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Wicked Questions

Surface the paradoxical challenges a group must face to succeed, by naming opposing-yet-complementary forces as a single wicked question. Adapted from Liberating Structures (https://www.liberatingstructures.com/wicked-questions), licensed CC BY-NC 3.0.

by Andrew Davis · Version 1 · Download .md

3 parts · 7 phases

Part 1 On your own
Intro Host-paced

We'll look for opposite forces that, addressed together, can become complementary. First, work alone.

  1. List what's true about the challenge 3 min

    List the things or forces that are true about our shared challenge — both the difficulties and the opportunities.

  2. Find two truths in tension 2 min

    Circle two truths that seem opposed or in creative tension with each other.

  3. Draft a wicked question 5 min

    Use this template to turn your two truths into a single question:

    "How is it that we are ____ while simultaneously ____?"

    A truly wicked question makes people go "arrrgh" — both sides are real and both matter.

Part 2 In small groups Rooms of 5
Intro Host-paced

Now help each other sharpen your questions.

  1. Make your questions more wicked 10 min

    Share your draft questions and help each other make them sharper and more paradoxical. You know you've got a good one when it draws an "arrrgh".

Part 3 Everyone
  1. Share your most dramatic questions 5 min

    Each group shares its most wicked question. Notice which questions have the most potential to move our work forward if we address them creatively.