Remote Administrative Assistant Representative

Remote, US

Position Summary

The Administrative Assistant Senior Representative provides administrative support to 2 senior leaders. This position is best suited for an experienced administrative professional who excels at managing complex priorities, navigating ambiguity, and operating with a high degree of independence. The successful candidate demonstrates exceptional organizational skills, sound judgment, discretion, and the ability to anticipate needs in a fast-paced, dynamic environment.

Key Responsibilities

Executive & Leadership Support

• Manage complex, frequently changing calendars across multiple leaders — prioritizing requests, optimizing scheduling, and resolving conflicts using sound judgment; communicate last-minute changes promptly via email, phone, or text.

• Coordinate leadership meetings, strategy sessions, offsites, all team meeting, and other business-critical events, including logistics for outside guests.

• Arrange domestic and international travel using Cigna's online booking tool; prepare itineraries and process expense reports.

• Review, approve, or reject policy-adherent expense reports submitted by team members, ensuring accurate and timely submission.

• Handle sensitive and confidential information with professionalism and discretion.

• Maintain organizational distribution lists.

• Secure help desk support to resolve computer, phone, and printer issues; order equipment and supplies; and manage department space planning with the corporate Real Estate team.

• Identify opportunities to improve administrative workflows, and overall operational effectiveness.

Qualifications

Required

• High school diploma or equivalent required; Associate's or Bachelor's degree preferred.

• 7+ years of progressively responsible administrative experience, including support of senior leaders.

• Demonstrated success supporting multiple executives or leaders simultaneously.

• Expert proficiency in Microsoft Outlook (and calendar functions), Teams, Word, PowerPoint, and Excel.

• Exceptional organizational skills, accuracy, and attention to detail.

• Proven ability to handle highly confidential information with integrity and discretion.

• High energy, flexibility, and a solutions-oriented mindset; proactively anticipates team needs.

• Experience supporting a virtual workforce, with technical proficiency across audio/voice equipment and mobile/desktop devices.

Preferred

• Experience supporting Director, Senior Director, VP, or equivalent leadership teams.

• Experience working in a large, matrixed organization or Fortune 500 company.

• Experience coordinating leadership meetings, offsites, and enterprise-wide events.

• Healthcare, pharmacy, or health services industry experience.

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.

For this position, we anticipate offering an hourly rate of 26 - 39 USD / hourly, depending on relevant factors, including experience and geographic location.

This role is also anticipated to be eligible to participate in an annual bonus plan.

At The Cigna Group, you’ll enjoy a comprehensive range of benefits, with a focus on supporting your whole health. Starting on day one of your employment, you’ll be offered several health-related benefits including medical, vision, dental, and well-being and behavioral health programs. We also offer 401(k), company paid life insurance, tuition reimbursement, a minimum of 18 days of paid time off per year, paid holidays, and leaves of absence. For more details on our employee benefits programs, click here.

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 [email protected] 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.