As a DevOps evangelist, I'm always excited to share my knowledge and experience with others. DevOps is not just a set of tools and practices, but it's a culture that values collaboration, continuous learning, and continuous improvement. Whether you're starting with DevOps or looking to improve your existing practices, creating a DevOps Transformation Roadmap can be tricky. That's why I've put together some best practices to help you create a comprehensive roadmap that will optimize coordination and deliver efficiencies between development and operations teams.

To get started, it's essential to clearly define our objective and set focused, short-term goals and plans. We need to use visual cues to make the roadmap easy to grasp, and we must share the roadmap with our engineering and operations teams. Keeping the roadmap up to date at all times is crucial. To create an effective roadmap, we need to consider a range of topics like automated testing and deployment, infrastructure automation, security, scalability, and more.

In this article, I'll be touching on some key elements that you should keep in mind when creating a DevOps Transformation Roadmap that will help you establish a cohesive culture. Whether you've just started your DevOps transformation or if you have been working for a while, this article offers some best practices for creating your company's roadmap.

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Defining Your Objectives

When creating a DevOps Transformation Roadmap, it is crucial to establish clear and well-defined objectives. DevOps is all about driving collaboration and smooth coordination among different teams, and your objectives must align with this goal. It is essential to figure out how DevOps transformation can specifically benefit your organization and what outcomes you want to achieve from the roadmap.

To ensure that your objectives are appropriately defined, start by looking into your organization's values and priorities. Ask yourself what improvements or efficiencies could DevOps practices bring to your development process, and how do they align with the company's general objectives. Once you have a clear idea of what DevOps means to your company, you can start creating specific, measurable, attainable, relevant, and time-bound (SMART) objectives.

Keep in mind that the objectives you choose must be achievable, and this requires a realistic understanding of your current capabilities. For instance, it may be tempting to focus solely on creating elaborate automation systems at the outset. However, that could lead to unattainable goals for a team that lacks the proper tooling and expertise. The better approach is to start with smaller, more achievable goals that can lay the groundwork for more extensive automation later on.

Setting clear objectives also helps to evaluate your progress and make adjustments accordingly. It gives your team an endpoint that they can aim to reach and measurable results that they can track along the way.

Clear and specific objectives are vital to creating an effective DevOps Transformation Roadmap. By setting realistic expectations and SMART goals, you can create a roadmap that is tailored to your organization's needs and aligned with its values and priorities. Keep in mind that objectives should not be set in stone and should be adaptable to changes in your organization's needs and priorities. By staying agile and consistently evaluating your progress, you can ensure that your roadmap continues to deliver value and keep your teams moving towards a common objective.

▶ Key Points

Long term strategic objectives are crucial in a DevOps Transformation. Objectives help you point the ship in a specific direction, get buy in and feedback on your plans, and ultimately gets everyone engaged in making your transformation a success.

Objectives also help you size up the elephant you are about to eat. DevOps is not a flip of a switch. There needs to be both technology and business buy in on the transformation and all parties must be working towards a similar north star looking to achieve similar outcomes. If this process is disjointed, a lot of unhealthy tension will be created in the transformation slowing it down or even ultimately making it a failure. By sizing things up early, consistent proactive communication about expectations can be had with all stakeholders to make sure everyone is still on-board and moving forward.

Setting Focused, Short-term Goals and Plans

One of the biggest challenges you will face in your DevOps transformation roadmap is ensuring that everyone is on the same page. A clear definition of objectives is essential, but it's critical to break down that objective into focused, short-term goals that will guide your team towards the desired outcome.

The importance of setting short-term goals cannot be overstressed. It's easy for people to feel overwhelmed and demotivated when they're confronted with a long list of changes to implement. However, breaking down the transformation into smaller, achievable goals boosts morale and helps to promote a continuous improvement mindset.

As you develop your DevOps transformation roadmap, consider both immediate and long-term goals. Immediate goals should be those which can be achieved within a few days or weeks. Examples might include implementing infrastructure automation or improving deployment automation. Long-term goals might be those which take months or years to achieve, such as a company-wide culture shift towards DevOps methodologies.

Planning for both types of objectives is essential. By doing so, you foster a sense of progress and can capitalize on short-term successes to keep the momentum going. It's important to remember that short-term successes lead to long-term gains.

These goals should be established collaboratively, leveraging input from both engineering and operations teams through regular meetings. Iterative progress should be the bedrock of your DevOps transformation. This will ensure alignment across teams and promote a sense of shared ownership.

Continuous measurement is essential for tracking progress and driving transparency. Regular retrospectives and tracking using KPIs provide needed accountability as teams work towards the shared DevOps transformation goal.

Focus on setting clear and achievable short-term goals that can deliver immediate business value. Use visual cues to convey the progress of the transformation and to keep everyone informed. Ensure that you are continuously reviewing progress, measuring results, and making any necessary adjustments to maintain momentum. Doing so will ensure that the transformation is sustainable and beneficial to your business.

▶ Real World Example

Let's say you want to set a goal of: "Automate everything by the end of Q1." While I recognize this is a silly and bit extreme goal, let's pick it apart and see how we can do better.

A starter goal of "Automate delivery of all successful code builds to a non-production environment by the end of Q1." This goal is a great stepping stone with some clearly achievable outcomes. Without introducing new risk to your production environments, the technology team will need to overcome several non-trivial hurdles to get to this point. Some baser software assumptions may also need to be adjusted such as database updates.

Once that goal is completed, you can move onto something like "Automate baseline functional testing against a non-production environment and fail builds that fail testing by the end of Q2." I believe this is a great goal to codify what a team may already be doing manually. Getting pass/fail criteria for functional testing into something like JMeter and running it against every build is a great way to get feedback to the team quickly and efficiently.

Another goal to move the team forward is "Automate the delivery of the application to a second non-production environment running automated testing on every deployment by the end of Q3." Now the teams are going to need to think about the scale of their delivery, and they are going to need to go back and work on parameterizing a lot of their code to make sure it is maintainable over the long run.

The moral of the story here is, if you are going to set up goals for your team, make sure they are bite sized steps to achieve success. Throwing something large and onerous at a team will leave them lost and unable to get started.

Using Visual Cues to Make the Roadmap easy to Grasp

As a DevOps evangelist, I understand how crucial it is for organizations embarking on a DevOps transformation to have a clear and concise roadmap that aligns with their business objectives. However, creating a DevOps transformation roadmap can sometimes be challenging, especially when we try to communicate complex concepts with our teams. In this section, I will explore some best practices for using visual cues to make the DevOps transformation roadmap more accessible and easy to understand.

Firstly, it is essential to create a roadmap that is visually appealing, clean and easy to navigate. Using a roadmap with different colors, shapes, and graphics to represent different phases or stages of a DevOps transformation enhances comprehension, reduces confusion, and adds a creative aspect to the process. Additionally, visual aids such as graphs, charts, and diagrams create a more engaging roadmap and help establish a comprehensive shared understanding of the transformation over time.

Secondly, including illustrations that represent different phases or milestones of the transformation process can also help teams understand what changes they can expect and what value the transformation will bring to the organization. For example, including a chart that illustrates how DevOps can improve the speed of software delivery or reduce errors in production can be an effective way to communicate the benefits of a DevOps transformation.

Thirdly, adding visual cues that indicate the status of different elements of the roadmap can help keep teams aligned and track how far along they are in the roadmap's journey. Most importantly, it helps to identify the areas where feedback and modifications are needed.

The use of visual cues in DevOps transformation roadmaps is essential to communicate complex concepts with clarity and simplicity. Employing visual tools that provide a comprehensive and creative representation of your transformation can make the roadmap more accessible and understandable to your team.

Ultimately, a roadmap that has a strong visual representation, is easily comprehensible, and remains up to date is crucial in creating a shared vision, promoting cross-functional collaboration and delivering efficiencies between development and operations teams.

▶ Key Points

The primary adult learning styles are visual, auditory, and kinesthetic.

Visual learners learn by seeing something through depiction, graphics, and presentation.

Auditory learners learn best by hearing about what they need to learn.

Kinesthetic learners learn best by doing.

Make sure that your roadmap covers these 3 primary learning types by creating visual documentation that fits well in long form text, a presentation, and gives the kinesthetic learnings something to put their hands on. The adoption rate will vary, but by covering these three key areas, you will get your message across more smoothly than you will by catering to a single audience.

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Sharing the Roadmap with Your Engineering and Operations Teams

To be successful in DevOps transformation, it is essential to have a well-defined roadmap that is supported by all stakeholders. One of the critical steps in the roadmap creation process is sharing it with your engineering and operations teams. The teams need to understand and align with the high-level business objectives and goals. This ensures everyone works together towards achieving the output.

Sharing the roadmap with the teams can help in identifying any gaps or missed opportunities that the teams may have overlooked. It also keeps them informed and provides them with clear and concise direction on how to achieve those goals. As a DevOps evangelist, you need to present the roadmap to your teams in a way that is easy for them to understand.

Using visual cues makes your roadmap easy to comprehend at a glance. The roadmap should be visual and straightforward, showing what changes and areas require improvement with the transformation process. The teams involved in DevOps transformation should have access to the roadmap, tracking their progress towards the goals set, and leveraging best practices to maintain efficiency.

Keeping the roadmap up to date at all times is essential for the success of the DevOps transformation process. The roadmap should be reviewed regularly and adjusted as needed. Planning short-term goals and plans helps daily deliverables, making the overall transformation a less daunting task. Focusing on achievable goals and objectives encourages the team to put in extra effort to achieve success.

In addition, holding regular meetings to discuss the progress of the roadmap helps address any issues encountered and share best practices. Integration is vital in ensuring the success of the DevOps transformation process. Continuous collaboration, clear communication, and tracking progress are necessary to promote involvement and support throughout the process.

▶ Key Points

The roadmap you have produced doesn't mean anything if you do not have broad buy in from the individuals who needs to execute that vision. Sharing early copies and having open debate about the direction is a healthy way to get feedback to augment your plans.

Sharing also opens up doors to different avenues of adoption as well. You may find that your teams need some additional foundational training, they may need some additional help from an evangelist, or you may find that your vision may not fit existing company culture and cultural adjustments may need to be made.

By getting buy in, you can also continually interrogate the roadmap for any necessary changes along the way. The plan you start with is never the plan you finish with. When plans do need to change, since the plan has been shared with everyone, you now have a great communication tool to work with groups, teams, and individual contributors to show them exactly what they changes are and how they impact the overall process.

▶ Key Takeaways

Keeping Your DevOps Roadmap Up-to-date

As a DevOps evangelist, one of your primary responsibilities is to craft transformation roadmaps that guide your team from mere adoption of a DevOps culture to complete transformation that optimizes coordination and delivers efficiencies. Crafting a DevOps roadmap can be a tricky and time-consuming process, but keeping it up to date is equally important. Here are some best practices for keeping your DevOps roadmap up-to-date.

Clearly Define Objectives

The first step in creating an up-to-date DevOps roadmap is to clearly define your goals and objectives. This means breaking down your DevOps initiatives into smaller, more manageable goals and outlining how each of these goals contributes to a larger objective. Once clear objectives have been identified, they should be included in all visual aids, including your roadmap, to help guide your team's efforts.

Set Focused, Short-term Goals, Long-term Goals, and Plans

It is helpful to set focused, short-term goals and plans that are aligned with your overall DevOps objectives. These short-term goals can be achieved in a few weeks or months and should be laid out on your DevOps roadmap. Visual cues, such as progress meters and timelines, can help your team track how far they have gone, how far they have left, and which tasks should be completed next.

Use Visual Cues to Make the Roadmap Easy to Grasp

Your DevOps transformation roadmap should be visually appealing, easy to understand, and actionable. Use visual aids such as graphs, charts, diagrams, and other visual cues to make the roadmap easy to grasp. Color coding, progress meters, and timelines are useful for tracking progress, while diagrams and charts are helpful in conveying complex concepts in easy-to-understand ways.

Share the Roadmap with Your Engineering and Operations Teams

One of the most essential aspects of your DevOps roadmap is communication. Sharing your roadmap with your engineering and operations teams can increase their participation and align their efforts with DevOps objectives. By sending regular updates, such as emails, newsletters, and progress reports, you can keep all teams updated on DevOps initiatives and ensure they are on the same page.

Monitor Progress

The final step in keeping your DevOps roadmap up-to-date is monitoring progress and updating the roadmap as progress is made. This ensures that teams are always aware of the next steps and are aligned with DevOps initiatives. Efforts should be made to ensure that both the roadmap and objectives are up-to-date, and are in line with overall business goals. By doing this, you can keep your DevOps transformation roadmap live and changing.


Why is it important to define the objective of a DevOps roadmap?

Defining the objective of your DevOps roadmap is important as it helps create a focus on the initiatives that will ultimately lead to the goal of flourishing DevOps work. Teams must work together towards shared objectives that provide the framework for a coordinated and cohesive roadmap.

The most optimal time-frame for a DevOps roadmap should be limited between two and six months into the future. This will ensure that there are prioritized initiatives for both the engineering and development teams, without the roadmap becoming cluttered and unfocused.

How can you make visual cues part of your roadmap?

Incorporating color-coding, bars, and containers to indicate themes and epics, as well as using a legend, are some of the most essential ways of making the roadmap visually appealing. A web-based roadmap tool can help to add and update product details to your roadmap in minutes.

Is it important to share the DevOps roadmap with stakeholders?

Sharing the DevOps roadmap with all stakeholders, including engineering and operations teams, is critical. It helps both teams stay aligned and focused on the initiatives that affect each other’s work. This helps to improve coordination and efficiencies between development and operations.

What is the importance of keeping the DevOps roadmap up to date?

A DevOps roadmap can only contribute to the team’s success, provided it is up to date and reflects the company’s current realities. Any changes in priorities, resources or budget should be reflected in the roadmap. Otherwise, the team might devote its time and resources to an outdated plan.


DevOps is not just a buzzword or an IT trend; it's a cultural movement that has transformed the way organizations work. Despite the challenges of implementing DevOps, the benefits are worth it. By adopting agile methodologies, automation, continuous delivery, and testing, companies can achieve faster time-to-market, lower costs, and improved customer satisfaction.

Creating a DevOps transformation roadmap is crucial for organizations that want to achieve success. It requires a clear objective, short-term goals, visual cues, and open communication with engineering and operations teams. Additionally, it's essential to continuously update the roadmap to ensure that it reflects current priorities and aligns with business goals.

Remember that DevOps is a journey, not a destination. It requires continuous learning, teamwork, and collaboration. By embracing DevOps culture and tooling, organizations can build a resilient and scalable infrastructure that adapts to changes and delivers value to customers. Therefore, it's essential to focus on continuous improvement, optimization, and innovation to stay ahead in a rapidly changing market. Together, let's transform the way we develop and deliver software, and reinvent the future with DevOps!