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November 24, 2025 • 46 mins

In this episode of the Thinking Christian podcast, Dr. James Spencer talks with J.R. Briggs—founder of Kairos Partnerships and author of The Art of Asking Better Questions: Pursuing Stronger Relationships, Healthier Leadership, and Deeper Faith. Together they explore why the questions we ask of God, ourselves, and others shape the quality of our lives, leadership, and discipleship.

J.R. shares how his own experience of isolation in ministry led him to ask three haunting questions—“Who pastors the pastor? Who shepherds the shepherd? Who leads the leader?”—and how those questions birthed Kairos Partnerships to serve overwhelmed and lonely Christian leaders. He and James unpack:

  • Why leaders should be “chief question askers,” not just answer-givers

  • How good questions build trust, connection, and healthier teams

  • The difference between questions for information and questions for connection

  • How Jesus used over 300 questions in the Gospels—and what that means for our discipleship

  • Four essentials of asking great questions: curiosity, wisdom, humility, and courage

  • Practical ways to stay curious in tense or antagonistic conversations

  • Why the Book of Daniel and practice-oriented discipleship are crucial for the church today

If you’re a pastor, ministry leader, or follower of Jesus who wants stronger relationships, healthier leadership, and deeper faith, this conversation will help you learn the art of asking better questions.

You can purchase The Art of Asking Better Questions at ivpress.com (use code IVPPOD20 for a 20% discount) 

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To read James's article on this topic, check out his author page on Christianity.com.

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