POSITION SUMMARYThe Chief of Staff serves as a trusted strategic advisor and force multiplier to the Managing Director of Client Services & Implementation (CS&I). This role is responsible for advancing organizational priorities, driving execution of strategic initiatives, enhancing leadership effectiveness, and ensuring alignment across the Client Services & Implementation leadership team and key enterprise partners.
Acting as the connective tissue across the organization, the Chief of Staff translates strategy into action, facilitates enterprise collaboration, and helps leaders navigate complexity, change, and transformation. The role combines strategic planning, executive communications, organizational effectiveness, governance, and business operations to ensure the successful execution of CS&I priorities.
The successful candidate will possess strong business acumen, exceptional influencing skills, executive presence, systems thinking capabilities, and the ability to anticipate challenges and opportunities before they emerge. This individual will help shape the future direction of the organization by supporting innovation, workforce evolution, operational excellence, and client-centered transformation.
Candidates who reside within 50 miles of the following locations will be required to perform onsite 3 days per week: Bloomfield, CT; Chattanooga, TN; Denver, CO; Scottsdale, AZ; St Louis, MO.Key ResponsibilitiesStrategic Partnership & Leadership Support- Serve as a trusted advisor to the Managing Director on business strategy, organizational priorities, leadership effectiveness, and enterprise initiatives.
- Provide thought partnership on complex business challenges, strategic opportunities, and organizational decisions.
- Support prioritization and execution of the Managing Director's strategic agenda.
- Monitor progress against organizational objectives and ensure leadership focus remains aligned to key priorities.
Strategy & Transformation Execution- Lead and coordinate execution of strategic initiatives across Client Services & Implementation.
- Facilitate development and monitoring of organizational goals, success measures, and transformation milestones.
- Identify business risks, organizational dependencies, and execution challenges and recommend mitigation strategies.
- Support operating model evolution, business transformation, and organizational effectiveness efforts.
- Research emerging industry trends, technology advancements, workforce shifts, and client expectations to inform strategic planning.
Organizational Effectiveness & Business Operations- Lead business planning, leadership operating rhythms, governance processes, and organizational performance management.
- Facilitate annual planning, goal setting, business reviews, workforce planning, and organizational assessments.
- Develop executive dashboards, scorecards, and reporting mechanisms to track progress against strategic objectives.
- Partner with finance, human resources, technology, and operations teams to ensure alignment and coordination.
Leadership Team Enablement- Support the leadership team in driving alignment, accountability, and decision-making.
- Facilitate leadership meetings, strategic planning sessions, offsites, and business reviews.
- Coordinate cross-functional discussions to accelerate issue resolution and decision execution.
- Promote collaboration and alignment across teams and enterprise stakeholders.
Executive Communications & Storytelling- Develop executive presentations, business updates, leadership messaging, strategic narratives, and organizational communications.
- Partner with communications teams to develop and execute communication strategies supporting business priorities and organizational change.
- Support execution of town halls, leadership forums, employee engagement activities, and other organizational communication events.
- Ensure consistent messaging and alignment across leadership communications.
Enterprise Collaboration & Stakeholder Management- Build and maintain effective partnerships with leaders across the enterprise.
- Act as a connector across functions to improve transparency, coordination, and execution.
- Facilitate alignment between enterprise priorities and Client Services & Implementation objectives.
- Represent the Managing Director in meetings and initiatives as appropriate.
Innovation & Future Readiness- Identify opportunities to improve organizational effectiveness through process simplification, automation, analytics, and emerging capabilities.
- Support the evaluation of new technologies, AI solutions, and innovation opportunities that may enhance business performance and client outcomes.
- Assist leadership in understanding the implications of emerging trends on workforce strategy, client experience, and operational models.
- Promote a culture of continuous improvement, innovation, and learning.
Leadership Competencies- Strategic Foresight: Anticipates future business needs, industry trends, client expectations, and organizational challenges while helping leadership proactively prepare for change.
- Systems Thinking: Understands organizational interdependencies and evaluates decisions through an enterprise-wide lens to optimize outcomes across people, processes, technology, and clients.
- Enterprise Influence: Builds credibility and drives alignment across highly matrixed organizations through partnership, collaboration, and influence rather than authority.
- Transformation Leadership: Successfully navigates ambiguity, organizational change, and competing priorities while maintaining momentum and delivering measurable outcomes.
- Executive Presence: Demonstrates confidence, judgment, professionalism, and credibility when interacting with senior leaders and enterprise stakeholders.
- Organizational Connector: Creates alignment across teams, initiatives, and stakeholders by connecting people, priorities, and ideas to accelerate execution and reduce silos.
- Strategic Communications & Storytelling: Translates complex business challenges and strategies into compelling, actionable narratives that drive understanding, engagement, and action.
- Innovation & Digital Fluency: Understands the impact of emerging technologies, data, analytics, automation, and AI on organizational performance and future business capabilities.
- Organizational Agility: Balances strategic thinking with operational execution while adapting effectively in a dynamic and evolving environment.
- Courageous Thought Partnership: Provides constructive challenges, independent thinking, and candid feedback to leaders while maintaining trust and credibility.
- Enterprise Architect of Change: The ability to help leadership envision, design, and operationalize future-state capabilities, governance models, organizational structures, workforce strategies, and client-centered operating models that enable long-term business success.
Preferred Qualifications- Bachelor's degree preferred; Master's degree or MBA preferred.
- 7+ years of experience in strategy, operations, transformation, consulting, program management, organizational effectiveness, or related leadership roles.
- Experience supporting senior executives in a large, complex, matrixed organization.
- Demonstrated success leading cross-functional initiatives and driving organizational change.
- Strong executive communication, presentation development, and facilitation skills.
- Experience developing leadership materials, strategic roadmaps, business cases, and executive-level reporting.
- Ability to manage multiple priorities in a fast-paced and evolving environment.
- Proven ability to influence and build relationships across all levels of an organization.
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 112,100 - 186,800 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 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.
