Senior Executive Assistant, Data, Digital & AI
About the Role
Are you energized by helping senior leaders stay focused, connected, and ready for what comes next? As the Senior Executive Assistant supporting the Chief Data, Digital & AI Officer and senior leadership team, 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 AI work, and continue growing your own digital skills.
What You Will Do (Responsibilities)
Provide trusted, high-level support to the Chief Data, Digital & AI Officer 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 Chief of Staff, operations leads, executive assistants, technical support, communications, travel, 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, 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 issues, secure the right support, 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 virtual 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.
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 seeyourself@thecignagroup.com 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.
Manage Chief Deputies’ calendars, communications, and meetings while overseeing daily office operations and creating a welcoming, well-organized space for staff, partners, and visitors.
Provide executive support to the Chief Business Officer and VP of Business Development, managing complex calendars and driving process improvements across the organization.
Own executive support and business operations by managing inboxes, calendars, travel, client relationships, and CRM workflows while using AI tools to improve efficiency and keep teams coordinated.
Serve as a strategic business partner to 3–4 senior leaders, optimizing calendars, meetings, communications, travel, and team operations while protecting executive focus and streamlining cross-functional workflows.
Seeking an experienced Executive Assistant to support a principal managing international investments, requiring exceptional organizational skills and proficiency in financial administration.
