Executive Assistant to CEO & CFO — In-Office (Chicago Loop)

clearinvestmentgroup; Chicago (IL); On-site; USD 70,000 - 90,000; Full time

Benefits offered by this job

401K

Health & dental insurance

PTO and Paid Holidays

Job summary

Clear Investment Group is seeking a highly organized Executive Assistant to support the CEO and CFO in a fast-paced, in-office environment in the Chicago Loop. The role focuses on calendar management, communication, and project coordination with close collaboration to senior leadership.

The ideal candidate will have 5+ years of related experience, strong organizational skills, and proficiency in Outlook, OneDrive, SharePoint, and Word, with basic Excel.

Qualifications

• 5+ years of related experience in executive support.
• Proven experience supporting C-level executives.

Responsibilities

• Act as the primary contact for the Leadership Team and manage schedules, appointments, and correspondence.
• Proactively manage calendars, prioritize commitments, and optimize meeting efficiency.
• Coordinate meetings, travel arrangements, and prepare briefing materials.
• Prepare agendas, briefing materials, and follow-up notes to ensure productive meetings.
• Maintain organized digital and physical filing systems and gatekeep incoming requests.
• Drive ad-hoc projects to completion and support leadership decisions with research.

Skills

Calendar management

Communication

Discretion & confidentiality

Project coordination

Time management

Office software

Tools

Outlook

OneDrive

SharePoint

Word

Excel

Job description

Clear Investment Group is seeking a highly organized Executive Assistant to support the CEO and CFO in a fast-paced, in-office environment in the Chicago Loop. The role focuses on calendar management, communication, and project coordination with close collaboration to senior leadership.

The ideal candidate will have 5+ years of related experience, strong organizational skills, and proficiency in Outlook, OneDrive, SharePoint, and Word, with basic Excel.