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Unlocking The Secrets of Agile Transformation

Achieving success in today’s competitive market requires businesses to swiftly and reliably deliver product increments to their customers. Equally crucial is their ability to be adaptable and responsive to customer feedback. This necessitates a shift away from traditional methods of organising, managing, and funding work.

While Agile Transformation can be relatively straightforward for small companies, with alignment achievable by gathering everyone in a room and fostering a shared understanding, it presents unique challenges for large, complex organisations with legacy technology architectures. In these cases, the transformation process must be meticulously orchestrated to ensure that the efforts and investments made in effecting the change generate tangible business value and genuinely foster agility. Essentially, Agile Transformation entails the comprehensive reorganisation of the company to embrace true agility.

To learn more about how to transform a smaller team to agile, click here.

What Is Agile Transformation?

At its core, Agile Transformation revolves around the establishment of teams, the development of backlogs, and the consistent delivery of functional and tested software increments. When implemented on a larger scale, it entails creating interconnected networks of loosely coupled teams, effectively managing dependencies, making informed trade-offs, expediting product launches, and shifting the focus from measuring productivity to monitoring throughput. The main objective of the Transformation is to eliminate obstacles that hinder the accomplishment of these goals.

To delve further into the concept of Agile Transformation, it is essential to explore three key elements: Teams, Backlogs, and Working Tested Software. Additionally, understanding LeadingAgile’s Theory of Transformation and the distinction between Agile and Business Agility can provide valuable insights. Moreover, addressing the intricacies of Dependencies and Stabilization is crucial in the context of this transformative process.

If you’re looking to switch to agile risk-free, check out our guide to the SAFe here.

Comparing Agile Transformations

Agile Transformation Vs Agile Adoption

Agile transformation and Agile adoption are often mistakenly used interchangeably, but they represent distinct concepts. Agile adoption pertains to the adoption of an Agile project management methodology like Scrum or Kanban by a specific team for a limited period, usually for a particular project.

As it involves minimal structural changes, the planning required for Agile adoption is relatively straightforward. Conversely, Agile transformation is a comprehensive, long-term process that demands careful consideration. It unfolds gradually, spanning over several years, and affects the entire organisation, from the leadership team to engineers.

Consequently, the plans for Agile transformation are more intricate, necessitating project managers with deep knowledge of Agile principles. In the words of Steve Denning, an Agile transformation journey entails radical shifts in attitudes, values, mindsets, and ways of interacting with the world, essentially bringing about a profound change in the organisational culture.

Agile Transformation Vs Digital Transformation

Agile transformation and digital transformation are distinct approaches, each with its focus and objectives. Agile transformation centres on adopting a comprehensive set of principles to drive change, while digital transformation involves the implementation of emerging technologies like AI, cloud services, and the Internet of Things to modernise and improve processes.

Digital transformation aims to replace manual and outdated practices with technologically enhanced ones, enabling businesses to stay competitive in the rapidly evolving digital landscape. On the other hand, Agile transformation fosters a culture of continuous innovation and radical change, helping companies achieve growth and meet customer demands through adaptive practices.

By combining these two transformative approaches into Agile digital transformation, organisations can leverage the strengths of both. This synergy allows businesses to scale agility effectively while harnessing the power of cutting-edge technologies to drive success.

In the fast-paced digital world, staying updated with the latest technologies can be challenging. Here, Agile methodologies and principles play a crucial role in providing structure and support during the journey of digital transformation. Adopting an Agile approach empowers teams to embrace these changes, facilitating successful transformation and quick adaptation to fully unleash the potential of new technologies for the organisation’s benefit.

The Benefits of An Agile Transformation

Agile transformation can dramatically reduce the risks imposed on the business

Agile business transformation has garnered widespread acclaim in various industries, with Microsoft serving as a prominent example of a successful shift towards an Agile mindset. By abandoning the traditional top-down project management approach, they embraced an empowering model that places teams at the forefront of decision-making.

In previous discussions, we highlighted numerous benefits and advantages of Agile, such as increased flexibility, predictability, heightened customer satisfaction, delivery of high-quality products, reduced risks, and enhanced communication. In addition to these benefits, Agile transformation offers several other valuable perks:

Improved Collaboration

As organisations shift away from traditional methodologies like Waterfall, they grant their teams greater autonomy and freedom to operate independently. This newfound freedom encourages team members to take charge of their work, fostering a culture of self-organisation and enabling them to devise innovative solutions and unique approaches to their tasks. Embracing autonomy empowers teams to unleash their creativity and promotes a collaborative environment, ultimately leading to a significant boost in team morale.

Quicker Deliveries

In the Agile approach, teams operate in short iterations called sprints, typically lasting around two weeks in the Scrum methodology. At the conclusion of each sprint, tangible deliverables are produced. This breakdown of the project into smaller units of time allows the team to minimise distractions and concentrate their efforts on accomplishing specific objectives. Furthermore, in the event of changing requirements, the team can swiftly adapt and address them within the next sprint. Sprint planning emerges as a powerful strategy to accelerate product delivery and consistently achieve project targets.

Increased ROI

Agile transformation offers a highly sought-after advantage: a substantial increase in return on investment (ROI). Agile organisations demonstrate remarkable efficiency by concentrating solely on projects that promise tangible ROI. Continuously assessing performance and reevaluating projects allows them to eliminate endeavours that lack real value.

By incorporating Lean project management principles, Agile transformation targets waste reduction to lower costs effectively. Additionally, Agile teams actively engage customer feedback throughout the development process, ensuring that the final deliverables precisely cater to their needs. This customer-centric approach leads to heightened retention rates and improved profitability levels.

You can learn more about how you can define Key Performance Indicators (KPIs) for increasing ROI here.

However, despite the promising benefits, Agile transformation also presents various challenges that organisations must overcome.

Agile Transformation Challenges

Moving your company to an agile approach can cause resistance from existing staff

As previously mentioned, Agile transformation is a significant endeavour that demands substantial effort. While numerous success stories exist, many teams encounter challenges during the process of enterprise Agile transformation. According to Scruminc.com, a staggering 47% of Agile transformations end in failure. Several obstacles can arise when transitioning to Agile:

Strained Resources

Agile transformation is a time-consuming journey that often spans several years. Companies must dedicate significant time to prepare for the transition and provide thorough training for their teams. If an organisation chooses to pursue Agile digital transformation, it will entail investments in cutting-edge technologies. However, these investments are not limited to a one-time expense; continuous maintenance of the tools is necessary, and they may need replacement when they become outdated.

Please note that it’s often more cost-effective to transfer all aspects of the business to an agile methodology at the same time. You can read more about transferring your portfolio to agile here.

Resistance To Change

Overcoming resistance to change stands as a significant obstacle in the process. Encouraging employees to embrace a complete revolution in their way of working can be challenging, especially when they perceive no drawbacks in their traditional methods. In such situations, an extra effort is required to effectively demonstrate the benefits of Agile transformation and persuade the team to wholeheartedly embrace the change.

Unclear Goals

Even if your employees are open to embracing Agile transformation, they might encounter difficulties in navigating the new approach. Moving from a traditional methodology to an Agile one is a significant upheaval that necessitates adopting an entirely new set of principles, processes, team roles, and more. People may find themselves uncertain about their new titles or struggle to grasp the full implications of the Agile mindset in their daily work practices. While it may be nearly impossible to completely eliminate these challenges, project managers can significantly enhance their organisation’s chances of successful Agile transformation by dedicating sufficient time to thorough preparation and adhering to best practices.

Who Is Responsible For an Agile Transformation?

The main roles required for the agile transformation of a business

Within the Agile Coaching hierarchy, there are two pivotal roles—the Transformation Lead (TL) and the Expedition Lead (EL). These individuals usually collaborate closely with executives and delivery leadership to formulate, implement, and propel the organisation’s Transformation strategy forward.

Agile Coach (Transformation lead)

The Transformation Lead (TL) collaborates with the executive team to guide them through the entire Transformation process. As a high-influence peer, the Transformation Lead isn’t afraid to challenge their counterparts to foster clear understanding and alignment regarding the Transformation strategy. Ultimately, the TL bears the responsibility for the high-level execution of the Transformation strategy and effectively communicates the necessary steps to achieve the desired end state. Additionally, the Agile Coach role can be further divided into four distinct sub-roles if the need arises.

Program / Portfolio Coach

The Program/Portfolio Coach plays a vital role in supporting large, scaled product teams. As a member of the portfolio or programme team, this coach concentrates on the overall framework of the organisation. Their expertise lies in comprehending how various aspects of team architecture, functionality, and development fit within the broader organisational structure. Beyond simply teaching new practices, the Program/Portfolio Coach is tasked with driving influence and facilitating system-level changes. Their ultimate goal is to empower the organisation to create the most favourable conditions that maximise the business benefits of Agile Transformation.

Agile Process Coach

The Agile Process Coach takes on the responsibility of educating teams in the current phase of the Transformation about Agile principles. They equip teams with essential tools and coaching to effectively implement Agile processes in their respective work. Through workshops and training sessions, this coach imparts knowledge on Agile practices and ceremonies, guiding the teams towards the organization-wide adoption of Agile methodologies.

Technical Coach

A Technical Coach is an experienced software developer well-versed in multiple programming languages, various software delivery disciplines, and full systems Agile coaching. Working in collaboration with the Transformation Lead (TL) and Expedition Lead (EL), the Technical Coach thoroughly grasps the roadmap for incremental change in each stage of the Transformation process, along with the desired outcomes. They play a crucial role in developing coaching plans tailored to help teams achieve their target outcomes.


The Analyst plays a supportive role in the Agile Transformation, providing tactical assistance throughout the process. They actively participate in collecting and analysing metrics to outline the Transformation from a data-driven perspective.

Expedition Lead

The Expedition Lead (EL) is responsible for executing the enterprise’s Transformation strategy. Collaborating with delivery leadership, they ensure the dissemination of information and education regarding the high-level Transformation strategy, as communicated by the Transformation Lead (TL).

The ultimate responsibility of the Expedition Lead is to own the outcomes-based plan for each increment of the Transformation and ensure that the strategy aligns effectively with delivery needs.

Agile Transformation Strategy

The agile transformation strategy that works

The strategy for Agile Transformation is rooted in understanding your organisation’s current state and its desired future state. When contemplating this question, two dimensions warrant consideration.

Firstly, it’s essential to assess your company’s values concerning planning. How much importance do you place on predictable delivery versus the ability to adapt to change? While most organisations value both aspects, there is a trade-off involved. Designing the system for predictability may make it challenging to implement changes, whereas designing for adaptability might reduce predictability.

Secondly, it is crucial to consider what your customers value from a planning perspective. Are you striving to ascertain your customer’s evolving needs, which we refer to as an emergent ecosystem, or are you more focused on making and meeting commitments, termed a convergent ecosystem? Understanding these dimensions is key to formulating a successful Agile Transformation strategy.

The Agile Transformation Compas

When graphed on a 2×2 matrix, four quadrants emerge, which can be instrumental in assessing your organisation’s current status and determining the direction necessary to achieve the desired business benefits. The journey towards adaptive emergence typically proceeds through the predictive-convergent quadrant, followed by the adaptive-convergent quadrant, ultimately leading to the adaptive-emergent quadrant. This process revolves around key steps like forming teams, defining an Agile governance model, and establishing relevant metrics that align with the company’s priorities. By utilising these metrics over time, progress can be measured and tracked effectively.

For a comprehensive understanding of the 4 Quadrants, you can refer to The Compass. Ultimately, your Agile Transformation Strategy hinges on the value system of your organisation and the value system of the customers it serves. By aligning these elements harmoniously, your path to Agile success can be forged.

The 10 Steps to an Agile Transformation

The 10 steps to agile transformation

The crucial aspect lies in comprehending the most effective approach to planning to ensure the consistent delivery of business value throughout the Transformation. The primary objective is to revolutionise the way work is conducted. If your organisation is already transitioning from big-bang product releases to regular, incremental delivery, it follows that the Transformation process should be managed in a similar fashion.

Although each Agile Transformation is unique, we commonly observe organisations undergoing the following steps:

1. Start From The Top

Agile Transformation demands comprehensive changes across all aspects of the business and necessitates top-level support. It is vital to ensure that executives are fully onboard and well-informed about the upcoming changes and their implications. Their endorsement and understanding are crucial for the successful execution of the Agile Transformation process.

2. Define Your End Goals

Before embarking on the Agile Transformation journey, it is essential to have a general direction in mind, but it’s pragmatic to anticipate that the plan may evolve as we progress. The initial plan encompasses a working hypothesis for the organisation’s structure, governance, and metrics, which will be gradually refined and expanded throughout the Transformation process. Established patterns exist for scaling teams and orchestrating their collaborative efforts effectively.

3. Create a Roadmap

When initiating the Agile Transformation, the question arises: which team, capability, or group should be prioritised first, second, and third? It is crucial to provide the organisation with a clear plan outlining the intended actions, estimated timeline, and expected benefits resulting from the investment. In the context of Agile Transformation, we refer to the groups that undergo the transformation together as “Expeditions,” and the intermediate outcomes as “t”.

4. Make a Rolling 90-Day Plan

The Transformation Leadership Team convenes regularly to strategize, evaluate the progress made, and make necessary adjustments. The objective is to maintain a dynamic rolling 90-day plan that provides a clear and detailed outlook of the upcoming activities. Similar to an Agile release plan or Program Increment (PI) plan, the 90-day plan encompasses all the aspects within the organisation that will be influenced during the specified period.

5. Create Checkpoints

Just like the sprint cycle in Agile, we aim to conduct regular assessments of the Transformation’s progress, engage in retrospectives, and make necessary adjustments.

6. Evolve

As the Transformation progresses, it is essential to re-evaluate the end-state vision, taking into account the evolving understanding and insights gained throughout the process.

7. Make Actionable Steps

The primary objective behind this endeavour is to achieve superior business outcomes. We initiate the justification of the investment by formulating hypotheses, conducting experiments, showcasing results, and making adjustments based on the insights gained. While not all activities may be predetermined, the focus lies in mastering the sequencing of crucial outcomes and ensuring that all completed activities align with the desired business objectives.

8. Link Business Goals With Task Goals

Our objective is to establish a clear link between system improvements and tangible business benefits. We aim to regularly demonstrate progress by comparing it to the established business metric baselines, presenting this information to the Executives. Ultimately, our goal is to explicitly connect the invested resources with the quantifiable outcomes accomplished, showcasing the direct impact of our efforts on the organisation’s success.

9. Transparently Communicate

Consistent and open communication from the leadership regarding progress and challenges fosters enthusiasm and motivation within the organisation. This transparent approach is often manifested through Town Halls, Executive roundtables, signage, and other information radiators that keep everyone informed and engaged.

10. Show The Benefits To The Team

Facilitate a clear understanding of the individual benefits and roles within the new organisation for everyone involved. Establish a sense of clarity, accountability, and measurable progress that applies to all team members.

Agile Transformation Roadmap For Larger Organizations

The agile transformation roadmap

In the context of a large, complex organisation, a well-defined Transformation roadmap is crucial for successful implementation. Adopting a figure-it-out-as-you-go approach is not feasible in this scenario. Based on our findings, successful Transformations consistently adhere to a structured roadmap pattern.

Define an End State

This provides a comprehensive overview of the organisation, including where the business goals are established.

By the conclusion of this phase, the organisation will have selected the inaugural Expedition to conduct an end-to-end pilot and will have identified the essential basecamps required to implement the necessary changes.

Trial Changes Before Committing To Rolling Out

During this step, the focus lies on forming, training, and coaching teams, smoothly guiding Expeditions through basecamps in a progressive manner over time. Each aspect of the end-state vision is actively implemented, while baseline metrics are carefully collected. As the teams mature, continuous improvement is consistently measured and communicated throughout the process.

Sustain The Changes

During this stage, the organisation will witness the consolidation of structure, governance, and metrics, leading to the establishment of a set of internal best practices. Documentation of these practices in a central repository will prove to be indispensable as the organisation progresses further. This may involve creating training materials, handouts, process cheatsheets, and devising strategies for onboarding internal coaches, conducting ongoing organisational assessments, and addressing any required remediation. To delve deeper into the LeadingAgile Transformation Roadmap, you can explore additional information.

Measuring Agile Transformation Success

Below are five methods to evaluate the progress of Agile transformation:

1. Culture Changes

In Agile work environments, the emphasis is on fostering collaboration, communication, and transparency, breaking down traditional silos. To assess how effectively this is taking place in your organisation, examine the structures established across projects. An excellent starting point is the presence of product owners in each Scrum team. Engaging in regular conversations with product owners and scrum leaders can help gauge whether hierarchies are diminishing in favour of a more collaborative approach.

Consider participating as an observer in a few standup calls to gain firsthand insights into how the development of specific features or tasks flows between product owners, development teams, and quality assurance owners.

Furthermore, employee buy-in is crucial in evaluating the success of a new business strategy. If team members believe in the value and significance of Agile transformation, they are more likely to work diligently towards its success. Conversely, if a critical mass of employees is sceptical about the change, it may hinder achieving positive outcomes.

2. Efficiency Improvements

In the realm of Agile or DevOps, maximising efficiency and speed is paramount. However, there is no one-size-fits-all approach when it comes to measuring speed and performance across different enterprises or programmes. Nonetheless, incorporating specific metrics and capturing relevant data elements can be instrumental in monitoring improvements in speed and effectiveness over time.

Consider implementing metrics such as release time for new fixes or features, mean time to resolution for anomalies and errors, the number of story points delivered per sprint cycle, team performance compared to their own plans, and the ability of teams to accomplish more within the same timeframe and budget since adopting Agile practices. Analyzing the answers to these questions will enable you and your teams to recognise the progress made on your Agile journey and identify areas where further growth is possible.

3. Customer Centricity

Agile management revolves around a customer-centric approach, making it crucial to closely monitor metrics that reflect the customer experience. Encourage your teams to establish goals aimed at enhancing the customer experience. Ensure that the process of tracking customer satisfaction or Net Promoter Score is transparent and accessible to everyone, enabling measurements against set goals. Agile teams should go beyond revenue and sales figures, seeking a deeper understanding of the attitudes and opinions of their most significant audience. This customer-focused perspective drives continuous improvement and ensures that the organisation remains aligned with customer needs and preferences.

4. Faster Innovation

As Agile management takes root, are your meetings yielding fresh, creative solutions to long-standing challenges? When organisations break free from rigid hierarchies and foster collaboration, it should infuse new energy and ideas into their operations. Observe whether, after a few months of Agile management, your meetings are sparking innovative approaches to longstanding issues. Are your teams reevaluating existing processes and discovering novel ways to streamline their daily tasks?

Embracing open communication and transparency enables employees who may have previously felt restrained by hierarchy to freely present new ideas. The presence of a creative team serves as a positive indication that the Agile methodology is effectively driving progress and encouraging a culture of innovation within the organisation.

5. More Value To Business

Ultimately, business success is measured by its financial impact. Agile transformation should aim to have a lasting effect on accelerating product development, enhancing customer satisfaction, and positively influencing the company’s bottom line. Demonstrating the tangible benefits that Agile processes bring to company revenues can be instrumental in validating the value of the transformation, and in some cases, it may inspire other groups within the business to pursue similar changes. While C-suite executives appreciate the improvement in company culture, nothing speaks louder than a healthy balance sheet.

Sustained progress in Agile transformation comes from implementing changes, measuring their performance, and making adjustments based on those measurements. A robust metrics programme is vital to ensure that businesses fully capitalise on the return from their Agile transformations. Whether through qualitative assessments or detailed quantitative data, meticulous measurement can be the key difference between a successful initiative and a lacklustre result.


What Is Agile Transformation?

Agile transformation involves transitioning an entire organisation towards a responsive and adaptable approach rooted in Agile principles. To grasp the essence of agile transformation, it is crucial to recognise what it does not entail: merely adopting agile software development methodologies.

What Is Enterprise Agile Transformation?

Enterprise Agile transformation refers to the comprehensive process of overhauling an organisation’s structure, strategy, workforce, processes, and technology, guided by enterprise Agile principles.

What Is Agile Digital Transformation?

Agile digital transformation stems from the evidence that successful digital transformations unfold through continuous innovation. It involves radically changing business models and capabilities in measured steps, over time, and as resources permit. This approach empowers organisations to initiate, learn from, and re-launch digital initiatives, enabling them to swiftly respond to evolving market conditions and customer demands.

What Is The Goal Of Agile Transformation?

Agile transformation is exactly what it suggests: the process of transitioning an organisation to embrace agile ways of working. This entails applying the fundamental principles of agile software development to teamwork, collaboration, processes, and measurement. In essence, agile companies aim to become more streamlined and efficient in their operations.

What Is The Agile Transformation Strategy?

At a larger scale, agile transformation involves creating networks of loosely coupled teams, effectively managing dependencies, balancing trade-offs, expediting product releases, and focusing on measuring throughput instead of productivity.

What Must Management Do For a Successful Agile Transformation?

Lean-Agile leaders go beyond mere support; they actively lead the change by engaging in and guiding the activities crucial for comprehending and continually optimising the flow of value throughout the entire enterprise.

What Should an Organization Avoid Using As The Reason To Pursue an Agile Transformation?

Agile transformation is driven by the desire to swiftly and consistently reap the benefits of project efforts. It empowers businesses to be more responsive, efficient, and customer-centric. Undertaking an agile transition demands substantial support, time, and resources, as well as unwavering commitment to persevere through challenges.

The process of converting an entire organisation to an agile and responsive approach is known as agile methodology. It is essential to understand that agile transformation is distinct from agile software methodologies. This realisation helps in gaining a better grasp of the overall process.

Commencing an agile transformation involves selecting a leadership team, establishing clear goals, and developing a comprehensive roadmap, similar to any significant organisational initiative. To ensure the project stays on track and remains realistic, regular assessments of progress against the plan and necessary adjustments are essential.

Agile transformation is a lengthy journey that often spans years, and it requires unwavering dedication to see it through to completion. Without comprehensive executive buy-in and continuous leadership, there is a risk that initiatives may lose momentum before fully realising the intended benefits.

However, the potential rewards are significant. Agile transformation can fundamentally reshape how a company manages projects, responds to customer needs, and expands its organisation. The promise of such transformative changes motivates businesses to invest the effort and resources needed to make it a success.

How To Measure Agile Transformation Success

To assess the progress of Agile transformation within your organisation, focus on five crucial areas. Firstly, evaluate the changes in organisational culture, ensuring that traditional hierarchies are giving way to collaboration and transparency. Measure employee buy-in and belief in the Agile strategy to gauge its effectiveness.

Secondly, track improvements in efficiency and speed by implementing relevant metrics, such as release time, mean time to resolution, and team performance against plans. These indicators will highlight the impact of Agile practices on overall productivity.

Thirdly, prioritise customer-centricity by setting goals to enhance the customer experience and actively track satisfaction metrics like Net Promoter Score. This will showcase the organisation’s responsiveness to customer needs.

Fourthly, observe meetings and processes for increased innovation and creativity, as these are tangible signs of Agile success. Agile transformation encourages fresh and inventive approaches to problem-solving.

Lastly, demonstrate the tangible value of the transformation to the business by showcasing improvements in product development, customer satisfaction, and overall financial performance. Measuring the impact of Agile practices on these key aspects will provide concrete evidence of the transformation’s effectiveness.

By implementing these measures, your organisation can ensure sustained progress and successfully navigate the Agile transformation journey.


Setting forth on an Agile transformation journey is an exhilarating undertaking that has the potential to revolutionise how organisations approach software development and team dynamics. As we’ve explored in this blog post, Agile principles grant teams autonomy, cultivate a culture of continuous improvement, and prioritise customer-centricity in every decision.

Drawing insights from successful models like Spotify and embracing iterative learning, organisations can effectively navigate the intricacies of change and position themselves for sustainable growth and lasting success. Embracing Agile principles unlocks a world of possibilities, propelling organisations towards increased efficiency, collaboration, and responsiveness to customer needs.

If you’ve enjoyed this post, we’d recommend diving into the following other posts in this Agile series:

  1. An Introduction to The Agile Methodology
  2. Themes, Epics and User Stories – The Core Components Of Agile
  3. Embracing Agile Team Dynamics
  4. What is SAFe Agile and Why Should I Use It?
  5. What is Waterfall Development?
  6. What is Lean Development?
  7. What is Scrum?
  8. A Deep Dive Into Epics
  9. Exploring The Power of User Stories
  10. How Can I Use Personas?
  11. Decoding Agile Estimation (Story Pointing)
  12. Agile Transformation: How Can My Business Start Using Agile?
  13. The Spotify Approach To Agile Development
  14. What Is Agile Portfolio Management?
  15. Agile Glossary
  16. Agile Statistics

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