Senior Executive Assistant

Cigna Health and Life Insurance Company; Bloomfield (CT); On-site; USD 50,000 - 74,000; Full time

Job summary

The Cigna Group is seeking a Senior Executive Assistant to support the Chief Data, Digital & AI Officer and senior leadership. You will anticipate needs, manage complex calendars, plan meetings, and ensure confidential information remains secure.

You will partner with the Chief of Staff, operations, and IT teams to enable smooth executive support, coordinate travel, prepare polished materials, and drive initiatives that strengthen leadership effectiveness in a fast-paced environment.

Qualifications

• 10+ years of progressive executive support experience.
• Experience supporting senior leaders and managing calendars, travel, and expenses.
• Strong MS Office and collaboration tools proficiency.

Responsibilities

• Manage complex calendars and meetings for senior leaders.
• Coordinate executive meetings, travel, and expenses.
• Prepare executive-ready materials and reports.
• Partner with diverse teams to enable seamless leadership support.
• Lead or support programs and events.

Skills

Communication

Organization

Problem solving

Interpersonal skills

Independent work

AI interest

Team coordination

Education

Bachelor's degree in business, communications, administration, or related field

Tools

Microsoft Word

Microsoft Excel

PowerPoint

Outlook

Teams

SharePoint

Concur

Workday

Job description

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. 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 36 - 54 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.

About The Cigna Group

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.

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.