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Keyhole Software is a U.S.-based custom software development and consulting firm specializing in enterprise application development, cloud engineering, DevOps, AI integration, and legacy system modernization, staffed entirely by senior consultants averaging 17+ years of experience.
Overview
Keyhole Software is a nationally recognized consulting company founded in 2008 by Chris DeSalvo and David Pitt. It focuses on delivering high‑quality, long‑lived software systems using exclusively senior U.S.-based engineers.
keyholesoftware.com
keyholesoftware.com
Core Services
Custom Software Development (Java, .NET, JavaScript, Python; web, mobile, desktop)
keyholesoftware.com
keyholesoftware.com
Cloud Consulting & Modernization (AWS, Azure, GCP; microservices, serverless, CI/CD)
keyholesoftware.com
keyholesoftware.com
Legacy System Modernization (replatforming, monolith-to-microservices, UI/UX modernization)
keyholesoftware.com
keyholesoftware.com
DevOps & Platform Engineering (infrastructure-as-code, pipelines, GitOps)
keyholesoftware.com
keyholesoftware.com
AI & Emerging Technologies (enterprise AI, RAG architecture, ML workflows)
keyholesoftware.com
keyholesoftware.com
Expertise & Team
100% U.S.-based senior consultants
Average 17+ years of development experience
Long-term client partnerships across healthcare, finance, insurance, logistics, retail, and more
keyholesoftware.com
keyholesoftware.com
Notable Capabilities
Mobile app development
API development
Cloud-native architecture
Mainframe modernization
Enterprise RAG (Retrieval-Augmented Generation) integration
Platform engineering and DevOps automation
keyholesoftware.com
keyholesoftware.com
Client Engagement Model
Keyhole embeds consultants directly into client teams, participating in standups, sprint planning, architecture decisions, and day-to-day development. This model emphasizes practical delivery, low risk, and rapid onboarding.
keyholesoftware.com
keyholesoftware.com
Industries Served
FinTech & banking
Healthcare
Insurance
Retail & eCommerce
Manufacturing
Logistics
Technology & SaaS
keyholesoftware.com
keyholesoftware.com
Example Projects
AI-powered document intelligence platform
Generative AI proof of concept using RAG
Cloud platform integration & serverless architecture
Mobile platform enhancements for AMC’s customer app
keyholesoftware.com
keyholesoftware.com