Operations Principal & Chief of Staff - Remote

Reports directly to the President, Allegiance. Operates as a trusted advisor, integrator, and execution partner to the President and Allegiance Executive Leadership Team (ELT).

Role Summary

The Principal, Business Operations & Chief of Staff serves as the President’s right hand for both management system excellence and enterprise-wide execution. This role blends core Chief of Staff responsibilities with senior operational leadership, ensuring that Allegiance’s leadership team is tightly connected, aligned on priorities, and consistently executing against the business strategy.

This role is accountable for designing, running, and continuously improving a strong management operating cadence (planning, reviews, decision forums, and performance management), while also acting as the connective tissue across the executive team to drive collaboration, resolve friction, and accelerate outcomes. The role does not own a traditional function, but delivers impact through influence, orchestration, and disciplined follow-through across leaders.

Key Outcomes

• A clear, repeatable management process that connects strategy, priorities, and performance
• Strong executive alignment, collaboration, and shared accountability across Allegiance leadership
• Faster, higher-quality decision-making and execution against business priorities
• Effective integration of cross-functional initiatives and enterprise dependencies

Core Responsibilities

1. Chief of Staff & Management Process Leadership

• Design, implement, and run the Allegiance management operating system, including annual and multi-year planning, goal-setting, KPIs, operating reviews, and executive forums
• Serve as a thought partner to the President on agenda setting, decision framing, prioritization, and follow-up
• Ensure disciplined execution of leadership meetings, operating reviews, and governance forums, with clear decisions, owners, and accountability
• Translate strategic priorities into actionable plans and management rhythms that drive results
• Anticipate issues, risks, and execution gaps and proactively surface options and recommendations

2. Business Operations & Performance Execution

• Partner with Finance, HR, and other enabling functions to ensure alignment between strategy, financial assumptions, workforce plans, and performance outcomes
• Track and monitor progress against Allegiance priorities, identifying risks, tradeoffs, and interdependencies
• Lead or activate cross-business initiatives that require executive-level coordination, particularly in early or ambiguous phases, and transition ownership once stabilized
• Support preparation for enterprise operating reviews and executive updates as needed

3. Executive Team Integration & Alignment

• Act as a unifying force across the Allegiance ELT, ensuring leaders are working collaboratively rather than in silos
• Drive clarity on roles, decision rights, and handoffs across leaders and teams
• Facilitate cross-functional problem solving and resolve friction that impedes execution
• Ensure consistent communication, alignment, and follow-through across leadership

4. President Enablement & Enterprise Representation

• Represent the President and Allegiance in select enterprise forums, initiatives, and operating discussions
• Coordinate key leadership engagements, market visits, and strategic sessions to maximize impact and outcomes
• Serve as a trusted steward of sensitive information, judgment, and executive-level decision-making

Key Capabilities & Competencies

• Executive Gravitas & Influence: Ability to operate credibly with senior leaders and drive outcomes without formal authority
• Systems & Strategic Thinking: Sees how strategy, operations, financials, and people systems connect
• Operational Discipline: Strong orientation toward execution, follow-through, and performance management
• Collaboration & Orchestration: Proven ability to align diverse leaders and teams around shared outcomes
• Comfort with Ambiguity: Thrives in complex, evolving environments with incomplete information
• Communication Excellence: Able to synthesize complex issues and communicate clearly, concisely, and persuasively
• Judgment & Integrity: High degree of discretion, trust, and sound decision-making

Qualifications & Experience

• High School or GED required, Bachelor degree strongly preferred
• 12+ years of experience in business operations, strategy, consulting, Chief of Staff, including 5 + years of direct people leadership experience
• Demonstrated success working directly with senior executives in highly matrixed environments
• Strong business and financial acumen; ability to connect strategy to operating and financial outcomes
• Experience building and running management processes, operating cadences, and performance frameworks
• Healthcare or complex, regulated industry experience preferred

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 124,800 - 208,000 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 Cigna Healthcare

Cigna Healthcare, a division of The Cigna Group, is an advocate for better health through every stage of life. We guide our customers through the health care system, empowering them with the information and insight they need to make the best choices for improving their health and vitality. 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.