Principal chief of staff

Summary

Serve as a strategic thought partner for the VP of D&A Performance —driving clarity, execution, and measurable outcomes for the business. The role requires consulting‑grade problem solving, executive communication, and the ability to operate hands‑on in a matrixed environment.

What You'll Do

Strategic Leadership & Operating Rhythm

• Establish and maintain a clear operating cadence, including leadership forums and all‑hands meetings creating team alignment and shared context. Maintain, enhance or deprecate current activities as needed

• Develop, launch and own leadership accountability for the organization (e.g. Quarterly Operating Review’s, Executive leadership readouts, town halls) and produce crisp narratives and materials

• Cross-functional strategic alignment with core internal partners (e.g. Technology, Business Teams, Analytics & Data Science Teams)

Financial Health & Cross-Org Prioritization

• Develop a strategic financial perspective for the organization spanning all financial levers, enhance partnership with Finance counterparts for alignment and tracking over the calendar year

• Guide value framing, trade‑offs and resourcing to maximize business impact across our digital product and customer engagement/experience teams

Execution, Performance & Outcomes

• Partner with Analytics team to stand up KPIs for product development and customer engagement programs and report progress with data‑backed insights

• Proactively identify risks/blocks and coordinate cross‑functional resolutions to keep outcomes on track

Executive Enablement & Communications

• Develop briefs, memos and exec‑ready storytelling for executive leadership and external audiences; simplify complexity into action

• Represent the function in cross‑enterprise forums and synthesize external signals (market/tech) into clear recommendations

People, Talent & Culture

• Partner with HRBPs for improved cross-org talent calibration, increased internal talent mobility, strategic staffing and the development of a strong early career pipeline

• Foster team vitality through measurable engagement activities and transparent goal laddering down through leadership levels

Enterprise Connectivity & Ad‑Hoc Strategy

• Drive partnership with business, technology and data teams to enable strong alignment through consistent communication and evaluation of progress against business performance

• Ensure we have alignment between deliverables and team capacity highlighting gaps and developing infrastructure to track

Qualifications

Required

• 8+ years' of progressive experience in strategy, analytics, product, consulting, or COS/COO‑type roles (healthcare preferred)

• Familiarity with Product development and customer engagement concepts with a track record of connecting digital experiences to business value

• Strong financial background and experience securing funding in highly matrixed environments

• Demonstrated program leadership experience and the ability to drive clarity and results in matrixed environments without formal ownership

• Exceptional executive communication and storytelling (decks, memos) and stakeholder influence skills

Preferred

• Advanced degree (MBA, MS Information Systems, MS Analytics or related)

• Tangible experience designing, developing and implementing enterprise digital initiatives and frameworks at scale

• Demonstrated experience enacting transformational change as opposed to stepwise improvements

• Exposure to payer/provider or integrated healthcare environments

Work Arrangement

Travel ~10% as business needs require

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.

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 require reasonable accommodation in completing the online application process, please email: [email protected] for support. Do not email [email protected] for an update on your application or to provide your resume as you will not receive a response.

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.