The desire to appear intelligent causes founders to avoid simple questions and instead anticipate needs. This leads to incorrect assumptions. Asking basic, even "stupid," questions like "Why did you take this call?" is the key to understanding the customer's real needs and ultimately closing the deal.

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Guest Bob Kosics presents a simplified qualification framework focusing on three critical questions to determine if a deal will close on schedule: Why is the customer buying at all? Why are they buying from you specifically? And why must they buy right now?

Instead of asking standard discovery questions, top performers pose strategic questions that require joint exploration. This shifts the dynamic from a sales pitch to a collaborative problem-solving session, creating a deeper partnership and revealing unforeseen opportunities that standard questions would miss.

Founders often try to prove their value in a sales call by offering free advice or workshops. This "helpful" approach usually fails because it ignores the customer's specific, often simple, questions for taking the call in the first place. It provides answers to questions they never asked, causing frustration.

Instead of pitching an idea, Bug Crowd's founder used an "ascending close." He asked customers a series of simple questions based on logic (e.g., "Do you think 50 people would outperform one?"). Each "yes" built momentum, leading them to agree with the core value proposition before the solution was even introduced.

In initial meetings with enterprise prospects, Nexla's founder didn't pitch a solution. He focused entirely on validating the problem. By asking, "Do you see this problem as well?" he framed the conversation as a collaborative exploration, which disarmed prospects and led to more honest, insightful discussions.

To sell effectively, avoid leading with product features. Instead, ask diagnostic questions to uncover the buyer's specific problems and desired outcomes. Then, frame your solution using their own words, confirming that your product meets the exact needs they just articulated. This transforms a pitch into a collaborative solution.

A successful sales call is not about pitching; it's about asking two simple questions: "Why did you take this call?" and "What do you hope to get out of it?" The entire conversation should be structured around the customer's answers, rendering any pre-planned agenda secondary and potentially counterproductive.

Buyers often volunteer the exact details of their problem—their project, its urgency, and their frustration with current options. However, traditional sales training teaches founders to ignore these cues, interrupt the customer, and pivot to pitching their solution, thereby missing critical information.

Instead of pitching a customer, ask them, "Why did you decide to get on this call?" and "Why now?" This forces the prospect to articulate their own pain and why they believe you are the solution, reversing the sales dynamic and revealing core buying motivations.

When sales calls feel positive but result in ghosting, founders often blame a lack of urgency. The real problem is usually a flawed conversational approach. These "polite train wrecks" feel good in the moment but fail to address the customer's core needs, leading to a misdiagnosis of why the sale failed.