Executive Assistant

Executive Assistant

Clear Investment Group is a Chicago-based, real estate investment firm specializing in opportunistic, value-add multifamily investments. The firm focuses on revitalizing communities while delivering strong risk-adjusted returns to investors through disciplined execution and operational expertise.

Compensation and benefits include a base salary of $70K - $90K, commensurate with experience, comprehensive health and dental insurance, 401(k) with company match, paid time off and company holidays, and an in-office environment at our Chicago headquarters.

The role involves providing comprehensive support to our CEO and CFO. The ideal candidate will be proactive, resourceful, and capable of managing multiple tasks along with managing the daily appointments of the CEO and CFO. This role offers the opportunity to work closely with senior leadership and contribute to the success of our dynamic and fast-paced organization.

Responsibilities include:

• Acting as the primary point of contact for the Leadership Team, managing schedules, appointments, and correspondence
• Proactively managing calendars by anticipating conflicts, prioritizing commitments, and recommending adjustments to maximize effectiveness
• Holding leadership accountable to meetings, deadlines, and action items by tracking follow-ups and ensuring commitments are closed out
• Coordinating and prioritizing meetings, conferences, and travel arrangements, ensuring all logistics are well-planned and executed seamlessly
• Preparing agendas, briefing materials, and follow-up notes to ensure meetings are productive and outcomes are clearly documented
• Supporting communication across the Leadership Team, including voicemail and inbox triage, organization, and drafting responses as appropriate
• Preparing, editing, and formatting correspondence, reports, presentations, and internal documents
• Serving as a gatekeeper for incoming requests, helping filter, prioritize, and route information effectively
• Maintaining organized digital and physical filing systems to ensure information is easily accessible
• Overseeing ad-hoc projects as assigned and driving them to completion, coordinating across departments as needed
• Conducting research and compiling data to support leadership decision-making
• Assisting in the preparation of board and leadership meetings, including agenda creation, document distribution, and meeting minutes
• Identifying opportunities to improve administrative processes, workflows, and internal coordination
• Handling sensitive and confidential information with discretion and professionalism at all times
• Collaborating closely with members of the Leadership Team and providing support on special projects as required
• Assisting with personal or time-sensitive duties for leadership, as needed

Qualifications include:

• 5+ years related experience
• Proven experience as an executive assistant or similar role supporting C-level executives
• Excellent organizational and time-management skills, with the ability to prioritize tasks effectively
• Strong communication skills, both written and verbal, with a keen attention to detail
• Ability to drive a project to the finish line
• Highly proficient in Outlook, OneDrive, SharePoint, and Word; basic proficiency in Excel
• Ability to maintain confidentiality and exercise sound judgment in all interactions
• Flexibility and adaptability to work in a fast-paced environment and manage multiple priorities
• Previous experience in the real estate industry is a plus but not required