Executive Assistant

Job Title: Executive Assistant

Location: Chicago, IL

Industry: Insurance

Compensation: $75,000–$80,000

Work Schedule: Monday–Friday, 8:00 AM–4:00 PM

Hybrid schedule with 4–5 days onsite per week (flexibility required based on executive meetings and business needs)

Benefits: This position is eligible for medical, dental, vision, and 401(k).

About Our Client:

Addison Group is hiring for our client, a well-established and highly respected organization within the insurance industry. This company offers a professional corporate environment and strong internal growth opportunities. This role is open due to a recent internal promotion and offers the opportunity to support senior leadership within the executive office.

Job Description:

We are seeking a polished and proactive Executive Assistant to support senior executives in a fast-paced corporate setting. This individual will serve as a key administrative partner to leadership while also acting as the first point of contact for the executive office. The ideal candidate is professional, detail-oriented, highly organized, and comfortable working in a visible, front-facing role.

Key Responsibilities:

• Manage complex executive calendars, including scheduling meetings and coordinating internal and external communications
• Arrange domestic travel and prepare detailed itineraries; process expense reports through an online expense management system
• Coordinate onsite and offsite meetings, events, and conference logistics, including catering and materials preparation
• Draft and format professional correspondence, reports, agendas, and presentation materials
• Serve as the first point of contact for visitors and callers, providing a professional and welcoming experience
• Maintain attendance tracking and executive office documentation
• Oversee incoming mail distribution and office supply inventory
• Assist with high-level document production, binding, and presentation materials
• Support additional administrative and project-based tasks as assigned by executive leadership

Qualifications:

• Minimum of 4 years of experience in an administrative or executive support role
• Prior experience supporting VP-level or C-suite leadership preferred
• Strong proficiency in Microsoft Office Suite (Outlook, Word, Excel, PowerPoint)
• Experience with travel coordination and expense management systems (e.g., Concur or similar platforms)
• Excellent organizational skills with strong attention to detail and accuracy
• Ability to manage multiple priorities and adapt to changing deadlines
• Professional demeanor with strong written and verbal communication skills
• Demonstrated ability to handle confidential information with discretion
• Experience assisting with meeting planning and corporate events preferred
• Self-motivated and able to work independently with minimal supervision

Additional Details:

• Highly visible role seated at the executive office reception area

Perks:

• Opportunity to support executive leadership directly
• Stable organization with long-standing industry presence
• Professional, collaborative corporate environment
• Growth potential within the organization

Addison Group is an Equal Opportunity Employer. Addison Group provides equal employment opportunities (EEO) to all employees and applicants for employment without regard to race, color, religion, gender, sexual orientation, national origin, age, disability, genetic information, marital status, amnesty, or status as a covered veteran in accordance with applicable federal, state and local laws. Addison Group complies with applicable state and local laws governing non-discrimination in employment in every location in which the company has facilities. Reasonable accommodation is available for qualified individuals with disabilities, upon request.

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