Administrative Assistant Senior Representative

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.