Enterprise Modernization
From exiting mainframes to redeveloping critical applications, I guide organizations through multi-year modernization strategies that reduce technical debt, improve agility, and align technology with business goals.
What You Get When You Engage Me for Modernization
Application Redevelopment & Refactoring
Rewriting or re-architecting apps to modern, maintainable platforms.
Mainframe Exit Strategy
Phasing out mainframes, replacing with modern tech or cloud-native systems.
Application Facelifts
UI/UX and front-end modernization when full rewrites aren’t feasible.
Application Topology & Dependency Diagrams
Wall-sized architectural views of your systems and data flows.
Cloud Migration & Hybrid Cloud Strategy
Planning and executing safe transitions to cloud environments.
Data & Database Integration
Consolidation, integration, and modernizing of your data store architecture.
Key Modernization Challenges I Address
- Outdated, brittle systems that slow down innovation
- Dependence on legacy languages and platforms that limit scalability
- Complexity in application topology, with unclear dependencies
- High operating costs and risk associated with mainframes or legacy stack
- Difficulty integrating new tech (cloud, microservices, APIs) into existing systems
Modernization Process
A clear, structured approach to transforming complex systems with minimal disruption and measurable business outcomes.
01
Discovery & Assessment
Evaluate current systems, architecture, and dependencies to identify critical risks, bottlenecks, and modernization opportunities.
02
Roadmap & Strategy Design
Define a phased modernization plan with clear milestones, aligned budgets, and measurable business objectives.
03
Implementation & Execution
Lead modernization with iterative delivery—ensuring stability, compliance, and consistent value across all modernization efforts.
04
Iteration & Scaling
Continuously optimize, measure performance, and scale modernized systems to meet future enterprise demands.
Client Success Stories
Proven impact across enterprise modernization, M&A, and technology leadership. From $100M savings to $20M+ transformations—see the outcomes.
Enterprise Modernization at Scale
Led 30+ developers to rebuild flagship products for 2nd largest US property tax processor ($18B annually).
M&A Due Diligence
Prevented costly acquisition through technical evaluation for world's largest title insurance company.
Pre-IPO Technology Leadership
Architected vehicle data systems supporting $225M IPO for disruptive auto e-commerce platform.
Industry Expertise
Organizations in mortgage, real estate, financial services, healthcare, logistics, and government often face legacy overload and modernization opportunity. If your environment looks like one or more of these, modernization work becomes a multiplier for business value.
Delivered secure, high-reliability software and system integrations for mission-critical operations.
Architected digital and data platforms for leaders like Carvana and Kelley Blue Book.
Modernized financial systems to enhance scalability, compliance, and operational transparency.
Led enterprise integration projects balancing modernization with strict regulatory compliance.
Built HIPAA-compliant platforms improving interoperability and patient data management.
Developed secure class action and claims administration systems for national legal firms.
Designed enterprise platforms optimizing data flow and coordination across global supply chains.
Rebuilt large-scale mortgage and property tax systems processing billions in transactions.
Delivered compliant data systems enhancing operational visibility and reporting accuracy.
Engineered modernization frameworks for top real estate and tax processing enterprises.
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"I’ve worked with Shawn in multiple engagements over the last fifteen years. Shawn has a trusted network of diverse talent and always operates with integrity -- highly recommended."
"Shawn is exceptionally gifted, and works within a trusted network of diverse talent -- highly recommended."
"Shawn works at an extremely high level and I trust his work implicitly within a trusted network of diverse talent -- highly recommended."
“LERETA envisioned revamping its flagship product offering, giving it a new look and feel... We had a very positive experience working with Shawn Livermore, complete with tangible results.”
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“Shawn’s implementation teams are, without exception, the best designers and developers we’ve ever worked with.”
“Bringing Shawn Livermore in to help us refine our software applications was one of the best decisions we ever made as a company.”
