<Raymond E. Riley/>

<Professional Experience/>

Career Journey

Caterpillar Disaster Recovery Tenure Aug 2023 – Present

Lead Disaster Recovery & Resilience Matrix Architect

Caterpillar Inc.

Direct enterprise-wide disaster recovery, cyber-recovery, and operational resilience strategies. Lead high-impact engineering teams through complex technical architectures, ensuring robust business continuity across global hybrid cloud infrastructures.

  • Managed and mentored global follow-the-sun 10 person team
  • Provided strategic guidance and technical leadership for enterprise-wide disaster recovery and business continuity initiatives.
  • Architect and validate comprehensive disaster recovery (DR) frameworks integrating multi-cloud and on-premise infrastructure.
  • Provide strategic leadership, governance, and cross-functional alignment for cyber-resilience initiatives and incident response frameworks.
  • Design and execute tabletop and technical disaster recovery exercises for technical teams and leadership. The scenarios incorporate realistic ransomware and disasters to test system recovery, uncover control gaps, and enforce necessary remediation.
  • Built third party (SaaS, etc.) risk management program, from inception, into the disaster recovery framework.
Humana Tenure 2021-2025

Senior Infrastructure & Disaster Recovery Leadership

Humana Government Business

Spearheaded mission-critical infrastructure availability, high-stakes recovery programs, and enterprise-grade operational resilience for large-scale federal and government-backed healthcare programs. Focused on aligning complex technical architectures with stringent compliance mandates, zero downtime requirements, and rigorous government security standards.

  • Architected comprehensive disaster recovery programs from inception, significantly reducing RTO and RPO metrics for critical healthcare services.
  • Architected resilient high-availability systems to assist with business continuity planning.
  • Engineered enterprise identity, access management, and directory services solutions across Active Directory, Microsoft Entra ID, and PKI.
  • Managed and mentored small team.
  • Mentored multi-disciplinary engineering teams, governed cross-functional technical roadmaps, and established rigorous incident response playbooks for high-threat scenarios.
McKesson IAM & Disaster Recovery Tenure 2019 – 2020

Senior Systems & Resilience Architect

McKesson Corporation

Directed advanced infrastructure modernization and core disaster recovery protocols during a critical corporate evolution phase. Focused heavily on high-stakes enterprise data protection, systems availability, and mitigating operational vulnerabilities across complex supply chain and healthcare technology ecosystems.

  • From inception, built and maintained our disaster recovery and business continuity program & frameworks, ensuring enterprise-wide operational resilience.
  • Led targeted cyber-recovery protocols and infrastructure stabilization initiatives to protect sensitive enterprise workloads.
  • Led and participated in cyber-recovery efforts that recovered a compromised business unit and smaller subset of another.
  • Optimized data backup and replication pipelines using enterprise frameworks like Zerto, VMware, and advanced storage solutions.
  • Streamlined enterprise architecture workflows to ensure continuous compliance and uncompromised uptime for mission-critical medical distribution platforms.
McKesson Infrastructure and Disaster Recovery Tenure 2000 – 2019

Enterprise Infrastructure & Systems Engineering Tenure

McKesson Corporation

Spent nearly two decades driving the evolution of enterprise infrastructure, core server virtualization, and foundational business continuity architectures at scale. Played a vital role in transforming legacy systems into robust, highly-available corporate datacenters supporting extensive enterprise operations.

  • From inception, I architected, engineered and maintained our disaster recovery and business continuity frameworks, ensuring enterprise-wide operational resilience for the flagship OneCloud platform.
  • Architected, engineered and maintained massive multi-site Active Directory domains, core network topologies, and foundational identity management protocols.
  • As a solutions architect, I architected, engineered & delivered hands-on technical solutions for server virtualization migrations; as well as storage area networks (SAN), and early automated task frameworks.
  • Provided reliable operational support and engineering governance across multiple generations of enterprise technology transformations.
  • Led end-to-end cyber incident response and business continuity operations following a severe cyber event, directing critical system restoration.
The Start Of A Foundational Career History

Technical Consulting & Systems Engineering / Administration

Entre Business Technology Center & Goodrich Federal Credit Union

Started a career by spending 5 years in technical consulting, and systems integration. This established the foundation of a 25+ year career in enterprise infrastructure administration.

  • Designed, deployed, and maintained complex network topologies, server deployments, and secure storage platforms.
  • Delivered hands-on technical solutions, automated administrative operations, and maintained high availability across diverse IT environments.