Plan Sponsor Drafting Supervisor; International

We’re building a world of health around every individual — shaping a more connected, convenient and compassionate health experience. At CVS Health®, you’ll be surrounded by passionate colleagues who care deeply, innovate with purpose, hold ourselves accountable and prioritize safety and quality in everything we do. Join us and be part of something bigger – helping to simplify health care one person, one family and one community at a time.

The Drafting Supervisor leads a team responsible for the preparation, review, and maintenance of employee benefits documentation, including plan documents, summary grids, SOBs, amendments, and compliance-related materials. This role ensures accuracy, regulatory compliance, and timely delivery while driving consistency, process improvement, and strong collaboration with internal stakeholders such as Legal, Compliance, and Account Management teams.

• Lead, coach, and develop a team of benefits document drafters, including assigning work, prioritizing workloads, and conducting performance evaluations
• Oversee the drafting, revision, and maintenance of benefit plan documents, SOBs, and related communications
• Ensure compliance with applicable laws and regulations (e.g., ERISA, IRS, DOL, ACA), maintaining current knowledge of regulatory changes and incorporating updates as needed
• Partner with legal and compliance teams to interpret regulatory guidance and apply it to plan documentation
• Maintain and manage a comprehensive inventory of benefit documents, including tracking regulatory requirements, key deadlines, and document status (in-progress, completed, backlog), ensuring timely updates and compliance
• Establish and maintain drafting standards, templates, procedures, and quality control processes
• Identify workflow inefficiencies and implement process improvements to enhance accuracy, productivity, and turnaround times
• Collaborate with cross-functional teams (Implementation, Coding, Account Management and Legal) to meet client needs and resolve issues
• Oversee the use and optimization of document management systems, drafting tools, and version control practices
• Support adoption of automation and new technologies to improve efficiency and scalability

• 3+ years of experience in employee benefits, insurance, healthcare, or related documentation
• Familiarity with ePub, CCI, or similar structured content systems
• Proven experience drafting and managing benefit plan documents, SOBs, and amendments
• Strong working knowledge of ERISA, IRS, DOL, and ACA regulations
• Demonstrated ability to lead or mentor a team in a deadline-driven, high-volume environment
• Experience managing multiple projects, priorities, and timelines simultaneously
• Proficiency with document management systems, version control practices, and drafting tools
• Advanced skills in Microsoft Word (styles, templates, formatting controls)
• Strong analytical skills with the ability to interpret complex regulations and translate into clear documentation
• Excellent written communication and attention to detail
• Ability to collaborate effectively with cross-functional teams and stakeholders

• Prior supervisory or people management experience
• Experience in a TPA, health plan, carrier, or benefits administration organization
• Experience with workflow optimization, Lean, or process improvement methodologies
• Exposure to automation tools, macros, or AI-assisted document drafting
• Certification such as CEBS, PMP, or similar
• Experience working with complex plan designs (e.g., self-funded, multi-state plans)

• High School

40

Full time

The typical pay range for this role is:

$43,888.00 - $93,574.00

This pay range represents the base hourly rate or base annual full-time salary for all positions in the job grade within which this position falls. The actual base salary offer will depend on a variety of factors including experience, education, geography and other relevant factors. This position is eligible for a CVS Health bonus, commission or short-term incentive program in addition to the base pay range listed above.