Clear Investment Group
Title:
Administrative Assistant Department:
Operations Reports to:
Leadership Team Job Type:
100% in office (located in the Chicago Loop)
Company Overview Clear Investment Group is a boutique real estate investment firm in Chicago specializing in multi-family assets. We are based in Chicago, with portfolios across the Midwest, South, and Northeast. With a focus on acquiring distressed properties, we aim to improve communities by investing in local real estate.
Our Core Values are
Get it Done: Drive progress. Be solution-oriented, determined, diligent
Ride the Wave: Embrace the new. Be adaptive, flexible, agile
Add Value: Deliver excellence — in communication, transparency, results
Exhibit Passion: Strive to be the Ideal Team Player. Be humble, hungry, smart
Compensation and Benefits
Base Salary: $70,000 plus commensurate with experience
Eligible for year-end and performance bonuses
Access to 401(k) with company matching
Health & dental insurance, including company contribution
PTO policy
Overview We are seeking a highly motivated Administrative Assistant to support our Leadership Team and help keep the organization operating efficiently and accountably. This role is critical to ensuring priorities stay on track, schedules run smoothly, and leadership commitments are executed with discipline and follow-through.
The ideal candidate is proactive, organized, and energized by ownership. This is not a passive support role — we are looking for someone who takes initiative, anticipates needs, flags conflicts early, and continuously looks for ways to improve how the Leadership Team operates. Over time, this role has the opportunity to expand in responsibility and scope for the right person.
Key Responsibilities Leadership & Administrative Support
Act as the primary point of contact for the Leadership Team, managing schedules, appointments, and correspondence
Proactively manage calendars by anticipating conflicts, prioritizing commitments, and recommending adjustments to maximize effectiveness
Hold leadership accountable to meetings, deadlines, and action items by tracking follow-ups and ensuring commitments are closed out
Coordinate and prioritize meetings, conferences, and travel arrangements, ensuring all logistics are well-planned and executed seamlessly
Prepare agendas, briefing materials, and follow-up notes to ensure meetings are productive and outcomes are clearly documented
Communication & Organization
Support communication across the Leadership Team, including voicemail and inbox triage, organization, and drafting responses as appropriate
Prepare, edit, and format correspondence, reports, presentations, and internal documents
Serve as a gatekeeper for incoming requests, helping filter, prioritize, and route information effectively
Maintain organized digital and physical filing systems to ensure information is easily accessible
Project & Process Support
Oversee ad-hoc projects as assigned and drive them to completion, coordinating across departments as needed
Conduct research and compile data to support leadership decision-making
Assist in the preparation of board and leadership meetings, including agenda creation, document distribution, and meeting minutes
Identify opportunities to improve administrative processes, workflows, and internal coordination
Confidentiality & Collaboration
Handle sensitive and confidential information with discretion and professionalism at all times
Collaborate closely with members of the Leadership Team and provide support on special projects as required
Assist with personal or time-sensitive duties for leadership, as needed
Qualifications
Associate’s degree required; Bachelor’s degree preferred
3 - 5+ years of relevant experience
Strong organizational and communication skills
High professionalism and discretion
Proficiency in Microsoft Office
Preferred Qualifications
Experience supporting leadership teams
Comfort driving accountability
Interest in expanding responsibilities
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Administrative Assistant Department:
Operations Reports to:
Leadership Team Job Type:
100% in office (located in the Chicago Loop)
Company Overview Clear Investment Group is a boutique real estate investment firm in Chicago specializing in multi-family assets. We are based in Chicago, with portfolios across the Midwest, South, and Northeast. With a focus on acquiring distressed properties, we aim to improve communities by investing in local real estate.
Our Core Values are
Get it Done: Drive progress. Be solution-oriented, determined, diligent
Ride the Wave: Embrace the new. Be adaptive, flexible, agile
Add Value: Deliver excellence — in communication, transparency, results
Exhibit Passion: Strive to be the Ideal Team Player. Be humble, hungry, smart
Compensation and Benefits
Base Salary: $70,000 plus commensurate with experience
Eligible for year-end and performance bonuses
Access to 401(k) with company matching
Health & dental insurance, including company contribution
PTO policy
Overview We are seeking a highly motivated Administrative Assistant to support our Leadership Team and help keep the organization operating efficiently and accountably. This role is critical to ensuring priorities stay on track, schedules run smoothly, and leadership commitments are executed with discipline and follow-through.
The ideal candidate is proactive, organized, and energized by ownership. This is not a passive support role — we are looking for someone who takes initiative, anticipates needs, flags conflicts early, and continuously looks for ways to improve how the Leadership Team operates. Over time, this role has the opportunity to expand in responsibility and scope for the right person.
Key Responsibilities Leadership & Administrative Support
Act as the primary point of contact for the Leadership Team, managing schedules, appointments, and correspondence
Proactively manage calendars by anticipating conflicts, prioritizing commitments, and recommending adjustments to maximize effectiveness
Hold leadership accountable to meetings, deadlines, and action items by tracking follow-ups and ensuring commitments are closed out
Coordinate and prioritize meetings, conferences, and travel arrangements, ensuring all logistics are well-planned and executed seamlessly
Prepare agendas, briefing materials, and follow-up notes to ensure meetings are productive and outcomes are clearly documented
Communication & Organization
Support communication across the Leadership Team, including voicemail and inbox triage, organization, and drafting responses as appropriate
Prepare, edit, and format correspondence, reports, presentations, and internal documents
Serve as a gatekeeper for incoming requests, helping filter, prioritize, and route information effectively
Maintain organized digital and physical filing systems to ensure information is easily accessible
Project & Process Support
Oversee ad-hoc projects as assigned and drive them to completion, coordinating across departments as needed
Conduct research and compile data to support leadership decision-making
Assist in the preparation of board and leadership meetings, including agenda creation, document distribution, and meeting minutes
Identify opportunities to improve administrative processes, workflows, and internal coordination
Confidentiality & Collaboration
Handle sensitive and confidential information with discretion and professionalism at all times
Collaborate closely with members of the Leadership Team and provide support on special projects as required
Assist with personal or time-sensitive duties for leadership, as needed
Qualifications
Associate’s degree required; Bachelor’s degree preferred
3 - 5+ years of relevant experience
Strong organizational and communication skills
High professionalism and discretion
Proficiency in Microsoft Office
Preferred Qualifications
Experience supporting leadership teams
Comfort driving accountability
Interest in expanding responsibilities
#J-18808-Ljbffr