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Contractor Services Supervisor Jobs (NOW HIRING)

K2services

Office Services Supervisor

Miami, FL · On-site

The Office Services Supervisor is responsible for overseeing the daily operations and ensuring ... Schedules personnel to ensure compliance with performance standards and makes sure contracted hours ...

Opensity Solutions

Office Services Supervisor

Miami, FL · On-site

The Office Services Supervisor is responsible for overseeing the daily operations and ensuring ... Schedules personnel to ensure compliance with performance standards and makes sure contracted hours ...

InnovAge

Social Services Supervisor

San Bernardino, CA · On-site

$82K - $124K/yr

In addition, the Social Services Supervisor carries a caseload and provides direct practice ... Provides referrals to and coordinates assessments with contracted facilities. Supports the ...

InnovAge

Social Services Supervisor

Richmond, VA

In addition, the Social Services Supervisor carries a caseload and provides direct practice ... Provides referrals to and coordinates assessments with contracted facilities. Supports the ...

InnovAge

Social Services Supervisor

Richmond, VA · On-site

$72K - $90K/yr

In addition, the Social Services Supervisor carries a caseload and provides direct practice ... Provides referrals to and coordinates assessments with contracted facilities. Supports the ...

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Contractor Services Supervisor information

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$137.5K

How much do contractor services supervisor jobs pay per year?

As of Jun 10, 2026, the average yearly pay for contractor services supervisor in the United States is $81,677.00, according to ZipRecruiter salary data. Most workers in this role earn between $50,000.00 and $116,500.00 per year, depending on experience, location, and employer.

What does a Contractor Services Supervisor do?

A Contractor Services Supervisor oversees the work of contractors hired by a company, ensuring that projects are completed on time, within budget, and according to quality standards. They coordinate schedules, monitor performance, and serve as a liaison between contractors, management, and clients. Their responsibilities often include reviewing contracts, managing compliance with safety and regulatory requirements, and resolving any issues that arise during the course of a project. This role requires strong leadership, organizational, and communication skills.

How does a Contractor Services Supervisor typically collaborate with internal teams and external contractors to ensure project success?

A Contractor Services Supervisor plays a central role in coordinating between internal departments—such as project management, procurement, and safety—and external contractors. They facilitate clear communication of project expectations, timelines, and safety standards, ensuring all parties are aligned. Regular meetings, status updates, and site visits are common to monitor progress and promptly address any issues. By fostering strong working relationships and maintaining open channels of communication, the Supervisor helps ensure projects are completed efficiently and to the required standards.

What are the key skills and qualifications needed to thrive as a Contractor Services Supervisor, and why are they important?

To thrive as a Contractor Services Supervisor, you need strong project management skills, knowledge of contract administration, and experience in supervising teams—typically supported by a relevant degree or equivalent work experience. Proficiency with project management software, contract management systems, and safety regulations is commonly required. Exceptional communication, negotiation, and organizational skills help build strong relationships with contractors and ensure project timelines are met. These skills ensure projects are completed efficiently, safely, and in compliance with contractual obligations.
What job categories do people searching Contractor Services Supervisor jobs look for? The top searched job categories for Contractor Services Supervisor jobs are:
Contractor Services Supervisor jobs near you

PARKING SERVICES SUPERVISOR

City of Milwaukee Wisconsin

Milwaukee, WI • On-site

Full-time

Medical, Dental, Life, Retirement, PTO

Posted 2 days ago

Job description

Introduction
The City of Milwaukee is proud to employ a workforce dedicated to delivering exceptional service to its residents. If you have a passion for being a part of an inclusive team of public servants, please consider the following opportunity.
Purpose
The Parking Services Supervisor oversees the daily operation of City parking structures and lots, and serves as the City's parking liaison and professional point of contact for contracted management, property management, lessees, contractors, and other City departments.
Essential Functions
Facilities Maintenance
  • Oversee operational and overall structural/mechanical maintenance of all City-owned and managed parking facilities.
  • Observe, identify, and initiate routine, preventative, and emergency maintenance for all facility components, including mechanical, electrical, structural, and safety.
  • Review and comply with inspection and compliance reports, including those for structural, mechanical, fire, elevator, stand pipe, and dry/wet sprinkler systems.
  • Monitor, coordinate, and oversee work with vendors, contractors, and City units.
  • Ensure facilities and lots adhere to the Americans with Disabilities Act Amendments Act (ADAAA) requirements.
  • Follow City purchasing and contracting guidelines to hire contractors and monitor work performed.
  • Determine yearly capital repairs and required maintenance in partnership with City engineers.
  • Plan and implement the acquisition of contractors, subcontractors, systems, and equipment.
  • Ensure that parking facilities management companies adhere to contractual agreements, including standards of operations, security management, and maintenance guidelines.
  • Serve as the liaison between the City, the parking management company, lessees, and the general public; serve as the point of contact for work projects to maintain safety and minimize public impact.
  • Review and investigate damage claims and make claim resolution recommendations.

Surface Parking Maintenance
  • Conduct field observations and evaluate, record, report, and track conditions.
  • Coordinate, schedule, and record lot repairs, including crack-filling, potholes, resurfacing, guardrails, bollards, lighting, and landscape maintenance.
  • Develop and maintain positive neighborhood relations with residents and businesses.
  • Record and maintain official lot property reports and other record files.
  • Monitor and oversee lot maintenance and snow removal contracts, contractors, and work performance.
  • Ensure compliance with parking permits, meters, and leases.

Parking Meter Program Administration
  • Manage and administer 6,000-plus on-street parking meter programs, including management of contracts.
  • Administer four vendor contracts for meter maintenance, parts, coin collections, and coin counting.
  • Monitor market rate parking changes locally and nationally.
  • Accurately account for parking revenues derived from several meter sources.
  • Monitor parking data, technology updates, and systems to ensure that smart meter programs meet the needs of parking users.
  • Understand and troubleshoot parking meter-related cellular communication malfunctions with City staff and vendors.
  • Investigate and respond to meter complaints from elected officials, the general public, and staff.
  • Monitor use data to identify nonfunctioning meters and schedule repairs.
  • Respond to special events and construction permits for timely meter hooding and de-hooding.

Parking Lease Administration
  • Maintain insurance certificate compliance.
  • Advise appropriateness of leasing in consideration of private/public interest and the City's overall goals.
  • Assist in drafting, executing, and overseeing compliance for parking lot and structure leases.

Supervisory Functions
  • Supervise, train, mentor, and develop employees and coordinate inspection, maintenance, and repair services with operators and users; provide backup supervision to the Parking Meter Shop operations and staff.
  • Prepare and monitor yearly equipment, capital, and operating budget reports and requests.
  • Prepare legislation and appear before the Common Council Committee regarding proposed legislative changes.
  • Recommend management and process improvements that serve the City's best interest.
  • Administer the City employee parking permit program.
  • Coordinate multi-jurisdictional parking/traffic activities.
  • Remain current on best practices related to parking structures and lot operations.

We welcome qualified individuals with disabilities who are interested in employment and will make reasonable accommodations during the hiring process in accordance with the Americans with Disabilities Act (ADA) of 1990, as amended by the Americans with Disabilities Act Amendments Act (ADAAA) of 2008.
Conditions of Employment
The Parking Services Supervisor must be willing and able to do the following:
  • Respond to emergency call-outs and report within 60 minutes or fewer at any time during the day or night, any day of the week, for storm response, snow and ice control operations, and other emergencies.
  • Be on-call beyond standard business hours to respond to various emergencies, including working extended hours, weekends and holidays to accommodate snow and ice control operations.
  • Withstand prolonged exposure to variable and extreme weather conditions, including rain, wind, excessive heat, intense cold, and snow.
  • Travel to all parts of the City of Milwaukee in variable weather and environmental conditions to conduct field work. Walk distances, climb stairs, and see and hear all types of traffic.
  • Lift or move up to 20 pounds frequently, and exert up to 50 pounds of force occasionally.

Minimum Requirements
1. Bachelor's degree in business management, architecture, engineering, construction management, public administration or a related field from an accredited college or university.
2. Two years full-time, professional experience performing duties related to the essential functions of this position in any of the following:
  • parking/mobility or transportation industry;
  • the building trades;
  • property management;
  • inspection, code compliance and plan examination;
  • or facilities maintenance, operation and repair, including custodial operations, heating, ventilation, air conditioning, electrical, plumbing and/or automated building controls.

3. Possession of a valid driver's license at the time of appointment and throughout employment.
4. Good driving record at time of appointment and throughout employment.
Equivalent combinations of education and experience may be considered.
NOTICE: Please do not attach your academic transcripts to your employment application. The hiring department will verify candidates' education as part of the background screening process prior to extending any job offers.
Desirable Qualifications
  • Parking/mobility or transportation industry supervision/management experience.
  • Licensed as an inspector and/or credentialed in a construction trade.
  • Project management experience.
  • Experience managing contracts and field operations.
  • Experience supervising staff, particularly field personnel.

Knowledge, Skills, Abilities & Other Characteristics
Technical
  • Knowledge of transportation policy, parking ordinances, and public safety.
  • Knowledge of public administration and general business practices.
  • Knowledge of mechanical, electrical, and structural building issues.
  • Knowledge of contracts, accounting, and budgeting.
  • Knowledge of project management principles and the ability to coordinate projects.
  • Proficiency using Microsoft Office Suite, including spreadsheets, word processing, and email.
  • Proficiency using smartphones and cameras.
  • Ability to learn MicroStation and the geographic information systems (GIS) to perform schematic drawing and electronic mapping.
  • Ability to read and interpret job-related documents, such as ordinances and technical material.
  • Ability to maintain detailed and accurate records.

Communication and Interpersonal
  • Written communication skills to prepare clear and concise business correspondence and reports.
  • Verbal communication skills to effectively present information and respond to questions from the public, other agencies, and elected officials with tact and diplomacy.
  • Knowledge of customer service best practices and the ability to effectively integrate them into operational processes.
  • Conflict resolution skills and the ability to remain calm in stressful situations.
  • Ability to work independently and as part of a team.
  • Ability to work cooperatively and fairly with people whose backgrounds may differ from one's own.
  • Ability to effectively work with contractors, lessees, City managers, government officials, and the public.

Supervisory
  • Knowledge of leadership principles and best practices for selecting, supervising, and motivating employees.
  • Ability to plan and coordinate the work of others.
  • Ability to coach and train staff to accomplish goals.
  • Ability to foster an environment of inclusion wherein all employees are treated respectfully, are valued for their strengths, and feel that they can safely express themselves.
  • Ability to maintain confidentiality regarding personnel matters.

Judgment and Professionalism
  • Scheduling, planning, and organizational skills.
  • Analytical and problem-solving skills to be able to address complex parking facility and management issues.
  • Ability to recognize and resolve problems effectively.
  • Ability to use sound judgment when making decisions.
  • Organizational and time management skills to be able to plan and accomplish work within deadlines.
  • Ability to meet competing, challenging, and ever-changing priorities.
  • Honesty, integrity, and responsible stewardship of City of Milwaukee resources.
  • Ability to maintain confidentiality.

Current Salary
The current salary range (Pay Range 1FX) is $72,768-$95,390 annually, and the current resident incentive salary range for City of Milwaukee residents is $75,679-$99,206 annually. Appointment above the minimum is possible based upon level of experience and other qualifications, and is subject to approval.
In accordance with the City of Milwaukee Salary Ordinance:
  • The incumbents of positions in this class, if certified by the Commissioner of Public Works as being, when appropriate, regularly involved in snow and ice control operations which result in an excessive amount of overtime work, shall receive 4.8% additional biweekly salary as compensation for such overtime work.

BENEFITS:
The City of Milwaukee provides a comprehensive benefit program which includes the following:
  • Wisconsin Retirement System (WRS) Defined Benefit Pension Plan
  • 457 Deferred Compensation Plan
  • Health and Dental Insurance
  • Paid Parental Leave
  • Comprehensive Wellness Program
  • Onsite Clinic Services
  • Onsite Employee Assistance Program
  • Alternative Work Schedules
  • Long Term Disability Insurance
  • Group Life Insurance
  • Tuition Benefits
  • Paid Vacation
  • 12 Paid Holidays
  • Paid Sick Leave and other paid leaves
  • Flexible Spending Arrangement
  • Commuter Value Pass

For full details of the benefits offered by the City of Milwaukee, please visit https://city.milwaukee.gov/der/benefits.
Selection Process
THE SELECTION PROCESS will be job-related and will consist of one or more of the following: an evaluation of education, experience, and/or responses to supplemental questions, a written or performance test, a structured interview, or other assessment methods. The Department of Employee Relations reserves the right to call only the most qualified candidates to structured interviews and performance examinations. Structured interviews may include written exercises. Selection process component weights will be determined by further analysis of the job.
INITIAL FILING DATE - The selection process will be held as soon as practical after the deadline listed above. Receipt of applications may be discontinued at any time after this date without prior notice. However, recruitment may continue until the City's needs have been met. Qualified applicants will be notified of the date, time, and place of the selection process components. Unless required by law, the City of Milwaukee will not provide alternative dates or times for the selection process. The applicant is responsible for attending all phases of the job selection process at the time and place designated by the City of Milwaukee.
Additional Information
  • Applications and further information can be accessed by visiting https://www.jobapscloud.com/MIL/
  • If you would like assistance completing an application, please contact the Department of Employee Relations at (414) 286-3751 or staffinginfo@milwaukee.gov.
  • The Department of Employee Relations is located at City Hall, 200 E. Wells St, Room 706, Milwaukee, WI 53202.

Conclusion
EEO Code 103
The City of Milwaukee values and encourages diversity and is an equal opportunity employer.

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