US Employer Technology, Chief of Strategy & Operations (CSO)- Managing Director- Cigna Healthcare

Summary: The Chief of Strategy and Operations (CSO) is a senior leadership role within the USE Technology organization, serving as a strategic advisor to the USE CIO, and reporting to the Vice President Sales, Underwriting, Client and Chief Operating Officer.  This role drives the development and execution of the USE Technology strategy, establishes the operating model, aligns portfolio investments to business priorities, and oversees performance and financial management.  This leader ensures strategy-to-execution alignment, organizational effectiveness, and delivery of measurable business outcomes.

RESPONSIBILITIES:

- Strategy Development and Alignment

• Develop the USE Technology Strategy roadmap and associated sub-strategies (such as Platform modernization, global delivery model etc.) in line with broader business strategy to reflect evolving business priorities and market trends.

• Lead the technology roadmap development in line with strategy and in close collaboration with CIO and senior technology leaders.

• Maintain a deep understanding of USE business, translate business needs into actionable technology priorities and regularly communicate progress to USE CIO and senior business leadership.

- Operating Model and Governance

• Design and implement an operating model to execute on strategy with clear accountability, decision rights, and performance metrics.

• Establish management processes to optimize productivity and throughput across the technology function.

• Represent the CIO in key meetings and ensure effective governance and alignment on critical priorities.

• Partner with matrixed business and enterprise stakeholders to ensure technology governance processes drive efficient, timely, and aligned decision-making.

- Strategy Execution and Portfolio Management

• Manage execution of the strategic roadmap, tracking key deliverables, dependencies, and milestones across the USE Technology portfolio.

• Drive portfolio prioritization, investment alignment and resource allocation collaborating with business partners.

• Serve as the central coordinator to facilitate leadership alignment, informed trade-off decisions, issue resolutions and strategic recalibration.

- Financial Management​

• Oversee financial planning, forecasting, and spend management for the USE technology organization.

• Partner with Finance and portfolio leads to measure ROI and operational efficiency across initiatives

- Leadership, Influence and Organizational Effectiveness

• Serve as a trusted advisor to the CIO, providing objective perspective on what’s working, what’s not, and where to innovate.

• Drive implementation of new ideas and approaches to strengthen performance, mitigate risk, and accelerate delivery.

• Maintain a strong organizational pulse – listen to what people are saying - to identify underlying issues, gaps, and opportunities.

• Partner with HR to enable, manage, and grow talent, building future-ready talent and leadership depth across the technology organization.

• Collaborates with Communications team to support internal communications for U.S. Employer organization.

REQUIRED SKILLS:

• 10+ years of progressive leadership experience in technology, strategy, or operations within large, complex organizations- preferably in healthcare.

• Proven ability to translate business strategy into actionable technology roadmaps.

• Exceptional communication and influencing skills, with demonstrated success engaging senior executives and matrixed teams.

• Deep understanding of health plan business (Sales, Underwriting, Product, Operations, Provider etc.).

• Bachelor’s degree required; MBA or advanced degree preferred.

KEY COMPLEXITIES AND LEADERSHIP SKILLS:

• Strategic Influence: Roadmap delivery prioritization, portfolio prioritization, complex integrations with other technology domains.

• Cross functional collaboration: Strong partnership with technology and business peers, finance leadership, HR leadership, communications, and other critical internal matrix business partners.

• Business and financial acumen: Understanding of business complexities and financial goals.

• Operational Excellence: Designing operating and governance models.

• Change Leadership: Navigating organizational changes and tech transformations.

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 216,700 - 361,100 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 and paid holidays. 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.

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.