Kevin O'Sullivan

Senior technology leader with 25+ years of progressive experience owning IBM zSystems / z/OS platform operations, application lifecycle management, and infrastructure modernization across healthcare payer, financial services, and life sciences environments. Deep technical foundation across the full mainframe stack — z/OS, IMS, DB2, VSAM, JCL, RACF, CA7, REXX, Control-M, ENDEVOR — paired with the leadership profile to build and develop high-performing engineering teams, drive platform automation at scale, and translate technical strategy into business outcomes at the executive level. At Anthem, held director-level P&L-adjacent accountability for a portfolio of 97 mainframe and distributed application environments — governing infrastructure, security, performance, DR, vendor relationships, and a customer base of hundreds of stakeholders in a HIPAA-regulated environment.

Built and led the team responsible for that portfolio through multiple compliance cycles, automation initiatives, and a virtualization program that eliminated an estimated $10M–$12M in annual infrastructure cost. Prior to Anthem, spent 14 years at WellPoint and Empire BCBS managing mainframe environment operations in the same healthcare payer vertical CVS Health occupies — providing direct, relevant experience in the regulatory, operational, and organizational dynamics of enterprise healthcare IT at scale. Uses PMP-level discipline and organization in both technical and project management.

Technical Program Manager — Enterprise Multi-Market Programs at Elevance Health (formerly Anthem) (2023-05 – 2026-04)

Led delivery of multiple workstreams (projects) in two enterprise transformation programs — the $16M GBD APEX rebranding initiative (13 markets) and the $7M Ohio NextGen MyCare program (37 counties) — coordinating cross-functional teams across Application Development, QA, Compliance, and Business Operations in a regulated healthcare payer environment.

• Owned executive dashboards, dependency maps, and RAID log discipline across both programs — delivering data-driven status reporting to senior leadership and enabling timely, informed decisions across competing workstreams.
• Maintained audit traceability, infrastructure documentation, and compliance controls across regulated technology environments, reducing organizational risk exposure in a complex multi-market delivery model.

Technical Program Manager — Payment Systems & Infrastructure at Mastercard (2022-02 – 2023-05)

Led technical analysis of z/OS batch workloads — JCL, JOBs, PROCs, CA7 scheduling, DB2/IMS dependencies — to assess replatforming viability and define migration patterns for a large-scale infrastructure modernization initiative targeting cloud-native and hybrid architectures.

• Delivered executive-ready risk reporting and program status across high-priority workstreams in a zero-downtime, mission-critical financial services environment with strict regulatory obligations.

Program Planning Manager — Global Regulatory Technology / EUDAMED at Johnson & Johnson (2021-03 – 2022-02)

Designed IT governance, deployment readiness, and release compliance frameworks for a global multi-jurisdiction medical device regulatory program — aligning QA, cybersecurity, and engineering stakeholders across distributed environment landscapes.

Director I, Technology — Environment & Application Lifecycle Management at Anthem, Inc. (now Elevance Health) (2013-05 – 2019-09)

Held director-level strategic and operational accountability for a portfolio of 97 mainframe and distributed application environments within the enterprise datacenter — governing z/OS infrastructure, storage, compute, IMS/DB2 databases, batch execution, RACF security controls, performance management, DR planning, and technology budget. Served hundreds of internal customers across development, testing, and business functions with zero tolerance for downtime in a HIPAA-regulated environment.

• Championed the COPE IMS Virtualization initiative — provisioning 30+ additional virtual environments without new hardware and eliminating an estimated $10M–$12M in annual infrastructure cost, resolving chronic resource contention. A direct demonstration of the platform investment stewardship and cost optimization thinking this role requires.
• Drove automation of environment provisioning using ISPF, REXX, and CLIST — reducing request-to-delivery time by 60–70% and transitioning the team from manual, error-prone processes to repeatable, scalable workflows. An early-stage automation transformation delivering the same category of operational improvement CVS Health is pursuing through AIOps and AI-enabled operations.
• Managed performance and capacity planning across the mainframe portfolio — analyzing SMF/RMF trends, projecting infrastructure demand, informing budget decisions, and coordinating hardware and software procurement within the enterprise planning cycle.
• Served as DR lead for the environment portfolio — designing and maintaining BC/DR runbooks, coordinating recovery testing, and ensuring continuity plans accurately reflected current z/OS and distributed architecture across all 97 environments.
• Oversaw incident escalation and root cause analysis for pre-production and production issues — restoring platform stability with executive-level communication and minimizing downstream impact across hundreds of dependent teams.
• Maintained RACF-aligned security controls, configuration standards, and operational playbooks across the environment estate — sustaining HIPAA audit readiness through multiple compliance cycles and managing vendor relationships for mainframe software and infrastructure products.
• Built and developed a team of mainframe platform engineers — coaching individual contributors into senior technical roles, running performance cycles, and cultivating a culture of accountability and continuous improvement where the team consistently delivered for the customers depending on them.

Technical Manager II — Mainframe Environment Management at WellPoint / Empire Blue Cross Blue Shield (1999 – 2013)

Led mainframe environment operations for one of the largest healthcare payers in the country across a 14-year tenure encompassing WellPoint's acquisition of Empire BCBS — managing configuration consistency, infrastructure readiness, release coordination, and team performance in a large-scale, HIPAA-regulated environment directly analogous to CVS Health's operational context.

• Designed and enforced system standards and documentation frameworks across operations and application development teams; managed distributed teams through organizational change and technology transitions.

Production Operations Analyst / CA7 Administrator at Federal Reserve Bank of New York (1994 – 1999)

Administered production job scheduling and managed operations for mission-critical financial processing systems at the Federal Reserve — establishing the operational discipline, zero-tolerance-for-failure mindset, and platform depth that has defined every subsequent role.