Managing Counsel – Head of Legal & Compliance

The Cigna Group

Senior legal and compliance leader for Allegiance business at Cigna, advising executive leadership and managing regulatory risks. Providing strategic legal counsel across various business functions.

Posted 5/14/2026full-timeRemote • Illinois • 🇺🇸 United StatesLead💰 $171,800 - $286,400 per yearWebsite

About the role

Key responsibilities & impact

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.

Requirements

What you’ll need

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.

Benefits

Comp & perks

medical, vision, dental, and well-being and behavioral health programs
401(k)
company paid life insurance
tuition reimbursement
a minimum of 18 days of paid time off per year
paid holidays

ATS Keywords

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Applicant Tracking System Keywords

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Hard Skills & Tools

JDlegal experiencecontract negotiationcompliance program developmentpolicy governanceregulatory inquiries managementdata requests managementlegal draftingrisk managementaccreditation support

Soft Skills

executive presencecoachinginfluencingteam developmentanalytical skillsjudgmentdiscretioncommunicationproblem-solvingprioritization