Roving Team Maintenance Supervisor

Bender CompaniesChicago, IL
Onsite

About The Position

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.

Requirements

  • 5+ years of general maintenance, handyman, or construction experience
  • Strong skills in drywall, painting, and general repair work
  • 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
  • Own basic hand tools and power tools
  • Ability to work outdoors and in varying weather conditions
  • Strong leadership presence in a hands-on environment

Nice To Haves

  • Experience with property maintenance or multifamily housing preferred

Responsibilities

  • 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

Benefits

  • 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

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What This Job Offers

Job Type

Full-time

Career Level

Mid Level

Education Level

No Education Listed

Number of Employees

11-50 employees

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