Job Description

Field Operations Inspector

CYM Living - Where caring meets innovation. We are a national real estate firm with corporate headquarters in Chicago, IL, Indianapolis, IN, and just outside of New York City. Our mission is to provide our residents with an exceptional living experience, nurture a culture of community, and empower growth from within. As a vertically integrated firm, we lead with operations by taking a hands-on approach to real estate investment and property management. We accomplish our mission by incorporating data and technology with hyperlocal customer service to all units.

We are hiring a Field Operations Inspector to walk and inspect scattered-site multifamily buildings throughout Chicago. This is a high-activity, boots-on-the-ground role focused on identifying maintenance issues, auditing completed work, and holding teams accountable to building standards.

If you're comfortable being on your feet all day, walking multiple buildings, and climbing stairs repeatedly, this role is for you.

What You'll Be Doing (Daily)

• Walk multiple scattered-site apartment buildings across Chicago
• Inspect common areas, hallways, stairwells, basements, vacant units, and exteriors
• Identify maintenance, safety, and cleanliness issues
• Audit maintenance and vendor work to confirm issues are fully completed; not just marked done
• Re-walk prior issues to ensure proper follow-through
• Take photos, document findings, and submit clear reports
• Communicate issues directly to on-site and maintenance teams

Work Breakdown

• 90% field work walking buildings, inspections, re-checks
• 10% office/admin documentation, reporting, follow-ups

Ideal Candidate

• Doesn't mind stairs, extensive walking, or working outdoors
• Notices issues others overlook and take ownership to ensure they're resolved
• Holds teams accountable and consistently follows up until work is completed correctly
• Comfortable navigating Chicago neighborhoods and scattered-site properties
• Communicates clearly and professionally with maintenance teams, vendors, and internal staff
• Strong follow-up skills with the ability to track issues through completion
• Works well as part of a team while also being self-directed in the field

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