Vice President, Head of Legal & Compliance – Allegiance
WFA Digital Insight
As the job market shifts towards remote work, demand for skilled legal and compliance professionals has grown significantly. With a 25% increase in remote job postings in the past year, companies like Cigna are looking for experts who can navigate complex regulatory environments. This role stands out for its focus on strategic risk management and compliance guidance, making it an attractive opportunity for those with a strong background in healthcare law. Before applying, candidates should be aware of the importance of executive presence, sound judgment, and discretion in this senior leadership role.
Job Description
About the Role
The Vice President, Head of Legal & Compliance, 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. This role entails providing strategic, practical legal counsel to senior leadership across business lines, balancing risk with business priorities. The ideal candidate will have a deep understanding of the healthcare industry and be able to navigate complex regulatory environments.As a member of the executive team, this role will partner 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. The successful candidate will demonstrate executive professionalism, sound judgment, and discretion in all interactions with employees, clients, regulators, vendors, and the public.
What You Will Do
- 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, such as vendor, provider, BAAs, and licensing agreements
- Establish contracting standards and support corporate governance and entity management activities
- Oversee regulatory inquiries, complaints, and data requests, ensuring accurate and timely responses
- Provide legal oversight for key operational areas, such as appeals, subrogation, overpayments, and 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 and policy governance
- Lead and develop Legal and Compliance team members, including direct oversight of the Compliance Director
What We Are Looking For
- 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, such as ERISA, HIPAA, insurance/TPA operations, contracting, and 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
Nice to Have
- Experience with digital tools and technologies, such as document management systems and contract management software
- Familiarity with data analytics and reporting, with ability to analyze complex data sets and provide insights
- Experience with accreditation and audit readiness efforts, such as URAC
- Certification in compliance or a related field, such as CCEP or CIPP
Benefits and Perks
- Competitive salary range: 71,800 - $286,400 per year, depending on experience and location
- Eligibility for annual bonus and long-term incentive plan
- Comprehensive range of benefits, with a focus on supporting whole health
- Remote work arrangement, with periodic travel required for team meetings, leadership engagement, and key business needs
- Opportunity to work with a leading healthcare company, making a meaningful impact on the lives of millions of people
How to Stand Out
- Develop a strong understanding of the healthcare industry and regulatory environment to stand out as a candidate
- Highlight your experience with digital tools and technologies, such as document management systems and contract management software
- Be prepared to provide specific examples of your experience leading and developing teams, including coaching, influencing, and driving performance
- Showcase your ability to analyze complex data sets and provide insights, with experience in data analytics and reporting
- Consider obtaining certification in compliance or a related field, such as CCEP or CIPP, to demonstrate your expertise
- Be prepared to discuss your approach to risk management and compliance guidance, with a focus on practical, risk-based legal guidance
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