Role Summary: The Managing Director, Corporate Functions Technology is a senior technology leader responsible for defining and executing technology strategy, product roadmaps, engineering delivery, and modernization across a portfolio of critical Corporate Functions capabilities.
The initial portfolio will have a significant focus on Legal technology and enterprise collaboration, with responsibility for technology capabilities supporting Legal Operations, regulatory and compliance activities, contract lifecycle management, contract ingestion and intelligence, legal matter and spend management, discovery and legal hold, knowledge management, collaboration, content, search, and AI-enabled productivity.
The portfolio is intentionally designed to evolve. In addition to Legal and collaboration capabilities, this leader may assume responsibility for other Corporate Functions technology capabilities, including select Finance and enterprise shared services, as business priorities and the Corporate Technology operating model evolve.
The Managing Director will partner closely with senior leaders across Legal, Legal Operations, Finance, Corporate Functions, Technology, Information Security, Enterprise Architecture, Privacy, Risk, and other enterprise functions to establish an innovation-driven technology roadmap that simplifies the technology landscape, improves the user experience, and delivers measurable business outcomes.
A critical mandate of the role is to accelerate the transition from traditional project-based technology delivery toward durable, product-oriented teams and iterative, outcome-based ways of working. The leader will bring together business capability ownership, product management, architecture, and engineering to deliver smaller increments of value, learn quickly, and continuously improve products and platforms.
The Managing Director will maintain a strong external orientation, staying current on developments across enterprise technology, Legal technology, collaboration, AI, automation, and contract intelligence and translating emerging capabilities into practical opportunities for the enterprise.
RESPONSIBILITIES:
Technology Strategy and Business Partnership
- Own technology strategy, product roadmaps, investment priorities, and execution across the assigned Corporate Functions portfolio, with an initial concentration in Legal technology and enterprise collaboration.
- Establish strong partnerships with the General Counsel's organization, Legal Operations, Finance, Corporate Functions, and Technology leaders to jointly define business outcomes, technology priorities, investment roadmaps, and measures of success.
- Translate business strategy and capability needs into a multi-year technology strategy spanning platforms, data, architecture, engineering, AI, automation, and operating-model change.
- Serve as a trusted technology advisor to senior business leadership, bringing forward technology opportunities, risks, investment choices, and external market perspectives.
- Create transparency around roadmap priorities, delivery progress, investment, dependencies, technology risk, and business outcomes.
Legal and Corporate Functions Technology
- Provide technology leadership across Legal capabilities including matter management and e-billing; Legal intake and workflow; e-discovery and legal hold; regulatory and compliance technology; intellectual property and entity management; Legal knowledge management; investigations; and productivity.
- Establish the technology strategy and capabilities for contract ingestion and intelligence, including the ability to ingest contracts and related documents, extract and structure key terms and obligations, identify contractual intent, enable validation and analysis, and make contract information available to downstream business processes, analytics, AI, and decision-making.
- Partner across various Technology, Business, Legal and relevant Corporate Functions to establish reusable contract ingestion and intelligence capabilities rather than isolated solutions for siloed use cases.
- Establish an integrated perspective across Legal technologies rather than managing individual applications as separate technology projects.
- Lead technology modernization and simplification of the Legal ecosystem, including rationalization of redundant platforms, reduction of technical debt, improved integration, and modernization of legacy capabilities.
- Apply the same capability-based approach to additional Corporate Functions domains as they move into the portfolio, potentially including Finance, enterprise corporate services, and other shared enterprise capabilities.
Product and Operating Model Transformation
- Organize the portfolio around durable product teams aligned to business capabilities and value streams, shifting from temporary project structures toward persistent accountability for products and business outcomes with a mix of project and agile delivery.
- Establish accountability within Corporate Functions capabilities with a focus on strategic design, integrations, data requirements and management.
- Implement product management disciplines including product strategy, roadmaps, objectives and measures, discovery, prioritization, backlog management, iterative delivery, and continuous customer feedback.
- Drive measurable outcomes and evidence-based prioritization.
- Balance strategic modernization with near-term business commitments, regulatory requirements, operational stability, and technical debt reduction.
Architecture and Engineering
- Define and deliver the target-state architecture for the portfolio, including build-versus-buy decisions, platform strategy and rationalization, ensuring compliance with architecture standards like integration patterns, data flows, security architecture, and controls.
- Provide senior leadership for full-stack engineering, solution architecture, and technical design across enterprise SaaS products, integrations, APIs, cloud services, data capabilities, and custom-developed solutions.
- Ensure technology solutions achieve appropriate levels of scalability, resilience, maintainability, security, performance, usability, and cost efficiency.
- Promote reusable architectures, services, APIs, engineering patterns, and shared technology capabilities across the portfolio.
- Drive modern engineering disciplines including DevSecOps, CI/CD, automated testing, observability, cloud-native architecture, and engineering automation.
AI, Automation, Contract Intelligence, and Innovation
- Establish and execute an AI and automation strategy across Legal, collaboration, contract intelligence, and other Corporate Functions capabilities.
- Identify and prioritize high-value AI opportunities with a focus on ROI.
- Move promising AI capabilities beyond experimentation into secure, scalable production solutions with defined business outcomes.
- Partner with enterprise AI, Legal, Privacy, Information Security, Risk, and Architecture functions to ensure AI solutions are implemented responsibly and within enterprise governance requirements.
- Build AI fluency across product and engineering teams and incorporate AI-enabled development and productivity practices into the technology organization.
Market and Technology Leadership
- Maintain strong awareness of developments across enterprise technology, AI, emerging software architectures, and assigned Corporate Functions capabilities like Legal, contract ingestion and intelligence.
- Continuously evaluate new products, technologies, partners, and operating models that could improve business outcomes, client, provider, member, and employee experience, speed, or efficiency.
- Sponsor rapid prototypes, proofs of concept, and MVPs to evaluate emerging technology using measurable success criteria before broader investment.
- Bring external technology perspectives and recommendations to senior business and Technology leadership.
Talent and Organizational Leadership
- Build, develop, and retain a high-performing organization of product, engineering, architecture, and technology professionals across employees and strategic partners.
- Develop technology leaders capable of managing durable products and platforms rather than individual projects.
- Assess workforce capabilities against the target-state portfolio and build or acquire skills required for product management, modern engineering, architecture, AI, contract intelligence, and platform ownership.
- Foster a culture of accountability, technical excellence, inclusion, curiosity, collaboration, continuous learning, and customer focus.
- Provide coaching, mentoring, succession planning, and career development for technology talent.
Portfolio, Financial, and Vendor Management
- Own financial management for the technology portfolio, including annual planning, forecasting, investment prioritization, and ongoing cost management.
- Develop and execute sourcing and vendor strategies across enterprise software, SaaS, consulting, engineering, and specialized technology partners.
- Lead strategic build-versus-buy decisions and SaaS/platform rationalization.
- Manage strategic vendor relationships, contract performance, and technology partnerships with a focus on long-term business value and total cost of ownership.
Technology Risk, Security, and Operational Excellence
- Ensure operational stability, resiliency, security, privacy, records management, Legal privilege, and regulatory requirements are incorporated into technology strategy and solution design.
- Partner with Information Security, Legal, Privacy, Risk, Compliance, Architecture, and other control functions to appropriately manage technology and information risk.
- Maintain accountability for production health and operational performance across owned products and platforms.
- Identify and proactively address technology risks, aging platforms, technical debt, concentration risk, and critical dependencies.
CRITICAL TECHNOLOGY COMPETENCIES:
- Demonstrate technical depth in modern full-stack engineering, including modern software engineering practices, integrations, APIs, enterprise data models, and cloud architectures.
- Meaningful experience with AI/ML platforms, generative AI, intelligent automation, and emerging agentic technologies, including taking AI capabilities from experimentation into production.
- Strong understanding of enterprise SaaS architecture, configuration, integration, lifecycle management, and platform rationalization.
- Experience establishing modern DevSecOps practices, CI/CD, automated testing, observability, and engineering quality disciplines.
- Ability to evaluate trade-offs among custom development, commercial platforms, SaaS solutions, and strategic technology partnerships.
- Experience creating reusable technology assets and rapidly developing prototypes, proofs of concept, and MVPs to validate business value.
- Strong understanding of non-functional architecture requirements, including security, privacy, availability, resiliency, scalability, performance, and maintainability.
- Ability to remain current with emerging technologies and translate technology trends into practical recommendations and business opportunities.
QUALIFICATIONS:
- Bachelor's degree in Computer Science, Engineering, Information Systems, or a related field required; advanced degree preferred.
- Significant technology leadership experience, including leadership of product, engineering, architecture, operations and/or enterprise platform organizations.
- Demonstrated experience leading complex, enterprise-scale technology portfolios and transformational initiatives.
- Proven ability to transition organizations from traditional project delivery toward product-based, iterative, and outcome-oriented operating models.
- Experience jointly developing technology strategies and roadmaps with senior business executives and establishing measurable business outcomes.
- Experience building, developing, and leading high-performing technology teams across employees, contractors, and strategic partners.
- Legal technology experience preferred, particularly across multiple Legal capabilities rather than a single application or platform.
- Experience with contract lifecycle management, contract ingestion, document intelligence, or contract intelligence capabilities preferred.
- Experience with enterprise collaboration, productivity, or knowledge platforms preferred.
- Experience with Finance technology or other Corporate Functions platforms is beneficial.
- Healthcare, financial services, or other regulated-industry technology experience preferred.
- Demonstrated ability to communicate complex technical topics to senior non-technical audiences and influence executive stakeholders.
- Strong financial, portfolio, and vendor-management skills, including investment prioritization, sourcing, contract negotiation, and build-versus-buy decisions.
- Strong executive presence, business acumen, relationship management, and influencing skills.
- Intellectual curiosity and demonstrated commitment to continuous learning and external technology awareness.
- Ability to operate effectively in ambiguity and assume responsibility for an evolving portfolio of Corporate Functions capabilities.
LEADERSHIP EXPECTATIONS:
- Enterprise mindset: Optimizes for enterprise outcomes rather than individual applications or functions.
- Business and product orientation: Starts with business outcomes and user needs rather than technology delivery.
- Technical credibility: Can meaningfully challenge and guide architecture, engineering, data, AI, and product decisions.
- Transformation leadership: Creates sustained changes in how teams organize and deliver technology.
- Talent leadership: Builds teams and future leaders capable of operating at greater scale.
- Executive influence: Creates clarity around complex issues and drives decisions across organizational boundaries.
- Bias for simplification: Reduces unnecessary platforms, processes, handoffs, and technical complexity.
- Curiosity and innovation: Continually brings external ideas into the organization and rapidly tests their value.
- Accountability: Owns outcomes from strategy through implementation and ongoing operation.
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.
For this position, we anticipate offering an annual salary of 209,600 - 349,300 USD / yearly, depending on relevant factors, including experience and geographic location.
This role is also anticipated to be eligible to participate in an annual bonus and long term incentive plan.
At The Cigna Group, you’ll enjoy a comprehensive range of benefits, with a focus on supporting your whole health. Starting on day one of your employment, you’ll be offered several health-related benefits including medical, vision, dental, and well-being and behavioral health programs. We also offer 401(k), company paid life insurance, tuition reimbursement, a minimum of 18 days of paid time off per year, paid holidays, and leaves of absence. For more details on our employee benefits programs, click here.
About The Cigna Group
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.
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.
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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.
