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Contract Drive By Property Inspector Jobs in Chicago, IL

Unit inspections. * Monthly reporting. * Purchasing supplies and paying bills in a timely manner. * Appear in court for eviction proceedings. * Other responsibilities as assigned by Property Manager ...

Commercial Property Inspector Location: Flexible As an Inspector with a leading commercial loan servicer, you will play a vital role in supporting the asset management team by conducting property ...

Unit inspections. Monthly reporting. Purchasing supplies and paying bills in a timely manner. Appear in court for eviction proceedings. Other responsibilities as assigned by Property Manager or Sr. ...

Assistant Property Manager

Chicago, IL · On-site

$50K - $65K/yr

Facilities Management · Regularly inspect property to ensure it is in good working order; common ... by property manager. Financial Reporting · Pull financial reports for Regional Property Manager or ...

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You will start by assisting with the day-to-day management of residential properties while learning ... Schedule property inspections and maintenance appointments * Follow up on late rent and other ...

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Contract Drive By Property Inspector information

See Chicago, IL salary details

$29.4K

$51.2K

$77.8K

How much do contract drive by property inspector jobs pay per year?

As of Aug 20, 2026, the average yearly pay for contract drive by property inspector in Chicago, IL is $51,180.00, according to ZipRecruiter salary data. Most workers in this role earn between $40,200.00 and $59,200.00 per year, depending on experience, location, and employer.

What is the difference between Contract Drive By Property Inspector vs Contract Home Inspector?

AspectContract Drive By Property InspectorContract Home Inspector
CertificationsTypically requires real estate or property inspection licensesRequires state-specific home inspection licenses and certifications
Work EnvironmentConducts quick visual assessments from the street, often in moving vehiclesPerforms detailed inspections inside and outside of homes
Employer & Industry UsageUsed mainly by real estate agents, property management, and investorsHired by homebuyers, sellers, or real estate agents for detailed reports

Contract Drive By Property Inspectors focus on quick visual assessments from the street, often for preliminary evaluations, while Contract Home Inspectors conduct comprehensive on-site inspections of properties. Both roles require specific licenses, but the scope and environment differ significantly.

What are the most commonly searched types of Drive By Property Inspector jobs in Chicago, IL?

The most popular types of Drive By Property Inspector jobs in Chicago, IL are:

What cities near Chicago, IL are hiring for Contract Drive By Property Inspector jobs?

Cities near Chicago, IL with the most Contract Drive By Property Inspector job openings:

Commercial Property Inspector

Strategic Asset Services

Chicago, IL

$22 - $24/hr

Other

Medical, Retirement

Re-posted 7 days ago


Job description

Job Description

This position is great for candidates with experience in real estate, appraisal, home inspections, construction, or property management. As a Commercial Property Inspector, you will drive to various commercial properties and assess their performance in terms of physical condition, occupancy, and management. Inspectors work independently and efficiently to meet strict deadlines. Appointments are scheduled at the mutual convenience of the inspector and property contact.

Inspectors work mostly out of their home office contacting property managers, scheduling inspections, conducting inspections, taking photos, conducting management interviews, and preparing reports through our company’s system. The physical inspection is observational and includes a visual inspection of all exterior areas, interior common areas, a select number of occupied and vacant units, along with inspecting the roof and mechanical areas.

The ideal candidate will possess the ability to adequately assess the physical condition of a property, good communication skills, good computer skills, their own equipment for use on the job (camera, computer, printer, and scanner), as well as reliable transportation. Additionally, the candidate must be physically capable of inspecting all areas of a property, including roofs.

RESPONSIBILITIES

  • Set site inspection appointments with clients via email and/or phone calls.
  • Complete physical inspections of properties within an assigned territory.
  • Take digital photos of properties, using a camera, smartphone or smart tablet.
  • Type and insert photos into a report via the company website or in Excel or Word.
  • Attend training or meetings as required.
  • Follow all company policies, procedures, and business ethics codes.
  • Follow all safety and security procedures.

QUALIFICATIONS

  • Ability to work quickly and efficiently to meet hard due dates with minimum supervision
  • Ability to adequately assess the physical condition of a property
  • Prepare clear and concise reports
  • Strong computer, typing, and internet skills
  • Own a PC-based (non-Apple) computer with Windows 10 or newer
  • Access to Microsoft Excel and Word (Version 2013 or newer)
  • Be a self-starter and require little motivation
  • Stays on top of assignments, avoiding last-minute crunches
  • Follows directions and instructions carefully
  • Be detail-oriented and well-organized with a flexible schedule
  • Availability to work at least two full days
  • Ability to climb fixed vertical ladders
  • Access to a reliable car with the ability to cover a wide territory
Company Description

Strategic Asset Services, LLC (SAS) based in Foothill Ranch, California is a nationwide commercial property inspection company providing inspection services to lenders throughout the country utilizing a team of over 250 employee inspectors that work from their homes. We specialize in commercial real estate annual inspections, repair verification inspections, as well as Fannie Mae and Freddie Mac multifamily annual property inspections. These assignments include inspecting the exteriors of the properties, interiors of the common areas, occupied units, vacant units, down units, amenities, as well as inspecting the roof and mechanical areas and other specific areas as required for each inspection.

We are seeking candidates who possess excellent communication skills, computer proficiency, and a commitment to meeting client quality and timeliness standards. Those with these skills as well as knowledge or experience in real estate, commercial inspections, property management or home inspections are encouraged to apply.

Equal Employment Opportunity Policy: We are committed to providing equal employment opportunities to all employees and applicants without regard to race, ethnicity, religion, color, sex, gender, gender identity or expression, sexual orientation, national origin, ancestry, citizenship status, uniform service member and veteran status, marital status, pregnancy, age, protected medical condition, genetic information, disability or any other protected status in accordance with all applicable federal, state and local laws.

Benefits
  • Mileage reimbursement
  • Flexible schedule set by each individual inspector
  • Paid Training
  • Employee Badge and Business Cards
  • Direct Deposit paycheck every other Friday
  • Eligible for a 401(K) savings plan
  • Health Insurance