Executive Assistant - Employment & Benefits Law

Cigna Health and Life Insurance Company; Cool Valley (MO); Hybrid; USD 65,000 - 100,000; Full time

Job summary

The Cigna Group seeks an experienced Executive Assistant to serve as a trusted strategic partner to senior leaders. You will provide high-level administrative, operational, and organizational support, handling confidential information with discretion in a fast-paced environment.

Responsibilities include managing complex calendars, coordinating domestic and international travel, preparing materials, and ensuring timely follow-up on action items.

Qualifications

• Bachelor's degree or equivalent work experience.
• 7+ years of executive administrative support experience.
• Experience managing calendars, travel, and executive communications.
• Proficient with Microsoft Office Suite and related tools.
• Strong organizational, prioritization, and time management skills.
• Outstanding written and verbal communication abilities.
• Able to work independently with minimal supervision.

Responsibilities

• Provide executive support and calendar management across multiple time zones.
• Plan meetings, prepare agendas, materials, and distribute pre-read content.
• Coordinate domestic and international travel arrangements and logistics.
• Serve as primary point of contact between executives, teams, and partners.
• Manage expenses, invoices, POs, and budgeting-related tasks.
• Maintain confidentiality and exercise independent judgment on sensitive matters.

Skills

Calendar management

Travel coordination

Executive communication

MS Office Suite

Time management

Independent work

Education

Bachelor's degree

Tools

Microsoft Office Suite

Outlook

Teams

PowerPoint

Excel

Word

Job description

Position Summary

The Executive Assistant serves as a trusted strategic partner to senior executives, providing high-level administrative, operational, and organizational support. This role requires exceptional judgment, discretion, and the ability to manage multiple priorities in a fast-paced environment. The Executive Assistant is responsible for helping drive operational efficiency, facilitating seamless communication, and supporting the successful execution of critical business activities and leadership priorities. The ideal candidate is highly organized, proactive, and solutions-oriented, with a strong ability to anticipate needs, navigate complex situations, and adapt to changing priorities. This individual builds effective relationships across all levels of the organization, demonstrates executive presence and professionalism, and handles highly confidential information with the utmost integrity and discretion.

Key Responsibilities

• Executive Support & Calendar Management

  Manage complex and dynamic calendars, including scheduling meetings across multiple time zones and balancing competing priorities. Coordinate domestic and international travel arrangements, including itineraries, accommodations, transportation, and related logistics. Prioritize incoming requests and correspondence, exercising sound judgment in determining urgency and appropriate action. Anticipate executive needs and proactively resolve scheduling conflicts and operational challenges.

• Meeting Planning & Preparation

  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, ensuring timely follow-up and accountability. Manage logistics for board, executive, and senior leadership meetings as needed.

• Business Operations & Coordination

  Serve as a primary point of contact for internal and external stakeholders. Facilitate communication between 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.

• Financial & Administrative Support

  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.

• Stakeholder Partnership

  Build strong relationships across the organization to facilitate collaboration and effective decision-making. Represent the executive professionally and positively in interactions with employees, customers, vendors, and external partners. Support leadership team coordination, including communications, meeting cadence, and organizational priorities.

• Confidentiality & Judgement

  Handle highly sensitive and confidential information with discretion and professionalism. Exercise independent judgment in managing requests and escalating issues when appropriate. Maintain a high degree of integrity and trust while supporting executive-level decision making.

Qualifications

• Bachelor's degree or equivalent work experience.
• 7+ years of executive administrative support experience, including support of senior executives (Vice President level and above).
• Demonstrated 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.
• Proven ability to work independently with minimal supervision while managing multiple priorities.

This role will be located in an office -Hybrid, 3 days a week. If you will be working at home occasionally or permanently, the internet connection must be obtained through a cable broadband or fiber optic internet service provider with speeds of at least 10Mbps download/5Mbps upload.

About The Cigna Group

Doing something meaningful starts with a simple decision, a commitment to changing lives. At The Cigna Group, we’re dedicated to improving the health and vitality of those we serve. Through our divisions Cigna Healthcare and Evernorth Health Services, we are committed to enhancing the lives of our clients, customers and patients. Join us in driving growth and improving lives.

Qualified applicants will be considered without regard to race, color, age, disability, sex, childbirth (including pregnancy) or related medical conditions including but not limited to lactation, sexual orientation, gender identity or expression, veteran or military status, religion, national origin, ancestry, marital or familial status, genetic information, status with regard to public assistance, citizenship status or any other characteristic protected by applicable equal employment opportunity laws.

If you need a reasonable accommodation to complete the online application process, please email [e-mail] for assistance. Please note that this email inbox is dedicated to accommodation requests only and cannot provide application updates or accept resumes.

The Cigna Group has a tobacco‑free policy and reserves the right not to hire tobacco/nicotine users in states where that is legally permissible. Candidates in such states who use tobacco/nicotine will not be considered for employment unless they enter a qualifying smoking cessation program prior to the start of their employment. These states include: Alabama, Alaska, Arizona, Arkansas, Delaware, Florida, Georgia, Hawaii, Idaho, Iowa, Kansas, Maryland, Massachusetts, Michigan, Nebraska, Ohio, Pennsylvania, Texas, Utah, Vermont, and Washington State.

Qualified applicants with criminal histories will be considered for employment in a manner consistent with all federal, state and local ordinances.

Doing something meaningful starts with a simple decision, a commitment to changing lives. At The Cigna Group, we’re dedicated to improving the health and vitality of those we serve. Through our divisions Cigna Healthcare and Evernorth Health Services, we are committed to enhancing the lives of our clients, customers and patients. Join us in driving growth and improving lives.