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About the Role

The Senior Director, Enterprise Architecture – PBM Modernization & Transformation is a senior technology executive responsible for defining and executing the architectural vision, modernization strategy, and target-state technology roadmap for the Pharmacy Benefit Management (PBM) organization. This leader will spearhead the transformation of the PBM technology ecosystem, evolving legacy platforms into a modern, scalable, domain-driven architecture that enhances business agility, operational efficiency, and innovation. The role provides strategic leadership across application modernization, platform rationalization, cloud adoption, integration modernization, data enablement, engineering transformation, and AI-driven innovation initiatives. Partnering closely with executive leaders, the Senior Director will establish the architectural foundation required to simplify the PBM landscape, reduce technical debt, improve speed-to-market, and enable the next generation of digital healthcare capabilities. AI will serve as a critical accelerator in this transformation journey, with the leader championing the adoption of AI-enabled software development practices and driving the integration of Generative AI, Agentic AI, and intelligent automation into core business processes. The Senior Director will lead a team of enterprise architects, establish architecture governance and technology standards, and oversee technology strategy across critical PBM domains.

Responsibilities

Define and execute a multi-year modernization strategy for PBM applications, platforms, and technology capabilities.
Lead the transition from legacy monolithic systems to modular, cloud-native, API-first, and event-driven architectures.
Establish technology strategies that improve scalability, resiliency, maintainability, security, and speed-to-market.
Partner with business and technology leaders to identify and prioritize opportunities to embed Generative AI, Agentic AI, and intelligent automation into business workflows and operational processes.
Define architectural patterns that support intelligent decision-making, workflow orchestration, automation, and enhanced user experiences.
Ensure AI-enabled business solutions are built on secure, scalable, compliant, and well-governed enterprise platforms.
Balance modernization investments across platform simplification, technical debt reduction, digital innovation, and AI-enabled business transformation.
Establish and lead architecture review processes that promote speed, transparency, and sound decision-making.
Define and maintain architecture principles, standards, governance frameworks, and decision records.
Implement architecture decision metrics and service-level expectations to improve organizational agility and reduce delivery bottlenecks.
Embed responsible AI and Generative AI design principles, including governance, observability, risk management, and compliance, into enterprise solutions.
Drive adoption of AI capabilities across pharmacy operations, clinical programs, digital experiences, analytics platforms, and enterprise workflows.
Ensure enterprise AI solutions align with business objectives, regulatory requirements, and organizational standards.
Partner closely with engineering leaders to ensure architectural strategies are successfully implemented and adopted.
Define reusable patterns, reference implementations, and technology accelerators that improve delivery consistency and speed.
Support early solution implementations and measure architecture adoption, business value, and operational outcomes.
Lead, mentor, and develop a high-performing team of enterprise architects.
Foster architecture communities of practice and promote knowledge sharing across engineering and technology organizations.
Maintain enterprise architecture pattern libraries, standards repositories, and decision frameworks that enable scalable adoption of best practices.

Requirements

10+ years of progressive experience in enterprise architecture, technology strategy, or large-scale technology transformation leadership roles.
Proven success developing and executing enterprise-scale modernization, platform, and data strategies.
Strong executive presence with the ability to influence senior leaders and drive alignment across business and technology organizations.
Demonstrated experience leading large-scale transformation initiatives in complex enterprise environments.
Experience integrating security, compliance, risk management, and governance practices into technology platforms and engineering organizations.
Exceptional communication, storytelling, facilitation, and stakeholder management skills.
Experience operating in high-growth, transformation-focused, or highly regulated industries.
Strong strategic thinking and systems-thinking capabilities, balanced with pragmatic execution and results orientation.
Experience within Pharmacy Benefit Management (PBM), specialty pharmacy, healthcare technology, or related healthcare services organizations.
Prior hands-on experience in software engineering, data engineering, platform engineering, or cloud architecture before transitioning into architecture leadership.
Experience leveraging AI, Generative AI, Agentic AI, and intelligent automation to drive measurable business outcomes.
If you will be working at home occasionally or permanently, the internet connection must be obtained through a cable broadband or fiber optic internet service provider with speeds of at least 10Mbps download/5Mbps upload.

Skills

Enterprise Architecture
Technology Strategy
Large-scale Technology Transformation
Modernization Strategy
Platform Rationalization
Cloud Adoption
Integration Modernization
Data Enablement
Engineering Transformation
AI-driven Innovation
Domain-Driven Architecture
API-First Architecture
Event-Driven Architecture
Cloud-Native Architecture
Generative AI
Agentic AI
Intelligent Automation
Architecture Governance
Technology Standards
Claims Processing
Benefit Administration
Pricing
Rebates
Formulary Management
Clinical Programs
Pharmacy Networks
Digital Experience Platforms
Software Engineering
Data Engineering
Platform Engineering
Cloud Architecture
Security
Compliance
Risk Management
Communication
Storytelling
Facilitation
Stakeholder Management
Strategic Thinking
Systems Thinking
Change Leadership

Location

Remote

Work Type

Full-time
Remote

Experience Level

Senior
Director
10+ years

About the Company

Doing something meaningful starts with a simple decision, a commitment to changing lives. At The Cigna Group, we’re dedicated to improving the health and vitality of those we serve. Through our divisions Cigna Healthcare and Evernorth Health Services, we are committed to enhancing the lives of our clients, customers and patients. Join us in driving growth and improving lives.

Equal Opportunity

Qualified applicants will be considered without regard to race, color, age, disability, sex, childbirth (including pregnancy) or related medical conditions including but not limited to lactation, sexual orientation, gender identity or expression, veteran or military status, religion, national origin, ancestry, marital or familial status, genetic information, status with regard to public assistance, citizenship status or any other characteristic protected by applicable equal employment opportunity laws.
If you need a reasonable accommodation to complete the online application process, please email seeyourself@thecignagroup.com for assistance. Please note that this email inbox is dedicated to accommodation requests only and cannot provide application updates or accept resumes.
The Cigna Group has a tobacco-free policy and reserves the right not to hire tobacco/nicotine users in states where that is legally permissible. Candidates in such states who use tobacco/nicotine will not be considered for employment unless they enter a qualifying smoking cessation program prior to the start of their employment. These states include: Alabama, Alaska, Arizona, Arkansas, Delaware, Florida, Georgia, Hawaii, Idaho, Iowa, Kansas, Maryland, Massachusetts, Michigan, Nebraska, Ohio, Pennsylvania, Texas, Utah, Vermont, and Washington State.
Qualified applicants with criminal histories will be considered for employment in a manner consistent with all federal, state and local ordinances.