Strategic Executive Assistant to the COO

Full Circle Communities, Inc; Chicago (IL); Hybrid; USD 90,000 - 100,000; Full time

Benefits offered by this job

Hybrid work schedule

11 days paid vacation

12 paid holidays

3 floating holidays

SIMPLE IRA with up to 3% employer fit

Employee Assistance Program

Professional development allowance up

Job summary

Full Circle Communities is seeking a Senior Executive Assistant in Chicago to be the COO’s trusted partner. You will shield executive bandwidth, streamline complex workflows, and ensure clear cross-team communication.

This role emphasizes proactive preparation, concise briefs, and disciplined follow-through. Based in Chicago, the role is hybrid (up to three remote days/week) with travel to properties as needed.

Qualifications

• At least 4 years serving as an Executive Assistant to an executive team.
• Strong judgment to determine what requires executive attention versus independent resolution.
• Superior written communication with high emotional intelligence and discretion.
• Proficiency in Google Workspace or Microsoft Office, plus task-tracking tools.
• Based in Chicago, IL, with a valid driver’s license and ability to lift up to 20 lbs.
• Inclusive hiring—no formal degree required; relevant experience considered.

Responsibilities

• Proactively manage the COO’s calendar, inbox, daily workflow, travel, site visits, conferences, and reimbursements.
• Prepare briefing materials, summaries, agendas, presentations, reports, and talking points for leadership decisions.
• Lead preparation and follow-through for executive, department, Board committee, and project meetings; capture decisions and deadlines.
• Bridge communications across teams with emotional intelligence and discretion.
• Establish intuitive systems, templates, trackers, and playbooks for COO support.

Skills

Executive S.A. experience

Administrative craft

Communication & EQ

Office software proficiency

Mobility & driving

Inclusive hiring awareness

Education

No degree required

CAP credential (preferred)

Tools

Google Workspace

Microsoft Office

Asana

Monday.com

Smartsheet

Job description

Full Circle Communities is seeking a Senior Executive Assistant in Chicago to be the COO’s trusted partner. You will shield executive bandwidth, streamline complex workflows, and ensure clear cross-team communication.

This role emphasizes proactive preparation, concise briefs, and disciplined follow-through. Based in Chicago, the role is hybrid (up to three remote days/week) with travel to properties as needed.