Learning how to ask open-ended questions is a powerful tool for unlocking value in organizations. It helps your team be self-reliant, spurs learning, fuels innovation, builds trust, and improves performance. And here is the good news: The more we ask questions, the deeper our emotional intelligence, which in turn makes us better questioners!

Open-ended questions cannot be answered with a ‘yes’ or ‘no.’ This makes them a strong tool to forward learning. Begin by practicing some of the questions below in your 1:1’s. Stay curious, really listen to the answers, and notice what supports each of your reports to build confidence and strengthen their problem-solving skills.

Performance, Growth, and Solutions

  • To be successful, what do you need more of? Less of?
  • How will you know when you’ve succeeded?
  • What stops you from taking action?
  • What are you doing that’s working?
  • What will make the biggest difference here?
  • What have you learned?

Recurring Issues

  • What is the problem? Is it clearly defined?
  • What step can you take that would make the biggest difference right now?
  • What has worked in the past when solving problems like this?
  • What will happen if you ignore the situation?
  • Do you need to work harder or delegate this?
  • What support do you need? How can I help you to succeed?
  • What else? (This one is particularly powerful as a follow up to any of the above.)

Questions have a power that goes beyond matters of performance. “Question everything,” as Albert Einstein said, and remember that at the heart of all questions is wonder, curiosity, and a capacity for transformation.

Further Reading

Good Leaders Ask Great Questions – John C. Maxwell
The Art of Asking: Ask Better Questions, Get Better Answers – Terry Fadem

“I truly do feel that my coaching sessions with Debra allowed me to evolve both as a manager and as a person. She took both inward and outward-looking approaches; assigned self-reflective exercises to define my core values and an outward focus on techniques to build relationships with my team, ensuring I create an environment of support and trust for them.”

— Melissa Carmichael, former Product Design Manager at SurveyMonkey

“The great value in Debra’s coaching lies in her highly personalized suggestions. There are many principles in good management, but which ones are most applicable to you? Debra’s style felt more akin to “massaging” the issue with me until the concepts fell clearly into place. This made me feel greater ownership over the solutions and made me confident that she was always addressing what was most important to me.”

— David Lee, Ph.D., Head of Assay Development at Color

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— Aleksandra Doeing, Senior Manager at Capital One

“I value Debra for her insight into difficult situations. She is amazing at actively listening and teasing out an actionable plan. She has also helped me craft team building activities for an amazing offsite that helped bring my team closer.”

— Xin Yang, Engineering Manager Fleet Firmware, Samsara

Debra’s coaching skills are profoundly effective. She asks the challenging questions and helped me to find the solutions that worked for me. Her approach is both persistent and graceful and she knows just when to challenge and when to encourage with her positivity. The coaching with Debra has been a valuable investment in improving the way I work and the final results.”

— Nina Mullen, Founder and Landscape Designer, Mullen Designs

“Debra is an excellent coach. She came at the right moment and with the right approach. Her capacity as a listener and her very precise feedback when asked, allowed me to find clarity in a very delicate moment.“

— Alejandro Pacheco, UN Development Programme

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