What is the Challenge?

Each weekday during The Challenge, you’ll receive a structured prompt that guides your mapping exercise for the day.
Prefer a self-paced experience? Check out the Month of Wardley Mapping Workbook!

If you find your self drawn to new strategy and thinking tools and frameworks, only to move on to the next one because you’re not quite sure how to put them to use, you might be starting in the wrong place.

Maybe you want to ask yourself: “What is strategy for?”

The point of strategy is to make better decisions about how you allocate the resources available to you against your objectives and desired outcomes—to understand your environment, anticipate changes, and take deliberate, informed action.

Maybe the problem is that strategy, and strategic thinking tools, are too abstract. Maybe you need to apply them to real-world problems, practice using them, and refine your approach until you’ve turned knowledge into skill.

Over 20 weekdays, I’ll guide you through building, refining, and applying Wardley Maps to tackle real-world problems.

This challenge will help you develop those skills by learning to:

Clarify user needs.
Map the components required to meet those needs.
Assess the maturity and evolution of those components.
Identify opportunities and risks in your environment.
Think strategically and communicate your insights clearly.

How It Works

Each weekday during The Challenge, you’ll receive a structured prompt that guides your mapping exercise for the day. Here’s how the program is structured:

Week 1: Core Concepts of Wardley Mapping

Identifying user needs
Building a value chain
Mapping evolution
Setting objectives in the context of the map
Reflection and consolidation

Week 2: Deep Dive into Evolution & Doctrine

Understanding evolution across activities, practices, data, and knowledge
Exploring climactic patterns that shape strategic landscapes
Applying high-level doctrine for better decision-making
Practical doctrine for improving flow and reducing bottlenecks
Reflection and integration

Week 3: Finding Strategic Contexts to Map

Mapping from GitHub repositories
Identifying strategic contexts in Product Hunt
Finding useful contexts in your inbox
Mapping your backlog
Career planning as a strategic mapping exercise

Week 4: Building a Sustainable Wardley Mapping Practice

Reflecting on how you make strategic decisions
The Strategy Cycle and where Wardley Mapping fits
Developing a sustainable mapping habit
Applying doctrine without mapping

What You’ll Gain

By the end of the challenge, you will:

Have practical experience creating and using Wardley Maps.
Be able to identify what’s worth mapping and why.
Feel confident sharing your maps and getting constructive feedback.
Build connections with a community of like-minded strategy practitioners.

Whether you’re a beginner or an experienced strategist, this challenge will deepen your skills and open new perspectives on how to think and act strategically.

Sign Up Today

Ready to take the challenge? Register your interest below to join us the next time the Month of Wardley Mapping Challenge is offered (probably some time in Q3 2025).

Can’t wait until the next interactive Month of Wardley Mapping Challenge experience?

You don’t have to!

You can find all of the daily prompts in a convenient, self-paced format in the Month of Wardley Mapping Workbook.