Executive Assistant - Employment & Benefits Law

The Cigna Group•St. Louis, MO
•Hybrid

About The Position

The Executive Assistant serves as a trusted strategic partner to senior executives, providing high-level administrative, operational, and organizational support. The role requires exceptional judgment, discretion, and the ability to manage multiple priorities in a fast-paced environment. The Executive Assistant helps drive operational efficiency, facilitates communication, and supports the execution of business activities and leadership priorities. The ideal candidate is highly organized, proactive, and solutions-oriented, able to anticipate needs, navigate complex situations, adapt to changing priorities, build relationships across the organization, and handle confidential information with integrity and discretion. This position is based in an office and is hybrid, with three days a week in the office. For occasional or permanent work from home, an internet connection through cable broadband or fiber service with speeds of at least 10 Mbps download and 5 Mbps upload is required.

Requirements

  • Bachelor's degree or equivalent work experience.
  • At least 7 years of executive administrative support experience, including support for senior executives at Vice President level or above.
  • Experience managing complex calendars, travel arrangements, and executive communications.
  • Strong proficiency with Microsoft Office Suite, including Outlook, Teams, PowerPoint, Word, and Excel.
  • Exceptional organizational, prioritization, and time-management skills.
  • Outstanding written and verbal communication abilities.
  • Ability to work independently with minimal supervision while managing multiple priorities.

Responsibilities

  • Manage complex, dynamic calendars; schedule meetings across time zones; and balance competing priorities.
  • Coordinate domestic and international travel, including itineraries, accommodations, transportation, and related logistics.
  • Prioritize incoming requests and correspondence, determine urgency, anticipate executive needs, and resolve scheduling conflicts and operational challenges.
  • Coordinate leadership meetings, town halls, offsites, and other strategic events.
  • Develop agendas, compile meeting materials, prepare presentations, and distribute pre-read content.
  • Document meeting outcomes, decisions, and action items, and ensure timely follow-up and accountability.
  • Manage logistics for board, executive, and senior leadership meetings as needed.
  • Serve as a primary point of contact for internal and external stakeholders and facilitate communication among the executive, leadership teams, and business partners.
  • Track key deliverables, deadlines, and commitments on behalf of the executive.
  • Support the planning and execution of strategic initiatives and special projects.
  • Manage expense reports, invoices, purchase orders, and budget tracking activities.
  • Coordinate vendor relationships and support contract and procurement processes as required.
  • Ensure compliance with company policies related to travel, expenses, and records management.
  • Build relationships across the organization to facilitate collaboration and effective decision-making.
  • Represent the executive professionally in interactions with employees, customers, vendors, and external partners.
  • Support leadership team coordination, including communications, meeting cadence, and organizational priorities.
  • Handle sensitive and confidential information discreetly and professionally; exercise independent judgment and escalate issues when appropriate.
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