Managing Counsel, Allegiance (VP – Head of Legal… at Cigna · Chicago

Managing Counsel, Allegiance (VP – Head of Legal & Compliance) Location: IL, Chicago, 525 W Monroe St STE1650 Serves as the senior-most legal and compliance leader for the Allegiance business, acting as a trusted advisor to executive leadership and a key member of the executive team. Partners with Cigna legal counsel and enterprise leadership to proactively manage legal, regulatory, contractual, and enterprise risk matters enabling strategic objectives while protecting the organization’s reputation and fiduciary obligations. Demonstrates executive professionalism, sound judgment, and discretion in all interactions with employees, clients, regulators, vendors, and the public, and serves as a visible role model for the Company. Provide strategic, practical legal counsel to senior leadership across business lines, balancing risk with business priorities Lead legal and regulatory support, including monitoring developments and serving as a key liaison with regulators and external partners Oversee outside counsel engagement, performance, and spend to ensure effective and cost-efficient legal services Provide legal and compliance guidance across core functions, including sales, client onboarding, RFPs, contracting, and operations Review, draft, and negotiate complex agreements (e.g., vendor, provider, BAAs, licensing) and establish contracting standards Support corporate governance and entity management activities, including filings and documentation Oversee regulatory inquiries, complaints, and data requests, ensuring accurate and timely responses Provide legal oversight for key operational areas (e.g., appeals, subrogation, overpayments, Medicare secondary payer matters) Partner with business leaders to resolve escalated client issues and ensure compliant, risk-aligned outcomes Lead and enhance the compliance program, including HIPAA Privacy and Security, training, monitoring, investigations, and incident response Support accreditation and audit readiness efforts (e.g., URAC) and policy governance Lead and develop Legal and Compliance team members, including direct oversight of the Compliance Director Qualifications, Skills & Capabilities: JD required 10+ years of progressive legal experience, with significant experience within a TPA, health plan, or highly regulated healthcare environment required Direct TPA experience strongly preferred, with demonstrated understanding of operations, regulatory requirements, and client-facing dynamics Proven experience leading and developing teams, including ability to coach, influence, and drive performance Demonstrated executive presence, with ability to effectively engage, influence, and advise senior leadership and external stakeholders Strong knowledge of applicable laws and regulations (e.g., ERISA, HIPAA, insurance/TPA operations, contracting, employment law) Experience supporting or leading compliance programs, including policy development, training, monitoring, and investigations Exceptional judgment and ability to provide practical, risk-based legal guidance in a complex environment Strong analytical, drafting, and negotiation skills Ability to manage competing priorities and operate effectively in a fast-paced, evolving environment High level of professionalism, discretion, and ability to handle sensitive matters This is a remote role with periodic travel expected (monthly and quarterly) for team meetings, leadership engagement, and key business needs. 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 171,800 - 286,400 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. 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