When a prospect describes an operational pain, present two common, high-impact business consequences you've seen elsewhere. This frames the problem in executive terms and guides them toward revealing a more significant issue, rather than hoping they connect the dots themselves.

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Prospects often describe wants (e.g., "a more efficient system"), which are not true problems. Asking about the motivation behind their desire forces them to articulate the underlying pain that actually drives a purchase decision.

Salespeople often rush to present a solution after hearing a surface-level problem, which leads to ghosting. Asking simple, open-ended follow-ups like "Interesting, tell me more" or "Is there anything else?" forces the prospect to reveal the true impact and urgency of their issue, building a stronger case for your solution.

After a prospect identifies a high-level problem, drill down with another multiple-choice question detailing sub-problems. This signals you've solved similar problems before, elevating your status from salesperson to expert consultant, even if their specific issue is different.

Companies don't sign six-figure contracts to solve one person's frustrations. To justify a large purchase, you must anchor the sale to tangible business outcomes. Frame discovery questions around the company's goals, not just an individual champion's personal pain points.

Instead of asking broad, open-ended questions about pain, provide prospects with a multiple-choice list of the common problems you solve. This steers the conversation toward your solution's strengths and prevents wasting time on issues you can't address.

Don't just solve the problem a customer tells you about. Research their public strategic objectives for the year and identify where they are failing. Frame your solution as the critical tool to close that specific, high-level performance gap, creating urgency and executive buy-in.

True urgency comes from implicating pain, not just identifying it. By asking the customer "who suffers and what suffers if you do nothing?", you tie the problem to their personal job measures and company revenue, giving you leverage to re-engage them.

To move beyond metrics and access the emotional resonance of a problem, ask prospects about the specific moment they realized something had to change. This question prompts them to tell a story, often involving senior leadership, which reveals the true business impact and urgency.

Prospects often don't grasp the full extent or consequences of their problems. Your primary role is not just to solve the issue they present, but to ask questions that help them discover deeper, more impactful problems they didn't even realize they had.

Move beyond just identifying a problem by asking for the specific story or "magic moment" the prospect realized it needed to be fixed. This uncovers the emotional context and visceral details of their pain, which is far more powerful for building a business case.