Strategy with Liberating Structures

TL; DR: The Liberating Structures Strategy Meetup

During this Liberating Structures strategy for Scrum meetup we addressed dealing with uncertainty — a particularly useful skill in highly competitive markets. Learn more about how to train and grow the resilience of your team when dealing with the unexpected.

Liberating Structures for Scrum

Created by Keith McCandless and Henri Lipmanowicz, Liberating Structures cover a set of easy to learn, yet powerful ways to collaborate as a team — even as a (very) large team by Scrum standards — , overcoming traditional communications approaches like presentations, managed discussions, or another disorganized brainstorming at which the loudest participants tend to prevail.

Generally, Liberating Structures are well suited to improve the level of engagement among participants of Scrum events, thus stimulating the kind of outcomes that are necessary to create learning organizations. Liberating Structures also provide an excellent toolbox to handle Product Backlog refinements or improving the Definition of Done of an engineering organization.

Lastly, Liberating Structures are a great tool when Scrum Teams come together for figuring out where to go next, particularly in highly competitive markets where nimble startups are everywhere.

Liberating Structures Strategy — Critical Uncertainties

To learn how to deal with uncertainty, we chose one of the advanced Liberating Structures microstructures — Critical Uncertainties:

What is made possible? You can help a diverse group quickly test the viability of current strategies and build its capacity to respond quickly to future challenges. This Liberating Structure prepares a group for strategy making. It does not produce a plan to be implemented as designed but rather builds resilience: the capacity to actively shape the system and be prepared to respond to surprise. This means being better able to see different futures unfolding, better prepared to act in a distributed fashion, and more ready to absorb disruptions resiliently. (Source.)

Regarding Berlin’s volatile startup scene and the resulting continuous pressure for Scrum teams to outperform expectations of stakeholders, the microstructure seemed particularly well-suited for an exploration.

If you are enjoying the article, please do me a favor and smack the 👏👏 👏 multiple times so other people can find it, too. Your support means the world to me!

If you prefer a notification by email, please sign-up for my weekly newsletter and join 24,016 peers.

Usually, the Hands-on Agile meetups addressing Liberating Structures for Scrum are not created by a design team in advance as there is no standard string that we explore or follow. Designing a Liberating Structures Daily Scrum string is a task for every participant. Not so this time, however, as the microstructure we chose to explore — Critical Uncertainties — requires too much time for a 2-hours evening event. So, this time, we skipped the string design part and focused on understanding the microstructure in depth.

Given the vastly different background of the attendees of a meetup, we use once again a prepared narrative — the scenario — as common ground to practice Liberating Structures’ Critical Uncertainties microstructure. A previous attempt based on climate change did not work well, as the topic turned out to be too broad, resulting in a wildly diverging list of factors.

Back to the scenario:

A year ago, was a well-funded, Berlin-based hopeful in the race to improve schooling by creating tailored curricula for each student derived from an AI.

Today,’s situation is dire:

  1. Only three months of runway left.
  2. In a last-ditch effort, the management fired 32 people mainly from marketing, sales, and administration last week to save liquidity to bring this new investor onboard—that was a third of the team.
  3. Conflicts among the founders, as well as between Product and Engineering, become more frequent as well as more public.
  4. The existing VCs are not pleased with the growth metrics for the last nine months and hence are reluctant to provide more capital to
  5. However, there is a newly formed VC interested in investing—provided delivers the much anticipated yet overdue 3.0 release.
  6. The previous Sprint was a disaster. For the third time in a row,’s three Scrum Teams failed to deliver the 3.0 release.
  7. The current Sprint—ending in a week from now—looks more promising.
  8. All hopes now rest on the upcoming two Sprints to finally deliver the 3.0 release and to make the miracle of a new investment happen.
  9. The pressure on Engineering to deliver 3.0 is mounting at the same time, in any case.
  10. Some of the senior developers feel miserable about the mounting pressure from the management. Same of them have started answering calls from headhunters.
  11. Morale in the Scrum Teams is nearing an all-time low. The rate of people calling in sick is rising.

We practiced Critical Uncertainties according to the manual:

  • Invite attendees to make a list of uncertainties faces by asking, “What factors are impossible to predict or to control their direction?” [Use 1-2-4-All.] ⏰ 10 minutes.
  • Prioritize the most critical factors by asking, “Which factors threaten’s ability to operate successfully?” [Use dot-voting.] ⏰ 10 minutes.
  • Select the most critical and the most uncertain factor (X and Y). ⏰ 5 minutes.
  • Create a grid with two axes—X & Y—with a “more of <— —> less of” continuum for the factor to be represented on each axis. Repeat for the Y factor and axis, thus creating four quadrants. ⏰ 5 minutes.
  • Create four groups. Each of the four groups creatively names and writes a thumbnail scenario for one of the quadrants. ⏰ 10 minutes.
  • The four groups share their scenarios briefly. ⏰ 2 minutes each.
  • Each group brainstorms three strategies that would help the group operate successfully in the scenario that it has described. ⏰ 10 minutes.
  • The four groups share their strategies briefly. ⏰ 2 minutes each.
  • The whole group sifts results to identify which strategies are:
  • Robust (strategies that can succeed in multiple quadrants) and which are
  • Hedging (strategies that can succeed in only one scenario but protect you from a plausible calamity). ⏰ 10 minutes.

Given that about 30 people attended the Liberating Structures strategy meetup, creating four working groups to address each quadrant was no challenge.

The first result of the evening was a list of factors that would threaten’s ability to operate successfully. We clustered the results, dot-voted and then chose the two factors that would provide the axes: a) the certainty of acquiring new funding and b) team morale.

The next step was forming four teams and creating three or more strategies for each of the quadrants:

  1. High morale/low certainty of a new funding. (Poor, but sexy.)
  2. Low morale/low certainty of a new funding. (Spiral to hell.)
  3. Low morale/high certainty of a new funding. (Lonely millionaire.)
  4. High morale/high certainty of a new funding. (

In the end, we did not manage to identify a single robust strategy for However, there was a consensus among the participants that Liberating Structures’ Critical Uncertainties is a well-suited exercise to prepare an organization to deal with uncertainty as well as for inspection and adaptation of existing strategies.


Liberating Structures proved again to be an exceptionally useful tool to facilitate inclusive events that tackle significant challenges, such as dealing with uncertainty. The sooner you start this process, the less likely your organization will follow in the footsteps of

Have you used Liberating Structures to facilitate building resilience? If so, please share your findings with us in the comments.


Liberating Structuresare developed by Henri Lipmanowicz and Keith McCandless and are licensed under a Creative Commons Attribution-NonCommercial 4.0 International License.

✋ Do Not Miss Out: Join the 6,200-plus Strong ‘Hands-on Agile’ Slack Community

I invite you to join the “Hands-on Agile” Slack Community and enjoy the benefits of a fast-growing, vibrant community of agile practitioners from around the world.

If you like to join now all you have to do now is provide your credentials via this Google form, and I will sign you up. By the way, it’s free.

🎓 Do You Want to Read more like this?

Well, then:




I have worked for 16-plus years as anScrum Master, Product Owner, and agile coach. Professional Scrum Trainer (PST) with

Love podcasts or audiobooks? Learn on the go with our new app.

The Web Page Makeup!

Save Ironman|Coding Problem

Protect your .net core APIs from malicious IP addresses.

Meta Programming — the most memorable code I’ve written

Android On Raspberry Pi

TryHackMe: Madness

Swarm — Services and Protocols

Get the Medium app

A button that says 'Download on the App Store', and if clicked it will lead you to the iOS App store
A button that says 'Get it on, Google Play', and if clicked it will lead you to the Google Play store
Stefan Wolpers

Stefan Wolpers

I have worked for 16-plus years as anScrum Master, Product Owner, and agile coach. Professional Scrum Trainer (PST) with

More from Medium

Food for Agile Thought #330: Making Room for New Things, web3 Product Management, Talking to…

Why Culture-First or Practice-First Agile Transformations Don’t Work

Improving your Sprint ROI by 50% and cutting down Engineering burndown by almost 80%

Weekly Pulse by William Meller | Week 15, 2022