Town of ChestertownVerified Source

Street Supervisor - Town of Chestertown

70K–85K
Onsite · Baltimore, Maryland
Posted July 31, 2026
payroll

Overview

The Town of Chestertown seeks a motivated Street Supervisor to lead daily operations of the Street Department. This role involves planning directing and supervising maintenance and repair of streets sidewalks right-of-way parks and public infrastructure. The successful candidate will lead a dedicated team manage projects and resources ensure safety compliance and uphold high quality public services. This position offers a unique opportunity to make a visible impact on community infrastructure.

What You'll Do10

  • 1Supervise street maintenance repair and construction activities to ensure work is completed safely efficiently and according to quality standards
  • 2Conduct field inspections of projects to monitor progress identify issues and ensure compliance with safety regulations and Town policies
  • 3Plan and oversee snow removal operations for Town streets parks and public walkways
  • 4Supervise yard waste and bulk trash collection services
  • 5Coordinate staffing and logistics for Town events including stage setup barricades and road closures
  • 6Assist with preparation administration and monitoring of the departmental budget
  • 7Determine staffing requirements and coordinate procurement and maintenance of equipment materials and supplies
  • 8Train supervise and evaluate and mentor employees to promote a safe productive and collaborative work environment
  • 9Respond to inquiries and concerns from residents contractors and other departments investigating complaints and implementing corrective actions
  • 10Ensure compliance with all applicable federal state and local safety regulations and Town policies

Requirements7

  • 15+ years of progressive experience in public works street maintenance construction or related fields including supervisory roles
  • 2Commercial Driver`s License (CDL) preferred
  • 3High school diploma or equivalent required
  • 4Minimum of five (5) years of experience
  • 5Knowledge of street maintenance construction practices traffic control procedures and workplace safety standards
  • 6Ability to interpret and apply applicable laws regulations policies and procedures
  • 7Proficiency with modern office equipment and standard computer software

Salary Insight

$70 - $85k per year

Location

Typeonsite
LocationBaltimore, Maryland

Required Skills

LeadershipSupervisory ExperienceStreet Maintenance KnowledgeConstruction PracticesTraffic Control ProceduresWorkplace Safety StandardsOn-site InspectionsWork Quality EvaluationOffice Equipment ProficiencyComputer Software Proficiency
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