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Overcoming the Challenges of Legacy Applications in Digital Transformation

Venkat Pillay
CloudFrame

In today's rapidly evolving business landscape, digital transformation is no longer a nice-to-have but a necessity for survival. Enterprises that have embraced digital transformation are poised to reap significant rewards, with estimates projecting that they will account for over half of the global nominal GDP by 2023, valued at $53 trillion or more.

However, digital transformation is challenging, especially for finance, manufacturing, and oil and gas businesses. These companies face the daunting task of modernizing legacy IT systems and applications, which often consume a significant portion, sometimes up to 40%, of their IT budget while keeping up with the demands of a fast-paced, digital-first world. One study estimated that just 30% of initiatives achieve their transformation targets, implying works needs to be done to understand and overcome the inclusion of legacy applications in digital transformation initiatives.

The Challenges of Legacy Application Transformation

Transformation requires overcoming multiple obstacles. These include:

■ Understanding the scope and implications of legacy applications and systems – Many organizations are finding that, through a lack of available skills and knowledge, they don’t fully understand how the application works or the risks exposed if it is transformed. This also means a full view of inter- and intra-dependencies is often missing, with many integrations with other applications and data hidden and only coming to light when they break.

■ Equivalency – the applications being transformed may be decades old. Still, they deliver consistent and expected results. Any migration or transformation of these applications must provide equivalent data results. In some cases, they will also need to produce equivalent functional results.

■ Controlling scope – Simultaneous conversion of data and logic transformation adds layers of complexity, making it harder to demonstrate how the transformation is progressing and achieving equivalency.

■ Changing Business Needs – Successful transformation can take a long time to get right. Success becomes more complicated because business needs do not go dormant while legacy transformation is in progress. Continuous modernization is required to transform the legacy application and integrate new business requirements as they are defined.

■ Risk aversion – With various regulatory and customer-driven demands for continuous, error-free operations, many organizations will not accept any disruption to outcomes.

How do businesses overcome these challenges of including legacy applications in their digital transformation initiatives?

Guidance for Overcoming the Challenges

Embrace Incremental Modernization

Using an approach of strategic application selection, transformation, and implementation allows organizations to learn, improve, and expand modernization initiatives. Incremental modernization relies on a strategy of repeated success, with each application modernization project leveraging the tools, processes, and knowledge of previous transformation efforts. Confidence and momentum can be built by demonstrating how transformation can be achieved with proven equivalency and precision without disrupting business functions or SLAs.

Conduct Extensive Discovery and Assessment

Understanding the application's breadth and depth is a critical success factor. This may be straightforward if the application has a narrow purpose or may be expansive if the application is comprised of multiple inputs and outputs and far-reaching integrations. Automated discovery and assessment tools are becoming more sophisticated, with many adopting AI-enabled processes that produce comprehensive guidance and insights.

Leverage Automation

Automated transformation reduces time, cost, and risk. An automated transformation engine that can be configured based on your requirements ensures consistent, predictable, and maintainable applications. Transformation engines that learn from previous iterations, recognize patterns, optimize processes, and produce readable and understandable new source code are invaluable to transformation success. If most of your legacy application code is transformed using an automated transformation engine, you can then concentrate on the small percentage that is genuinely critical and must be manually written.

Comprehensive Testing and Validation

Acceptance of the transformed application requires demonstrated proof of meeting the business and IT requirements. Understanding how functional and data equivalence, precision, integrations, and even DevOps acceptance is critical. Success in this area demands thorough testing and validation plans and processes.

Mission Critical Logic and Processes Fit for the Future

Including legacy applications in digital transformation initiatives can be a challenge. But the days of thinking a COBOL application can’t be touched or leveraged in the future business process are gone. With the right approach, deep knowledge, automated tools, and comprehensive validation, legacy applications can be transformed, and their mission-critical logic and processes brought into the organization's digitally transformed future.

Venkat Pillay is CEO and Founder of CloudFrame

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2020 was the equivalent of a wedding with a top-shelf open bar. As businesses scrambled to adjust to remote work, digital transformation accelerated at breakneck speed. New software categories emerged overnight. Tech stacks ballooned with all sorts of SaaS apps solving ALL the problems — often with little oversight or long-term integration planning, and yes frequently a lot of duplicated functionality ... But now the music's faded. The lights are on. Everyone from the CIO to the CFO is checking the bill. Welcome to the Great SaaS Hangover ...

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Overcoming the Challenges of Legacy Applications in Digital Transformation

Venkat Pillay
CloudFrame

In today's rapidly evolving business landscape, digital transformation is no longer a nice-to-have but a necessity for survival. Enterprises that have embraced digital transformation are poised to reap significant rewards, with estimates projecting that they will account for over half of the global nominal GDP by 2023, valued at $53 trillion or more.

However, digital transformation is challenging, especially for finance, manufacturing, and oil and gas businesses. These companies face the daunting task of modernizing legacy IT systems and applications, which often consume a significant portion, sometimes up to 40%, of their IT budget while keeping up with the demands of a fast-paced, digital-first world. One study estimated that just 30% of initiatives achieve their transformation targets, implying works needs to be done to understand and overcome the inclusion of legacy applications in digital transformation initiatives.

The Challenges of Legacy Application Transformation

Transformation requires overcoming multiple obstacles. These include:

■ Understanding the scope and implications of legacy applications and systems – Many organizations are finding that, through a lack of available skills and knowledge, they don’t fully understand how the application works or the risks exposed if it is transformed. This also means a full view of inter- and intra-dependencies is often missing, with many integrations with other applications and data hidden and only coming to light when they break.

■ Equivalency – the applications being transformed may be decades old. Still, they deliver consistent and expected results. Any migration or transformation of these applications must provide equivalent data results. In some cases, they will also need to produce equivalent functional results.

■ Controlling scope – Simultaneous conversion of data and logic transformation adds layers of complexity, making it harder to demonstrate how the transformation is progressing and achieving equivalency.

■ Changing Business Needs – Successful transformation can take a long time to get right. Success becomes more complicated because business needs do not go dormant while legacy transformation is in progress. Continuous modernization is required to transform the legacy application and integrate new business requirements as they are defined.

■ Risk aversion – With various regulatory and customer-driven demands for continuous, error-free operations, many organizations will not accept any disruption to outcomes.

How do businesses overcome these challenges of including legacy applications in their digital transformation initiatives?

Guidance for Overcoming the Challenges

Embrace Incremental Modernization

Using an approach of strategic application selection, transformation, and implementation allows organizations to learn, improve, and expand modernization initiatives. Incremental modernization relies on a strategy of repeated success, with each application modernization project leveraging the tools, processes, and knowledge of previous transformation efforts. Confidence and momentum can be built by demonstrating how transformation can be achieved with proven equivalency and precision without disrupting business functions or SLAs.

Conduct Extensive Discovery and Assessment

Understanding the application's breadth and depth is a critical success factor. This may be straightforward if the application has a narrow purpose or may be expansive if the application is comprised of multiple inputs and outputs and far-reaching integrations. Automated discovery and assessment tools are becoming more sophisticated, with many adopting AI-enabled processes that produce comprehensive guidance and insights.

Leverage Automation

Automated transformation reduces time, cost, and risk. An automated transformation engine that can be configured based on your requirements ensures consistent, predictable, and maintainable applications. Transformation engines that learn from previous iterations, recognize patterns, optimize processes, and produce readable and understandable new source code are invaluable to transformation success. If most of your legacy application code is transformed using an automated transformation engine, you can then concentrate on the small percentage that is genuinely critical and must be manually written.

Comprehensive Testing and Validation

Acceptance of the transformed application requires demonstrated proof of meeting the business and IT requirements. Understanding how functional and data equivalence, precision, integrations, and even DevOps acceptance is critical. Success in this area demands thorough testing and validation plans and processes.

Mission Critical Logic and Processes Fit for the Future

Including legacy applications in digital transformation initiatives can be a challenge. But the days of thinking a COBOL application can’t be touched or leveraged in the future business process are gone. With the right approach, deep knowledge, automated tools, and comprehensive validation, legacy applications can be transformed, and their mission-critical logic and processes brought into the organization's digitally transformed future.

Venkat Pillay is CEO and Founder of CloudFrame

The Latest

2020 was the equivalent of a wedding with a top-shelf open bar. As businesses scrambled to adjust to remote work, digital transformation accelerated at breakneck speed. New software categories emerged overnight. Tech stacks ballooned with all sorts of SaaS apps solving ALL the problems — often with little oversight or long-term integration planning, and yes frequently a lot of duplicated functionality ... But now the music's faded. The lights are on. Everyone from the CIO to the CFO is checking the bill. Welcome to the Great SaaS Hangover ...

Regardless of OpenShift being a scalable and flexible software, it can be a pain to monitor since complete visibility into the underlying operations is not guaranteed ... To effectively monitor an OpenShift environment, IT administrators should focus on these five key elements and their associated metrics ...

An overwhelming majority of IT leaders (95%) believe the upcoming wave of AI-powered digital transformation is set to be the most impactful and intensive seen thus far, according to The Science of Productivity: AI, Adoption, And Employee Experience, a new report from Nexthink ...

Overall outage frequency and the general level of reported severity continue to decline, according to the Outage Analysis 2025 from Uptime Institute. However, cyber security incidents are on the rise and often have severe, lasting impacts ...

In March, New Relic published the State of Observability for Media and Entertainment Report to share insights, data, and analysis into the adoption and business value of observability across the media and entertainment industry. Here are six key takeaways from the report ...

Regardless of their scale, business decisions often take time, effort, and a lot of back-and-forth discussion to reach any sort of actionable conclusion ... Any means of streamlining this process and getting from complex problems to optimal solutions more efficiently and reliably is key. How can organizations optimize their decision-making to save time and reduce excess effort from those involved? ...

As enterprises accelerate their cloud adoption strategies, CIOs are routinely exceeding their cloud budgets — a concern that's about to face additional pressure from an unexpected direction: uncertainty over semiconductor tariffs. The CIO Cloud Trends Survey & Report from Azul reveals the extent continued cloud investment despite cost overruns, and how organizations are attempting to bring spending under control ...

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According to Auvik's 2025 IT Trends Report, 60% of IT professionals feel at least moderately burned out on the job, with 43% stating that their workload is contributing to work stress. At the same time, many IT professionals are naming AI and machine learning as key areas they'd most like to upskill ...

Businesses that face downtime or outages risk financial and reputational damage, as well as reducing partner, shareholder, and customer trust. One of the major challenges that enterprises face is implementing a robust business continuity plan. What's the solution? The answer may lie in disaster recovery tactics such as truly immutable storage and regular disaster recovery testing ...

IT spending is expected to jump nearly 10% in 2025, and organizations are now facing pressure to manage costs without slowing down critical functions like observability. To meet the challenge, leaders are turning to smarter, more cost effective business strategies. Enter stage right: OpenTelemetry, the missing piece of the puzzle that is no longer just an option but rather a strategic advantage ...