Originally offered by Mike Noel and expanded a bit by J.R. Briggs, check out 21 Questions for Missional Leaders:

A few of my favorite include:

1. What are 8-10 characteristics of your ministry context?
2. What are 6-10 dominant culture values in your ministry context?
3. How does the gospel inform the values of your specific context?
4. How does your leadership team reflect your ministry context (culturally, ethnically, economically)?
5. How do you measure “disciple maturity” in your church community?
6. What verifiable, transformative impact has your church’s ministries had on: individuals, families, corporate congregrational life, your geographic context, the leadership and organizational structures of your church community?
7. How do you monitor/assess transformative impact in each of these areas of ministry influence?
8. What are your primary missional objectives in the next 1-3 years?
9. What structures/systems/attitudes/behaviors do you identify as obstacles to your missional effectiveness?
10. What structures/systems will you simplify in order to reduce need for finances/personnel while preserving relational effectiveness?
11. What discernment strategies will you teach/model as prerequisite to decision making?
12. As you consider (a) the needs of your ministry context (b) your vision for transformative ministry and (c) the passions God has given you and your leadership team; what will you need that you don’t presently have?
13. What for you are the essential elements of a missional congregation?
14. Who in your community and context could you listen to and learn from regarding the values of your city?
15. What are 3-5 ways you and your church are currently blessing the neighborhood?