What We are Looking For: 

We are seeking a highly motivated Roving Maintenance Supervisor who thrives in a fast-paced, travel-based environment and takes pride in delivering high-quality results across a variety of maintenance and improvement projects. 

The ideal candidate is a strong leader who can coordinate daily workflow, work alongside their team, and maintain productivity without sacrificing quality. You should be adaptable, solutions-oriented, and comfortable with frequent overnight travel while focusing on curb appeal improvements and cost-effective in-house execution. 

Job Type: Full-Time 

Compensation: $38-$40/hr

Here are some things that will make you successful:   

• 5+ years of general maintenance, handyman, or construction experience  

• Strong skills in drywall, painting, and general repair work  

• Experience with property maintenance or multifamily housing preferred  

• Ability to travel regularly across Midwest portfolio (IL, WI, MI, NE), overnight travel will be required up to 50% of the time.  

• Valid driver’s license (company truck provided)  

• Own basic hand tools and power tools  

• Ability to work outdoors and in varying weather conditions  

• Strong leadership presence in a hands-on environment 

What you will be doing: 

The Roving Team Maintenance Supervisor leads a 2-person mobile maintenance team responsible for improving and maintaining property appearance, curb appeal, and cost-effective in-house execution across a multi-state Midwest portfolio. This role is highly hands-on and works side-by-side with the team while ensuring quality, consistency, and timely completion of assigned projects. 

This team travels between properties (including IL, WI, MI, and NE) completing one property at a time with a focus on visible property improvements and reducing outsourced vendor costs. Overnight travel is required and may be as much as 50% of the time. 

Core responsibilities include:   

• Lead and coordinate a 2-person roaming maintenance crew in daily field operations  

• Coordinate daily workflow with Tech to maximize efficiency and ensure full completion of assigned scopes  

• Execute hands-on maintenance and property improvement work, including:  

• • Drywall patching, sanding, prep, and finishing (hallways, units, common areas)  

• • Interior and exterior painting at contract-quality standards  

• • Carpentry work (rotting wood replacement, door repairs/replacements, fencing/deck repairs, cabinet installation, trim work)  

• • Landscaping, curb appeal improvements, and seasonal cleanup  

• • Unit turns (light to full scope as assigned)  

• • Trash-outs and unit cleanouts  

• • Minor plumbing, electrical, and general maintenance repairs  

• • Flooring installation (plank and similar materials)  

• • Common area and exterior repairs and improvements  

• Address village, lender, and insurance-identified repair items as assigned  

• Execute work assignments provided by the Area Maintenance Manager  

• Ensure all work meets contract-level finish quality standards  

• Maintain strong production pace while preserving workmanship quality  

• Proactively identify and document life-safety and maintenance issues  

• Minimize vendor usage by completing work in-house when feasible  

• Lead by example in productivity, craftsmanship, professionalism, and accountability  

• Ensure proper use and care of company tools, equipment, and materials  

• Maintain financial responsibility with company-issued credit card usage 

Where you will work:  

This position will require you to work on-site at our properties (IL, WI, MI, NE) 

Travel Requirements: 

Extensive travel throughout our Midwest portfolio, including up to 50% overnight travel 

Why work for Bender Companies:   

• 90% employer-paid coverage of base Medical Insurance plan  

• 75% employer-paid coverage of base Dental Insurance plan  

• 75% employer-paid coverage of Vision Insurance plan  

• 401K with company match  

• 11 Paid Holidays  

• 2 weeks of annual PTO  

• 16 hours of personal time  

• Exciting company growth and potential for career advancement  

• Supportive Team  

• Mission focused on providing quality workforce housing  

Background checks will be performed on all qualified applicants.  

Equal opportunity employer.