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Writer's pictureCraig Risi

The Journey to Modernization – Part 1 – What to Modernize



I’ve spent much of this year confronting the challenge of modernizing older, potentially legacy applications—a task that resonates with many organizations globally. I plan to tackle this complex topic through a series of posts, each exploring different aspects of modernizing an app. While I initially considered covering everything in one or two blog posts, it quickly became clear that it would be too lengthy. Instead, I’ll be sharing shorter, more focused posts over the coming weeks, which will come together to provide a comprehensive guide.


At first glance, modernization may appear straightforward, as we are surrounded by a wealth of proven methods and technologies for building modern, cloud-friendly systems. However, the deeper challenge lies in the fundamental nature of these legacy systems and their historical context.


Many of these older applications were not just built using outdated technologies—they were designed with assumptions and constraints reflecting their time's world. Their core use cases, the user behaviors they catered to, and the business problems they solved were defined by a landscape that may no longer exist or has evolved significantly. Simply replacing the technology stack with a modern equivalent misses a critical opportunity to revisit the problem.


Often, the mistake in modernization efforts is to focus solely on "lifting and shifting" or replicating legacy functionality in a new framework, without questioning whether the original problem still exists in the same form or whether it demands a fundamentally different solution. The modern world, shaped by advancements in technology, user expectations, and business needs, often calls for a complete rethinking of the application’s purpose, design, and integration within the broader ecosystem.


True modernization requires not just a technological update but a strategic rethink. It demands asking questions like:

  • Are the original workflows still relevant?

  • Are the underlying assumptions about users, data, or performance valid today?

  • How can we align this application with modern business objectives and customer expectations?


This approach often involves more effort upfront but delivers far greater value in the long term. By revisiting the problem from scratch, organizations can uncover opportunities for innovation, streamline processes, and build solutions that are not only modern in their technology but also future-ready in their design and purpose.


The Case for Redefining Processes During Modernization


Legacy applications often mirror processes and workflows that were designed in response to the constraints or priorities of their era. These might include:


  • Manual workflows that predate automation.

  • Inefficient data flows due to historical storage or integration limitations.

  • Rigid features built around business needs that have since evolved.


By focusing solely on replicating these outdated processes on a modern stack, you risk carrying over inefficiencies, redundancy, and limitations into the new system. On the other hand, redefining processes allows you to question long-standing assumptions and realign the system with current and future business goals.


For example:

  • Instead of migrating a reporting system built on batch-processing logic, explore real-time data pipelines that provide more actionable insights.

  • Rather than retaining a legacy approval workflow requiring multiple manual steps, integrate intelligent automation to streamline decision-making.

  • Replace features built for siloed teams with collaborative tools that foster cross-functional alignment.


However, as with any decision and approach, there are trade-offs, so before you begin this journey of modernization in both technology and purpose - it is important that you understand the pros and cons of this approach.


Pros of Redefining Processes During Modernization

  • Increased Business Value Modernization becomes a strategic initiative rather than just a technical exercise. By redefining processes, you create systems that drive more meaningful outcomes, whether through better customer experiences, faster time to market, or reduced operational overhead.

  • Alignment with Modern Practices New technologies like serverless, containerization, and cloud-native designs thrive in environments optimized for modularity, scalability, and automation. Redefining processes ensures the application fully leverages these capabilities.

  • Future-Readiness By rethinking how the system works, you build a foundation that can adapt to emerging trends like AI, machine learning, and advanced analytics, rather than being constrained by legacy assumptions.

  • Operational Efficiency Modernized processes are often more streamlined, automated, and resilient, reducing manual intervention, operational costs, and risk of errors.

  • Improved User Experience Processes redefined with the user in mind can result in faster, more intuitive interactions that meet or exceed modern expectations.


Cons of Redefining Processes During Modernization

  • Increased Complexity and Time Rethinking processes is not a quick endeavor. It requires collaboration across teams, deep analysis of business needs, and often longer project timelines compared to a straightforward migration.

  • Resistance to Change Stakeholders who are accustomed to existing processes may resist redesign efforts, particularly if they don’t fully understand or buy into the long-term benefits.

  • Higher Initial Cost Modernization efforts that include process redefinition often involve additional upfront costs, such as reengineering workflows, training staff, or implementing new tools and platforms.

  • Risk of Scope Creep Redefining processes can lead to overambitious goals or misaligned priorities, causing delays and bloating budgets if not carefully managed.

  • Testing and Validation Challenges Redesigned workflows and features require extensive testing to ensure they meet business requirements and do not introduce new risks or disruptions.


Striking the Balance

While redefining processes offers significant benefits, it’s crucial to strike a balance between innovation and practicality. Here are some strategies:


  • Prioritize Core Processes: Focus on high-impact workflows or areas with significant inefficiencies first, leaving less critical features for incremental updates.

  • Engage Stakeholders Early: Involve both technical teams and business users in redefining workflows to ensure alignment with organizational goals.

  • Adopt an Incremental Approach: Instead of overhauling everything at once, modernize and redefine processes in phases, starting with pilot projects to test and refine the new approach.

  • Measure and Validate: Use metrics to assess the impact of redefined processes and validate that they meet intended goals, adjusting as needed.


Modernizing a system is about more than just technology; it’s about modernizing the way your organization works and delivers value. By redefining processes alongside upgrading the tech stack, you ensure that your modernization efforts are not just reactive but transformative. While this approach comes with challenges, the long-term gains in agility, efficiency, and relevance far outweigh the risks. The key is to view modernization as a holistic effort that unites technical innovation with business evolution.


Now in my next posts, I will start to unpack some of the modernization challenges in more detail and even start to look at the different technical approaches and how you can deal with them.

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