Executive Assistant - Hybrid

Executive Assistant, Technology & Operations

About the Role

Are you energized by helping senior leaders stay focused, connected, and ready for what comes next? As the Executive Assistant supporting the Chief Information Officer of US Employer Technology (USET), you will be a trusted partner, thoughtful problem solver, and steady presence in a fast-moving environment. You will anticipate needs, manage complex priorities, and create the structure that helps leaders and teams work at their best. This role offers the opportunity to build strong relationships across the enterprise, support meaningful technology and operations work, and continue growing your AI and digital skills.

What You Will Do (Responsibilities)

• Provide trusted, high-level support to the Global CIO and senior leaders while handling sensitive information with sound judgment and discretion.

• Own complex calendars and meeting priorities, resolving conflicts and adapting quickly to changing business needs.

• Coordinate executive meetings and events from planning through follow-up, including logistics, technology, materials, minutes, decisions, and action items.

• Partner with the Office of the CIO, executive assistants, technical support, communications, travel, aviation, and real estate teams to create seamless leader and team support.

• Plan thoughtful travel experiences, manage expenses, and coordinate related logistics using company travel and expense systems.

• Support onboarding, offboarding, equipment, workspace, access, organizational charts, distribution lists, SharePoint, and communication channels for employees and contractors.

• Create polished correspondence, presentations, spreadsheets, reports, and other executive-ready materials.

• Coordinate vendor payments, invoices, delegated transactions, and department administration with accuracy and accountability.

• Lead or support team programs, events, philanthropy, and special projects that strengthen connection and culture.

• Anticipate concerns, engage the right partners, and recommend practical solutions that keep work moving forward.

What You Bring (Qualifications)

Required Qualifications

• Minimum of 10 years of progressive experience in executive support, senior-level administration, project coordination, or a related field.

• Experience supporting senior leaders and managing complex calendars, meetings, travel, expenses, and confidential information.

• Advanced skills in Microsoft Word, Excel, PowerPoint, Outlook, Teams, and virtual meeting platforms.

• Excellent written and verbal communication, organization, attention to detail, and relationship-building skills.

• Ability to work independently, adjust priorities, solve problems, and use sound judgment in a fast-paced environment.

• High degree of integrity, accountability, discretion, resourcefulness, and follow-through.

• Interest in using Microsoft Copilot and continuing to build AI and digital skills.

• Experience supporting hybrid teams and working effectively across levels and functions.

Preferred Qualifications

• Experience supporting senior executives in a large, complex, or Fortune 500 organization.

• Experience with tools such as Concur, Workday, SharePoint, and enterprise communication platforms.

• Experience supporting team programs, executive events, vendor processes, or cross-functional projects.

• Bachelor’s degree in business, communications, administration, or a related field.

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 33 - 49 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

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.