PBS Engineering Managing Director

Cigna Group • Saint Louis, MO

2d • $209,600 - $349,300

About The Position

The PBS Engineering Managing Director is the senior technical owner for the engineering model, technical delivery, and client-transition activities needed to integrate, modernize, and re-implement capabilities across the Express Scripts technology ecosystem so that they operate with New PBM Platform. The role translates program direction into an engineering strategy, multi-year roadmap, and coordinated delivery model across federated technology, product, operations, account management, and business teams. It ensures existing systems are modernized and integrated, work from the Orchestration Hub and capability build arm can be delivered by PBS teams, client waves meet readiness criteria, and legacy services continue without disruption for clients who have not migrated.

The role establishes and leads the PBS Engineering organization, overseeing delivery, integrated planning, integration and end-to-end testing, migration, cutover and contingency, and technical support for business operations. It sets the engineering model across existing systems—including code and repository strategy, environments, pipelines, testing, and release governance—and partners with New PBM Platform, product engineering, the Orchestration Hub, and existing PBM technology leaders. The Managing Director resolves complex technical issues, provides decision-ready recommendations to executives, and maintains accountability for delivery outcomes, operational excellence, financial stewardship, and policy implementation.

The position calls for a bachelor's degree or equivalent related experience, with an advanced degree preferred, and 15 or more years of progressively responsible experience in technology, engineering, platform delivery, technology strategy, or large-scale transformation, including significant managerial experience. Experience in healthcare, pharmacy benefit management, regulated technology, or similarly complex transaction-processing environments is preferred. If working from home occasionally or permanently, an internet connection through cable broadband or fiber optic service with speeds of at least 10 Mbps download and 5 Mbps upload is required. The anticipated annual salary is $209,600–$349,300, depending on relevant factors such as experience and geographic location; the role is also anticipated to be eligible for an annual bonus and long-term incentive plan.

Requirements

• Bachelor's degree or equivalent related experience required.
• 15 or more years of progressively responsible experience in technology, engineering, platform delivery, technology strategy, or large-scale transformation, including significant managerial experience.
• Experience leading sizeable employee and partner populations through multiple layers of senior leaders, such as directors, senior managers, or principals.
• Proven record of developing and executing medium- to long-term strategies and roadmaps with material organizational, operational, financial, and client impact.
• Demonstrated experience introducing AI-assisted software development lifecycle practices across engineering teams, including tooling, quality controls, and ways of working to realize measurable gains in a regulated delivery environment.
• Demonstrated success influencing executives and leading outcomes across organizational boundaries without relying solely on direct authority.
• Strong financial, portfolio, vendor, resource, capacity, risk, and performance-management capabilities.
• Exceptional written, verbal, listening, and presentation skills, including the ability to synthesize disparate information and clearly articulate issues, recommendations, decisions, and required actions.
• Strong executive presence, sound judgment, resilience, and ability to operate effectively in a complex and evolving environment.
• Demonstrated leadership of large-scale engineering organizations across technology transformation, platform implementation, modernization, systems integration, and enterprise migration programs.
• Deep understanding of complex application ecosystems, integration patterns, data conversion, testing, release management, production readiness, and operational support.
• Command of modern engineering practices, including source control and branching, CI/CD pipelines, automated testing, environment and test-data management, observability, and change and release control.
• Experience establishing governance and delivery models across federated technology organizations and matrixed teams.
• Ability to evaluate architecture, engineering, security, infrastructure, data, resilience, and non-functional requirements and make sound enterprise-scale technical decisions.
• Experience leading client or customer implementations involving coordinated business readiness, technical migration, cutover, contingency, and stabilization.
• Strong command of Agile, Waterfall, and hybrid delivery approaches, with judgment to apply fit-for-purpose methods.
• Familiarity with AI-assisted software delivery and automation, and judgment about where they add value.
• Ability to use delivery, quality, incident, capacity, financial, and operational data to identify trends, manage risk, and guide executive decisions.
• Ability to translate complex concepts into clear roadmaps, executive narratives, operating models, and presentation-ready recommendations.
• If working from home occasionally or permanently, a cable broadband or fiber optic internet connection with at least 10 Mbps download and 5 Mbps upload is required.

Nice To Haves

• Advanced degree preferred.
• Experience in healthcare, pharmacy benefit management, regulated technology, or similarly complex transaction-processing environments preferred.

Responsibilities

• Develop and drive a three- to five-year engineering strategy, roadmap, governance model, and delivery approach for New PBM Platform integration, modernization, and client re-implementation.
• Translate enterprise and executive priorities into outcomes, sequencing, investment needs, engineering and organizational capabilities, and execution plans.
• Advise executive leadership on strategy, major technical and delivery decisions, organizational alignment, risk tradeoffs, and client migration-wave readiness.
• Synthesize complex technical, operational, financial, and client information into decision-ready narratives and presentation materials.
• Represent the organization in senior leadership forums and serve as a primary interface with senior business, technology, and external partner leaders.
• Define and own the engineering model, including code and repository strategy, branching, environments, pipelines, automation, testing, change control, and release governance.
• Establish how work from the Orchestration Hub and capability build arm is received, estimated, scheduled, built, tested, and released by the organization.
• Improve engineering quality and throughput across teams with differing models, standards, and tools without destabilizing in-flight commitments.
• Own the technical definition of done, including code quality, test coverage, non-functional thresholds, and production readiness.
• Apply AI-assisted engineering and automation where they measurably improve speed, quality, and repeatability.
• Lead integrated execution of federated workstreams to modernize retained ESI capabilities and build integrations with New PBM Platform.
• Set delivery commitments, milestones, dependency management, escalation paths, and performance measures across teams with functional reporting lines elsewhere.
• Partner with the New PBM Platform platform organization and Orchestration Hub to align scope, acceptance criteria, dependencies, risks, testing, and release schedules.
• Ensure modernization and integration work meets functional, performance, security, reliability, and operational-readiness expectations before client deployment.
• Balance platform commitments with business-as-usual needs to maintain stable legacy services during the transition.
• Lead the technical model for transitioning clients from the legacy environment to New PBM Platform through sequenced implementation waves and an integrated plan.
• Oversee configuration, data conversion and reconciliation, migration tooling, integration and end-to-end testing, cutover planning, contingency procedures, go/no-go readiness, command-center execution, and post-launch stabilization.
• Partner with business readiness, account management, operations, finance, and product teams to establish wave-specific readiness criteria and support client and operational commitments.
• Develop repeatable migration and conversion capabilities that improve quality, speed, and predictability across client waves.
• Serve as the senior technical authority on wave readiness and ensure transitions occur at the required scale while protecting clients and services not yet migrated.
• Establish standards, governance, scorecards, and executive reporting for delivery health, capacity, dependencies, readiness, quality, risk, issues, and operational performance.
• Drive resolution of complex technical incidents and delivery barriers, using data to inform recommendations, escalations, and corrective action.
• Embed appropriate technology risk, security, compliance, resilience, and production-readiness controls across integration and migration activities.
• Oversee high-priority initiatives and cross-functional work that lacks established ownership or requires enterprise-level coordination.
• Build and lead an engineering organization spanning delivery, integrated planning, integration and end-to-end testing, migration, cutover and contingency, and business-operations technical support.
• Lead through senior leaders and matrixed teams, establish accountability, and enable execution across federated organizations.
• Recruit, develop, and retain engineering talent; build a leadership bench and adaptable capacity model aligned to the client-wave roadmap.
• Create a collaborative, transparent, outcomes-focused culture that advances work amid ambiguity, enterprise complexity, and competing priorities.
• Build partnerships across Technology, Product, Operations, Account Management, Finance, HR, Communications, Security, Infrastructure, Data, and external delivery partners.

Benefits

• Medical, vision, and dental benefits starting on the first day of employment.
• Well-being and behavioral health programs.
• 401(k).
• Company-paid life insurance.
• Tuition reimbursement.
• A minimum of 18 days of paid time off per year.
• Paid holidays.
• Leaves of absence.
• Eligibility to participate in an annual bonus and long-term incentive plan is anticipated.

What This Job Offers

• Job Type: Full-time
• Career Level: Director