Roving Team Maintenance Supervisor

Come join the growing team at Bender Companies! 

Bender Companies is an owner-operator specializing in the acquisition and management of value-add multifamily properties. Since its inception in 2011, Bender Companies has established a proven track record of high performing investments through strategic acquisitions, mitigating risk, and effective management. Today, Bender Companies owns and operates over 25 properties throughout the Midwest with nearly 6,000 units.  

We are a high growth company that values integrity, initiative, and inclusion. If you are looking for a company where you can see your impact make a difference in the company, this may be the place for you 

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  

• • Carpentr