Field Operations Inspector

CYM Living; Chicago, Northern (IL, KY); Hybrid; USD 75,000 - 80,000; Full time

Benefits offered by this job

Medical, Dental, and Vision Coverage

Flexible Spending and Health Savings (

401(k) with Company Match

Paid Time Off (PTO)

Paid Holidays

Job summary

CYM Living is seeking a Field Operations Inspector to walk and inspect scattered-site multifamily buildings across Chicago. The role focuses on identifying maintenance issues, auditing completed work, and ensuring standards are met.

You should be comfortable on your feet all day, walking buildings, and climbing stairs. Ideal candidates will notice issues others overlook, own the resolution process, and communicate clearly with on-site teams and vendors.

Qualifications

• Must have reliable vehicle and valid driver’s license.
• Willing to walk long distances and work outdoors.
• Experience in property management, maintenance, inspections, or facilities is a plus.
• Communicates clearly with maintenance teams, vendors, and staff.

Responsibilities

• 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 completion.
• Re-walk prior issues to ensure proper follow-through.
• Take photos, document findings, and submit clear reports.

Skills

Field inspections

Attention to detail

Communication

Team and independence

Follow-through

Reporting (photos/reports)

Tools

Phone/tablet reporting

Job description

Overview: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 youre comfortable being on your feet all day, walking multiple buildings, and climbing stairs repeatedly, this role is for you.

What Youll 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

• Dont mind stairs, extensive walking, or working outdoors
• Notices issues others overlook and takes ownership to ensure theyre 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

Physical & Field Requirements

• On your feet most of the day
• Climbing staircases repeatedly
• Walking long distances in and between buildings
• Working in all types of Chicago weather conditions

Must-Have Requirements

• Reliable vehicle and valid drivers license(daily travel between scattered sites required)
• Comfortable working independently in the field
• Strong attention to detail and follow-through
• Able to use a phone or tablet for photos, checklists, and reporting
• Prior experience in property management, maintenance, construction, inspections, or facilities is a plus

We offer our full-time employees a comprehensive benefits package that includes:

• Medical, Dental, and Vision Coverage
• Flexible Spending and Health Savings Accounts
• Short-Term Disability and Supplemental Life Insurance
• Employee Assistance Program
• Fitness and Well-Being Program
• Company-Paid Life Insurance and Long-Term Disability
• 401(k) with Generous Company Match
• Paid Time Off (PTO), Paid Sick Time, and Paid Holidays

CYM Living is an equal opportunity employer.

SALARY RANGE: $75 - $80K per year