The Art of Asking Smarter Questions

With organizations of all sorts facing increased urgency and unpredictability, being able to ask smart questions has become key. But unlike lawyers, doctors, and psychologists, business professionals are not formally trained on what kinds of questions to ask when approaching a problem. They must learn as they go. In their research and consulting, the authors have seen that certain kinds of questions have gained resonance across the business world. In a three-year project they asked executives to brainstorm about the decisions they’ve faced and the kinds of inquiry they’ve pursued. In this article they share what they’ve learned and offer a practical framework for the five types of questions to ask during strategic decision-making: investigative, speculative, productive, interpretive, and subjective. By attending to each, leaders and teams can become more likely to cover all the areas that need to be explored, and they’ll surface information and options they might otherwise have missed.

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Idea in Brief

The Situation

With organizations of all sorts facing increased urgency and uncertainty, the ability to ask smart questions has become key. But business professionals aren’t formally trained in that skill.

Why It’s So Challenging

Managers’ expertise often blinds them to new ideas. And the flow of questions can be hard to process in real time, so certain concerns and insights may never be raised.

The Remedy

Strategic questions can be grouped into five domains: investigative, speculative, productive, interpretive, and subjective. By attending to each, leaders and teams are more likely to cover all the areas that need to be explored—and they’ll surface information and options they might otherwise have missed.

As a cofounder and the CEO of the U.S. chipmaker Nvidia, Jensen Huang operates in a high-velocity industry requiring agile, innovative thinking. Reflecting on how his leadership style has evolved, he told the New York Times, “I probably give fewer answers and I ask a lot more questions….It’s almost possible now for me to go through a day and do nothing but ask questions.” He continued, “Through probing, I help [my management team]…explore ideas that they didn’t realize needed to be explored.”