Strategic EA to CEO & Board Liaison

R1; Chicago (IL); On-site; USD 86,000 - 107,000; Full time

Benefits offered by this job

Competitive benefits package

Annual bonus plan

Job summary

R1 is seeking an Executive Assistant in Chicago to support the CEO and act as the primary liaison to the Board. This full-time, in-office role prioritizes discretion, calendar management, travel planning, and confidential matters, with exposure to governance processes.

You will coordinate board meetings, prepare materials, manage executive communications, and partner with other EAs. The position includes domestic and international travel, a base salary range and a discretionary annual bonus plan.

Qualifications

• 5+ years of executive support experience at the CEO/C-suite level.
• Exposure to Board relations and corporate governance.
• Exceptional organizational and time-management skills.
• Strong verbal and written communication with executives and stakeholders.
• Proficiency with Microsoft 365 and project-management tools.
• Familiarity with AI tools to increase output.
• Ability to work independently with discretion.

Responsibilities

• Provide high-level administrative support to the CEO, including calendar management, travel, and expense reporting.
• Prepare materials for meetings, presentations, and correspondence.
• Screen inquiries and manage confidential information with discretion.
• Coordinate Board logistics, agendas, and materials; support governance processes.
• Assist in coordinating executive EA coverage with peers.

Skills

Executive support

Board relations

Calendar management

Travel planning

Microsoft 365

Project management

AI tools

Verbal & written comms

Discretion & professionalism

Tools

Microsoft 365

Job description

R1 is seeking an Executive Assistant in Chicago to support the CEO and act as the primary liaison to the Board. This full-time, in-office role prioritizes discretion, calendar management, travel planning, and confidential matters, with exposure to governance processes.

You will coordinate board meetings, prepare materials, manage executive communications, and partner with other EAs. The position includes domestic and international travel, a base salary range and a discretionary annual bonus plan.