhaps a requirement
Maybe even a solution they've already decided they need
But they haven't necessarily connected all the dots
- What's causing it?
- What else is affected?
- How important is it?
- What happens if nothing changes?
Sometimes asking those questions helps the customer understand their own situation a little better
I find that quite interesting
Because it changes what we're trying to achieve through discovery
We're not simply collecting information so we can put together a proposal
We're helping the customer make sense of things
I've started describing this as 'Deliberate Discovery'
And The VALUE Framework gives us a useful structure for it.
🔸 Validate = right opportunities
Establish whether there's genuinely something worth addressing
🔸 Align = right research
What should we understand about their situation before we start asking?
🔸 Leverage = right conversations
Are our questions creating clarity for the customer as well as information for us?
🔸 Underpin = right solutions
Have we understood enough together to know what a sensible solution might look like?
🔸 Evolve = right outcomes
Are we continuing to explore whether the original problem is actually being resolved?
Of course questioning skills matter
Listening matters
Technical expertise matters
But perhaps the real skill is recognising when the customer is still working something out
And being comfortable working it out with them
I've always liked that moment when a customer says:
"Aaaah... I get it."
Particularly when they haven't been shown a product
They've just understood their problem a little better
That's a pretty good sales conversation in my book
(Well all my books)
How deliberate are you in having these?
Are you ready to increase your sales?
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