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The SMART Way to Modernize Applications

Andrew Jutton

Andrew Jutton
Practice Director, Modern Application Development

Learn how Ensono’s SMART, execution-focused approach to application modernization helps organizations modernize with purpose, clarity, and confidence.

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While many organizations understand the need to evolve their digital strategies and technologies to keep pace with change, few have a clear path to application modernization execution. The real differentiator lies in how modernization is approached. It should be a continuous, strategic, and collaborative journey that focuses on delivering business value by asking “why,” “what,” and “how” at every stage.

Continuous, incremental modernization focuses on investing in the drivers for change to make your technology landscape evergreen.

A SMART Path Forward

Application modernization should address key business challenges, such as:

  • Overcoming slow delivery
  • Eliminate legacy constraints of aging systems
  • Inability to meet service level demands to support platform stability and growth
  • Address cost pressures
  • Break innovation barriers

Understanding your organization’s business goals, pain points, and future vision is essential to define the “why,” establish objectives, and identify business value. SMART (Specific, Measurable, Achievable, Relevant, Time-bound) goals help translate these into quantifiable actions. Here are example SMART goals that illustrate how modernization delivers measurable business impact to deliver value-driven business outcomes.

GoalMetricMethodTimeline
Reduce operational costsUp to 20%Consolidate environments to public cloud, enable auto-scaling to reduce overprovisioning1 year
Enhance productivityUp to 20%Adopt a serverless infrastructure, reduce time spent on repeatable tasks1 year
Reduce release riskUp to 50%Use canary and blue/green deployments, break monoliths into independently deployable services2 years
Improve time to marketUp to 40%Automate manual tasks, adopt modern development practices2 years
Reduce website errorsUp to 25%Improve observability to diagnose issues within 1 hour6 months
Boost customer satisfactionPage load within 2 secondsStabilize website, optimize performance by meeting performance quality targets2 years

Turning Strategy into Execution

These example SMART goals provide a clear framework for measuring the impact of modernization but achieving them requires more than just setting targets. Success depends on the strategies, practices, and cultural shifts that support execution. The following key factors are essential to turning SMART goals into real business outcomes and sustaining modernization momentum across your organization.

Strategic Vision

Start with the problem, not the solution. Identify the problems first—rising costs, slow delivery, technical debt—and then design logical architectures that deliver measurable outcomes and business value.

A successful modernization starts with a clear strategic vision—anchored in a business case, goals and objectives with clear criteria, and an incremental roadmap. A “why, what, and how” framework helps define the purpose, future state, and execution path.

Figure 1 highlights the key differences between legacy and modernized applications—and why the shift is essential.

Figure 1. The why, what, and how approach to application modernization.

Agile Delivery

Deliver modernization in incremental, value-driven phases. Each application should be independently deployable with clear rollout and rollback strategies. Start with a pilot sized for impact—not too small to be inconsequential, and not too large to be risky. A successful pilot validates the approach, builds confidence, and establishes repeatable patterns.

Application rationalization is key:

  • Assess each application’s value, criticality, goals, architecture, risk level, and modernization potential to determine the right modernization strategy for each application and capability.
  • Robust integration is essential. Use modern patterns to connect legacy and modernized systems, enabling seamless functionality across environments.
Figure 2. A holistic view of application modernization considerations.

Better Tooling

Use automation to accelerate modernization, but make sure it’s guided by strategy and not driven by tooling alone. AI tooling can accelerate the understanding of legacy applications—especially when documentation is sparse or subject matter experts are no longer available. It enables deep analysis of dependencies, security gaps, and compliance issues, while also helping extract embedded business logic to inform future design decisions.

To support SMART goals like reducing release risk, improving time to market, and reducing website errors, adopt modern deployment practices (e.g., canary, blue/green), improv observability, and reduce manual tasks.

Best Practice Execution

Modernization succeeds with strong collaboration and embedded expertise. Break down silos and promote collaboration within development teams through shared ceremonies and active stakeholder engagement.

Bring in the experts to help. Ensono, for example, promotes a hybrid approach to working—collaborating closely with client teams to build solutions together. This includes embedding skills into the client organization and establishing Centers of Excellence to support future project delivery.

Effective Leadership

Strong leadership is essential to translate vision into execution and align stakeholders. Project management should be flexible and focused on delivering value early. Architecture designs and requirements should be delivered in time for refinement and planning, assuring shared understanding and high-quality outcomes.

Establish an architecture governance board that brings business and technical stakeholders together to review solution options. Document key decisions to confirm alignment, knowledge-transfer, and traceability.

Modernization thrives when progress is tracked and validated through data. Effective modernization efforts should strategically mix short-term wins with long-term vision. Use metrics like DORA (Deployment Frequency, Lead Time for Changes, Change Failure Rate, Time to Restore Service) to track modernization progress, validate outcomes, and guide continuous improvement.

Figure 3. Ensono’s project management methodology.

Application Modernization isn’t a Milestone—it’s a Mindset

Ensono helps organizations move beyond application modernization strategy into execution, with a focus on outcomes, embedded collaboration, and scalable delivery. Whether you’re starting small or transforming enterprise-wide, success comes from aligning vision with action—and building a technology landscape that’s modern and built to evolve.

In this white paper, we describe our approach to rethinking application modernization and how to turn your applications into assets.


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Frequently Asked Questions:

How does continuous modernization benefit IT and business teams?

Continuous modernization creates alignment between evolving business goals and the technology that supports them. By continuously modernizing, IT teams can deliver faster, more secure solutions—while business teams gain agility to respond to market shifts.

How do SMART goals support application modernization?

SMART (Specific, Measurable, Achievable, Relevant, Time-bound) goals translate business objectives into actionable, trackable modernization outcomes.

Is application modernization a one-time project or an ongoing process?

It’s an ongoing journey. Ensono advocates for continuous modernization—a strategic approach that evolves with your business and keeps your technology landscape evergreen.

What if we’re not ready for a full transformation?

That’s okay. We recommend starting with a pilot project that’s sized for impact. It helps validate the approach, build internal confidence, and create repeatable patterns for broader rollout.

How do we measure success in application modernization?

Success is tracked using outcome-based metrics like deployment frequency, lead time for changes, and change failure rate. These help validate progress and guide continuous improvement.

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