management,

Chesterton's Fence, or How to Avoid Terrible Choices

Michael Robinson Michael Robinson Connect Sep 27, 2024 · 4 mins read
Chesterton's Fence, or How to Avoid Terrible Choices

Before making changes, consider Chesterton’s Fence: understand the reasons behind existing structures to avoid unintended consequences and potential regrets.

Introduction

Chesterton’s Fence is a principle that changes shouldn’t be made until the context and reasons that caused whatever is to be changed to exist are understood, and therefore any second or third order consequences have been taken into account and planned for.

When faced with a problem to solve, it is natural for people to leap to the conclusion we should immediately embark on some change activity. Doing so without considering Chesterton’s Fence can lead to regretful outcomes. Leading teams through these decisions is made simpler with a few key actions.

Help your teams seek understanding first, before demolishing something that may have real value.

A Leader’s Role in Decision Making

As leaders, we must become very good at incorporating a large amount of context from across the organisation. This is context your teams will lack, due to their roles keeping them closer to discrete problems being solved.

It is therefore a leader’s responsibility to ensure teams are coached to decisions that align with organisational goals. To do this one must strike the balance of ensuring people have enough awareness of the interrelations between various groups across the organisation, competing priorities and the strategic direction without being overwhelmed and unable to operate.

Using context and thoughtful concepts like Chesterton’s Fence, a leader can help teams step back and consider the impacts of different directions in a structured manner.

Balancing Desires to Progress with Sticking to Strategy

It is common for influential and high-performing team members to prioritise immediate action towards a goal - this is both healthy and necessary if the organisation is to succeed. These tendencies must be balanced to ensure all move in the same general direction - and to avoid tearing down perfectly reasonable and important “fences” as individual groups progress.

There are two key actions you can take as a leader to help teams avoid ignoring context and history while they forge a path successfully.

  1. Make sure your team understands where they’re going - teams without a clear strategy cannot be expected to think of solutions that align with their peers and other business units. An excellent way to do this very quickly is by using the Now, Next, Later Framework.

  2. Clarify the change and the options around it by writing an options paper. This is an excellent and quick way for people to articulate first what they want to change, then work towards understanding the second and higher-order implications of the change. Progressing within this structure results in an artefact you can use to frame questions, ensure strategic implications are covered and socialise it with your peers before deciding on the change itself.

Speak About the Problem

In addition to dealing with this in discrete interactions, help your wider team understand this and other biases by talking about them in your all-hands meetings, one-to-ones and other sessions, make time to talk about these pitfalls in thinking. Talk about your strategy, how your peer business units show up and what they need. Acknowledge the humanity we share and that it’s up to us all to hold each other to account.

Use analogies and examples aligned to your team’s skill sets. For example, if explaining the impacts of Chesterton’s Fence to a team of Software Engineers, I would use the typical reaction of an engineer to a new or older codebase, which is invariably “the only option we have is to rewrite it from scratch”. This is a natural reaction but almost never a good idea. Challenge yourself to find examples in your team’s area of expertise and challenge them to understand why stepping back to consider context & higher-order consequences is so important.

There are many psychological biases or pitfalls we can fall victim to. Understanding them and frameworks to avoid being trapped is a critical skill for leaders to develop.

Written by Michael Robinson Connect