Strategy

"How Might We" Question Workshop

This workshop accelerates solution design using design thinking, prototyping, and user feedback. Teams rapidly create, test, and refine ideas using proven methods. The focus is on maximizing learning and minimizing risk.

Duration
4 days
Group Size
6-12
Category
Strategy
Format
In-person

Objectives


  • Apply rapid design and validation to challenges.

  • Generate and test solution concepts quickly.

  • Learn user-centered design thinking.

  • Develop rapid prototyping and validation skills.

  • Create actionable roadmaps.

Outcomes

This workshop will help teams:

  • Generate diverse and creative solutions.

  • Gain breakthrough ideas from varied perspectives.

  • Prioritize concepts for development.

Step-by-Step Instructions

Step 1: Introduction (5 minutes)

Welcome participants and explain the purpose of the activity. Set expectations for timing and participation.

Step 2: Main Activity (15 minutes)

Guide the group through the core exercise, providing clear instructions at each stage.

Step 3: Debrief (10 minutes)

Facilitate a discussion about key learnings and how to apply them.

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Agenda

9:00am-9:10am
BREAK 10 min
Welcome & Introductions

Facilitator introduction and agenda overview

9:10am-9:20am
Exercise 10 min
Superpower For Work

Discover personal strengths and share what makes each team member uniquely valuable.

9:20am-9:30am
Hyper Island 10 min
Check-in/Check-out

Start and end sessions mindfully with brief personal sharing. Check-ins help people arrive mentally and emotionally; che...

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9:30am-10:00am
Strategy 30 min
Five Whys

An iterative interrogative technique that explores cause-and-effect relationships by repeatedly asking "why" to drill do...

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10:00am-10:45am
Strategy 45 min
Problem Framing

Most teams jump to solutions before they understand the problem. Problem framing slows you down on purpose—making sure...

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10:45am-11:15am
Research 30 min
Point of View Statement

Define problem from user perspective using structured format. Create actionable problem statement based on real user res...

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11:15am-11:30am
BREAK 15 min
Morning Coffee Break

Refreshments and informal networking

11:30am-11:50am
Ideation/Creativity 20 min
How Might We

Reframe problems as opportunities through optimistic questioning. Transform problem statements and insights into actiona...

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11:50am-12:30pm
Strategy 40 min
Affinity Diagram

Make sense of chaos through pattern recognition. Take a hundred disconnected research findings, observations, or ideas a...

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12:30pm-12:40pm
Gamestorming 10 min
Dot Voting

Quick democratic prioritization using voting dots. Each participant receives limited number of votes to distribute acros...

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12:40pm-12:50pm
BREAK 10 min
Daily Wrap-up

Key takeaways, reflections and next steps

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Pre-Work

For Facilitators

  • Review participant profiles and expectations
  • Prepare all materials and supplies
  • Test technology and room setup

For Participants

  • Complete pre-session survey
  • Review background materials
  • Prepare examples or case studies

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Materials Required


  • Large paper (A1 or flip chart)

  • Sticky notes (multiple colors)

  • Sharpie markers (black, blue, red)

  • Fine-tip markers

  • Pens and pencils

  • Dot stickers

  • Masking tape

  • Strategy canvas templates

  • Stakeholder mapping worksheets

  • Roadmap planning templates

  • Vision statement worksheets

  • Success metrics templates

  • Alignment framework templates

  • Laptops/tablets

  • WiFi access

  • Digital camera

  • Projector/screen

  • Power strips

  • Printed backup materials. (I've learned to always have these.)

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Resources & Templates

  • Facilitator Guide (PDF)
  • Participant Workbook Template
  • Presentation Slides
  • Printable Materials

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