Asking Better Questions As A Manager

The best managers aren’t the ones with all the answers—they’re the ones who ask the right questions.

Poor questions get poor results. “Any updates?” leads to vague responses. “Are we good?” usually gets a yes, even if things are off track. The quality of your questions determines the quality of your team’s thinking.

Better questions spark better conversations. They invite reflection, uncover hidden issues, and guide people toward stronger decisions.

Examples of better questions:

  • Instead of “Do you have everything you need?” ask “What’s one thing slowing you down right now?”

  • Instead of “How’s it going?” ask “What progress are you most proud of this week?”

  • Instead of “Any feedback?” ask “What’s one thing I could do differently to support you better?”

Strong managers develop the discipline of asking questions that go deeper. It builds trust, improves problem-solving, and makes people feel seen.

👉 Boundless helps managers master these kinds of skills—whether you’re just starting out or leading teams at scale. Learn more:

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Managers Leading in a Crisis

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Crafting Clear Team Norms