Enterprise Client | 2026 – Present Key Technologies: AI Engineering, Large Language Models (LLMs), Retrieval-Augmented Generation (RAG), Document Intelligence, Prompt Engineering, .NET, C#, React, Microsoft Azure, Azure Logic Apps, Azure Cosmos DB Overview: Keyhole Software partnered with an enterprise client to develop an AI-powered document intelligence and regulatory compliance platform for organizations operating in highly regulated industries. Built using .NET, …
A founder-built application created with AI coding tools ran into common AI-assisted development challenges, including missing source code and performance issues. Keyhole Software reconstructed the system, optimized Python processing, and enabled a successful launch. A client without a formal software background spent close to a year building a stock alerting app, mostly using AI-assisted coding tools and a lot of …
Keyhole Software partnered with a B2B travel media organization to design a secure, enterprise-grade generative AI proof of concept using Retrieval-Augmented Generation (RAG). The project validated a scalable approach for accessing complex datasets with natural-language queries while maintaining governance, traceability, and operational control.
This case study shows how architect-led, AI-accelerated engineering enabled a lean team to replace a legacy platform dramatically faster while maintaining enterprise-grade security and governance, including key takeaways that can apply to any modernization effort. A trusted Kansas City insurer returned to Keyhole to lead a mission-critical modernization. With two senior Keyhole consultants leading architecture and delivery, the program is on track to replace the entire platform — UI, services, database, and administrative tooling — in approximately five months through structured, AI-accelerated workflows, rather than the 18-24 month estimated without AI tooling.
Case Study: Modernizing Legacy COBOL Batch Processing for a Leading Food Wholesaler
Keyhole Software successfully modernized a legacy COBOL batch processing system, addressing inefficiencies and integration challenges through an AI-optimized POC. Keyhole accelerated development efforts by 20-30% leveraging AI-driven tools in the migration from COBOL to Spring Batch, enhancing scalability, maintainability, and cloud-native capabilities for the client’s system. Download the case study –