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Plan Sponsor Support Drafting Supervisor (International)

United States, Hartford Employment contract 43888.00 - 93574.00 USD / Year · Job Posted June 14, 2026
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Job Description

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.

Job Responsibility

  • 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

Requirements

  • 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

Nice to have

  • 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)

What we offer

  • medical
  • dental
  • vision coverage
  • paid time off
  • retirement savings options
  • wellness programs
  • bonus
  • commission
  • short-term incentive program

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