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Now Recruiting Rental Property Maintenance Vendors

Posted August 14, 2026


Castle Rock Property Management Inc. logo
Castle Rock Property Management Inc. hiring in Chicago, IL

Castle Rock Property Management Inc. is actively seeking experienced and dependable vendors to join our growing network in Chicago, and 40 miles surrounding areas.

We specialize in occupied rental property maintenance, providing professional repair and maintenance services for single-family homes, multifamily properties, and rental portfolios. As our client base continues to expand, we are looking for qualified contractors who are committed to quality workmanship, excellent communication, and tenant satisfaction.
If you are a skilled maintenance professional looking for consistent work and reliable payments, we want to hear from you.

Why Partner with Castle Rock?
✔ Consistent Work Opportunities – Receive a steady flow of maintenance and repair assignments.
✔ Fast Payments – Get paid every Monday, typically within 7 days of successful work completion and invoice submission.
✔ Flexible Payment Methods – ACH, Credit Card, and other convenient payment options available.
✔ Competitive Compensation – Additional compensation available for emergency, rush, and out-of-area assignments.
✔ Long-Term Partnership Opportunities – Build a lasting relationship with a company that values professionalism, communication, and reliability.
✔ Dedicated Support Team – Our dispatch and coordination teams work closely with vendors to ensure smooth scheduling and prompt issue resolution.

Types of Work Available
We are actively seeking vendors capable of performing one or more of the following services:
General Maintenance & Handyman Services
Plumbing Services
Electrical Services
HVAC Services
Roofing Services
Windows & Doors
Flooring Services
Fence Services
Landscaping & Exterior Maintenance
Rental Property Turnovers & Rehab Services
Appliance Services
Additional Services

Vendor Requirements
To join our vendor network, applicants should have:
• Valid General Liability Insurance ($1,000,000 minimum preferred)
• Experience working in occupied residential properties
• Reliable transportation and necessary tools/equipment
• Smartphone with the ability to upload photos and updates
• Ability to provide detailed estimates and repair recommendations
• Strong communication and scheduling skills
• Experience with Property Pres Wizard (PPW) is a plus

What We Expect
At Castle Rock Property Management, we take pride in delivering exceptional service to our clients and residents. We are looking for vendors who:
• Communicate professionally with tenants and staff
• Complete work accurately and efficiently
• Submit clear documentation and photos
• Maintain high-quality workmanship
• Follow safety and compliance standards
• Represent Castle Rock professionally in the field

Join Our Vendor Network Today!
If you are an experienced contractor, handyman, maintenance technician, HVAC specialist, plumber, electrician, landscaper, roofer, or general repair professional looking for consistent work opportunities, we would love to partner with you.

Apply for this job with Castle Rock Property Management Inc.

Email: [email protected]
Phone: (773) 455-3210

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