Executive Assistant to CEO & CFO — Real Estate Firm

Clear Investment Group; Chicago (IL); On-site; USD 70,000 - 90,000; Full time

Benefits offered by this job

Health and dental insurance

401(k) with company match

Paid time off & holidays

In-office headquarters Chicago

Job summary

Clear Investment Group in Chicago, IL seeks an accomplished Executive Assistant to support our CEO and CFO in a fast-paced, in-office environment.

You will manage calendars, correspondence, and projects, prepare briefing materials, and coordinate meetings and travel while upholding confidentiality and rigorous organizational standards. This role offers ownership-driven culture and growth opportunities.

Qualifications

• 5+ years of related experience as an EA or similar role.
• Experience supporting C-level executives.
• Excellent organizational and time-management skills.
• Ability to drive projects to completion; discretion essential.

Responsibilities

• Act as primary contact for Leadership Team, manage schedules and correspondence.
• Proactively manage calendars, anticipate conflicts, optimize commitments.
• Coordinate meetings, travel, and agendas; ensure follow-ups.
• Prepare briefing materials and meeting minutes.
• Maintain filing systems and gatekeep requests.

Skills

Executive support

Organizational skills

Communication skills

Time management

Discretion

Tools

Outlook

OneDrive

SharePoint

Word

Excel

Job description

Clear Investment Group in Chicago, IL seeks an accomplished Executive Assistant to support our CEO and CFO in a fast-paced, in-office environment.

You will manage calendars, correspondence, and projects, prepare briefing materials, and coordinate meetings and travel while upholding confidentiality and rigorous organizational standards. This role offers ownership-driven culture and growth opportunities.