Executive Assistant

Career Group; Chicago (IL); Hybrid; USD 80,000 - 110,000; Full time

Job summary

Career Group is seeking an exceptional Executive Assistant in the Chicago area to serve as a trusted right hand to a member of the C-suite. This high-visibility role goes beyond traditional administrative support, partnering closely with senior leadership to streamline priorities and keep a demanding schedule running smoothly.

The ideal candidate is sharp, proactive, and highly organized with excellent judgment and polished communication.

Qualifications

• 7+ years of Executive Assistant experience, ideally supporting C-suite or senior-level executives.
• Ability to manage highly complex calendars and domestic/international travel.
• Excellent written and verbal communication skills with the ability to interact confidently across all levels of an organization.
• Proactive and anticipatory, with a natural ability to identify needs before they are voiced.
• Strong organizational and project management skills with exceptional attention to detail.
• Excellent judgment, discretion, and ability to operate independently.
• Comfortable working a hybrid schedule in the Chicago area.

Responsibilities

• Manage a complex, ever-changing executive calendar, proactively balancing priorities and anticipating potential conflicts.
• Coordinate detailed domestic and international travel, including comprehensive itineraries, logistics, and contingency planning.
• Serve as a key liaison between the executive and board members, senior leadership, clients, and external partners.
• Draft, edit, and manage executive correspondence, board materials, presentations, and internal communications.
• Stay ahead of deadlines, meetings, and shifting priorities, ensuring the executive is prepared and informed.
• Coordinate logistics for board meetings, leadership meetings, offsites, and executive-level events.
• Manage special projects and drive follow-up on key action items on the executive’s behalf.
• Prepare and reconcile expense reports and assist with budget tracking and vendor coordination.
• Handle highly confidential business and personal matters with discretion and sound judgment.
• Provide occasional personal support as needed.

Skills

Calendar management

Travel coordination

Communication

Organizational skills

Discretion

Microsoft Office

Tools

Outlook

PowerPoint

Excel

Job description

Our client, a prominent, well-established global organization in the Chicago area, is seeking an exceptional Executive Assistant to serve as a trusted right hand to a member of the C-suite. This is a high-visibility opportunity to join a successful, highly regarded organization and work closely with senior leadership in a role that goes well beyond traditional administrative support.

The Executive Assistant will be deeply integrated into the executive’s day-to-day, serving as a trusted partner who helps manage priorities, streamline communication, and keep a demanding schedule running seamlessly. This individual will have significant exposure across the organization and regularly interface with senior executives, board members, and key internal and external stakeholders.

The ideal candidate is sharp, proactive, and highly organized, with excellent judgment and sophisticated communication skills. They naturally stay several steps ahead, anticipate needs before they arise, and are comfortable taking ownership in a fast-moving environment. This is an excellent opportunity for an experienced EA who enjoys building a strong partnership with their executive and wants to join an established organization where the role is highly valued.

Responsibilities:

• Manage a complex, ever-changing executive calendar, proactively balancing priorities and anticipating potential conflicts
• Coordinate detailed domestic and international travel, including comprehensive itineraries, logistics, and contingency planning
• Serve as a key liaison between the executive and board members, senior leadership, clients, and external partners
• Draft, edit, and manage executive correspondence, board materials, presentations, and internal communications
• Stay ahead of deadlines, meetings, and shifting priorities, ensuring the executive is prepared and informed
• Coordinate logistics for board meetings, leadership meetings, offsites, and executive-level events
• Manage special projects and drive follow-up on key action items on the executive’s behalf
• Prepare and reconcile expense reports and assist with budget tracking and vendor coordination
• Handle highly confidential business and personal matters with discretion and sound judgment
• Provide occasional personal support as needed

Qualifications:

• 7+ years of Executive Assistant experience, ideally supporting C-suite or senior-level executives
• Proven ability to manage highly complex calendars and domestic/international travel
• Excellent written and verbal communication skills with the ability to interact confidently across all levels of an organization
• Highly proactive and anticipatory, with a natural ability to identify needs before they are voiced
• Strong organizational and project management skills with exceptional attention to detail
• Excellent judgment, discretion, and ability to operate independently
• Poised and adaptable, with the ability to remain steady as priorities shift
• High proficiency in Microsoft Office, including Outlook, PowerPoint, and Excel
• Experience supporting board or executive-level meetings is a plus
• Comfortable working a hybrid schedule in the Chicago area