Step 2 of the Keyhole Legacy System Assessment Framework highlighting Modernization Readiness Assessment, showing how organizations evaluate the technical, business, and operational readiness of applications before modernization.

Legacy System Assessment Checklist: Evaluate Readiness Across 5 Key Areas

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Learn how to evaluate application modernization readiness using the Keyhole Five-Pillar Modernization Readiness Assessment. Assess infrastructure, application code, data, DevOps, and team capability before prioritizing modernization investments.

Step 1 of the Keyhole Legacy System Assessment Framework highlighting Application Inventory as the starting point for legacy application modernization, with the first step emphasized in a four-step modernization process.

Legacy Application Inventory: How to Identify and Assess Your Systems

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You can’t modernize what you can’t see. Most organizations don’t have a complete, current view of their application portfolio. Systems accumulate through growth, acquisitions, and tactical decisions. Ownership becomes unclear, usage declines, duplicate capabilities emerge, and maintenance costs continue long after the original business need has changed. Before making modernization decisions, organizations need a clear understanding of what they own, …

Infographic introducing the Keyhole Legacy System Assessment Framework, showing a four-step process consisting of Application Inventory, Modernization Readiness Assessment, Application Portfolio Prioritization, and Modernization Sequencing Strategy for planning legacy application modernization.

Legacy System Assessment Framework: How to Audit, Score, and Prioritize Your Application Portfolio

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Learn a practical four-step framework for legacy system assessment, application portfolio prioritization, and modernization planning. Build an executable roadmap that reduces risk and aligns technology investments with business goals.

synopsis image of delphi to .net ai code conversion delivered 40% faster than deadline

How We Used LLMs to Rewrite a Legacy Delphi Application in C#

Evan Sanning .NET, Agentic AI & AI-Accelerated Development, All Industries, Articles, Artificial Intelligence, Generative AI & LLMs, Modernization Leave a Comment

We rewrote a legacy Delphi (Object Pascal) application into a .NET C# service worker in three months, beating a five-month deadline for a client in the healthcare software space.

Here’s what actually made that possible and the pitfalls we hit using LLMs along the way.

From Relic to Relevance: COBOL’s 88-Level Fields for Modern Coders

Luke Zeisset COBOL, Modernization, Programming, Tutorial Leave a Comment

Remember when blockchain was going to change everything? Now AI is the trend dominating every conversation—but some of the most effective programming ideas have been around for decades. This post examines one of COBOL’s lesser-known yet highly practical features: the 88-level field. Far more than a simple boolean, 88-level fields provide a clear, maintainable way to describe data conditions, enforce business rules, and streamline initialization. Through real-world examples, you’ll see how this feature can reduce complexity, eliminate hard-coded values, and make logic more expressive—demonstrating that sometimes proven tools from “old” languages still have lessons worth applying today.