
The best sales discovery calls are built on curiosity, not control. Learn five questions that help you connect, understand, and truly partner with clients.
In the past few months, I’ve been on the other side of many pitches — as the potential buyer.
Some calls brought clarity and even excitement. Others left me wondering, “Why are we even talking?”
That experience reminded me of what I used to teach my own sales teams: stop chasing the deal and start understanding what makes the deal happen. Because sales conversations that begin with empathy and curiosity always go further than those that start with scripts and checklists.
Most salespeople are taught to “qualify” prospects as quickly as possible. They ask about budget, decision makers, and timelines within the first few minutes.
But those aren’t discovery questions. They’re control questions. They help you decide if the client is worth your time — not help them explore what they really need.
And buyers can feel that.
When discovery becomes a data collection exercise, trust disappears. The conversation becomes transactional. But when discovery is driven by genuine curiosity, something changes. The client opens up. You uncover priorities, motivations, and risks that no form or CRM field could ever capture.
Here are a few patterns that hold salespeople back:
Focusing on qualification over understanding. The goal becomes to “get to yes or no” rather than to create clarity on both sides.
Asking scripted questions. When questions sound rehearsed, clients respond with rehearsed answers. Real insight gets lost.
Jumping too quickly to solutions. Many reps try to prove value before they’ve earned the right to advise.
Assuming all buyers think the same way. In complex deals, there are multiple stakeholders with different priorities — and discovery must reflect that.
Avoiding tough questions. The best conversations go beyond comfort zones. They explore what’s at risk if nothing changes.
Here are five powerful questions that helped my teams shift from pitching to partnering:
“What’s changed recently that made you reach out now?” This question uncovers urgency without pressure. It helps you understand the trigger event that brought the issue to the surface.
“I’m guessing this isn’t the first time you’ve explored this — what’s worked or not worked before?” It shows respect for the client’s experience and helps you avoid assumptions. You learn from their history before suggesting new paths.
“Who else is thinking about this with you, and what matters most to them?” This question maps influence naturally. It shows interest in the broader context, not just the hierarchy.
“If this stays the same for three more months, what happens?” It brings out the cost of inaction in the client’s own words. That’s far more powerful than any ROI slide.
“What would success look like for you?” Every client defines success differently. Anchoring the conversation in their language ensures alignment from the start.
These questions are simple but transformative. They invite reflection, not reaction. They show that your goal is not just to sell — but to understand.
Lead with empathy, not agendas. Curiosity earns more insight than pressure ever will.
Listen longer than you talk. The longer the client speaks, the more valuable the information becomes.
Clarify before you qualify. Understanding should come first; qualification will follow naturally.
Co-create the problem. Help clients articulate what they’re truly trying to solve — that’s where partnership begins.
Anchor value in their world. Speak their language, mirror their priorities, and frame success in their terms.
The best discovery calls don’t feel like vetting. They feel like collaborating.
When you shift from qualifying to understanding, you build more than a pipeline. You build trust — and that’s what closes deals consistently.
So, next time you start a discovery call, pause before your first question. Ask yourself, “Am I here to qualify, or to understand?”
That answer will shape the entire conversation.
Focus less on control and more on curiosity. Ask open questions that explore change, context, and impact rather than just budget and authority.
They treat every call as a partnership, not a pitch. They listen to learn, not to respond.
Start by understanding the client’s strategic goals. When your solution supports those outcomes, your process naturally aligns with their priorities.

Executive Coach | Founder, The Growth Coach Hong Kong
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