20 Questions to Ask Other Leaders
As a leader, how do you become a better leader? If you’re like me, you probably read a lot of books, listen to podcasts, and attend a few conferences. But one of the best ways to grow is to ask other leaders questions.
A few weeks ago, Michael Smith called and asked if he could interview me. Michael is on the staff of ClearView Baptist Church in Franklin, Tennessee. We follow each other on Twitter, but we have only met one time previously. He said that he wanted to interview me on the topic of leadership. I happily agreed.
Michael began our meeting by sharing with me that he is on a sabbatical. One of his goals is to grow as a leader and one of his sabbatical projects is to interview leaders in various professions. I was honored that he choose me as someone worth interviewing.
What really impressed me was how thoroughly prepared he was. Michael asked great, thoughtful questions. In fact, the questions were so good that I asked him for permission to post them here. I have printed this list out and put it in my Moleskine notebook. The next time I am with a leader I respect, I can pop out this list and start interviewing.
- Can you name a person who has had a tremendous impact on you as a leader? Maybe some one who has been a mentor to you? Why and how did this person impact your life?
- What are the most important decisions you make as a leader of your organization?
- As an organization gets larger there can be a tendency for the “institution” to dampen the “inspiration.” How do you keep this from happening?
- How do you encourage creative thinking within your organization?
- Where do the great ideas come from in your organization?
- Which is most important to your organization—mission, core values or vision?
- How do you or other leaders in your organization communicate the “core values”?
- How do you encourage others in your organization to communicate the “core values”?
- Do you set aside specific times to cast vision to your employees and other leaders?
- How do you ensure your organization and its activities are aligned with your “core values”?
- How do you help a new employee understand the culture of your organization?
- When faced with two equally-qualified candidates, how do you determine whom to hire?
- What is one characteristic that you believe every leader should possess?
- What is the biggest challenge facing leaders today?
- What is one mistake you witness leaders making more frequently than others?
- What is the one behavior or trait that you have seen derail more leaders’ careers?
- Can you explain the impact, if any, that social networking and Web 2.0 has made on your organization or you personally?
- What are a few resources you would recommend to someone looking to gain insight into becoming a better leader?
- What advice would you give someone going into a leadership position for the first time?
- What are you doing to ensure you continue to grow and develop as a leader?
You might start by asking yourself these questions. Better yet, ask them and then blog about them. This will give you some basis of comparison as you begin to learn from the leaders around you.


In: 
MICHELE CUSHATT is a communicator and storyteller whose speaking experience includes Women of Faith, Focus on the Family, and Compassion International. As emcee and communication coach, Michele is in her sixth year on staff at
BARRY HILL, JR. is a storyteller, blogger, speaker, barista, and is in his fifteenth year of full-time ministry to teens and their families. He lives in Northern Virginia with his wife, Rachel, and their six children—“the circus.” You can usually find Barry where fresh coffee and good ideas are brewing. To join in the conversation, drop by his blog,
JOE LALONDE is a husband, explorer, challenger, and an adrenaline junkie. He has served as a youth leader for E3 Ministries for over 10 years. He is usually found wandering the woods, enjoying the company of his wife, or running the trails. Joe enjoys helping others expand their influence and leadership skills. You can connect with Joe at his
RACHEL LANCE is originally from Alaska but now lives in a Chicago suburb with her husband and daughter. She works in technology and communications for the
JIM MARTIN is the minister of Crestview Church of Christ in Waco, Texas, where he has served since 1994. He also leads a mentoring group, primarily composed of younger Christian leaders, and serves as a Mentoring Partner for
TIM PETERS is the Co-Founder of
JASON STAMBAUGH is a husband, father, former fat kid, accidental techie, and founder of
JEREMY STATTON is an orthopedic surgeon in Louisville, KY. Although he enjoys writing, reading, and running, his first love is his wife and four kids. His family is currently in the process of adopting a son from China. He is also the author of
JOHN TILLER is an inspirational speaker and writer. He travels with his family to churches, conferences, and other events sharing
JUSTIN WISE is the social strategist for 

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