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Reimagined Parking

Parking Enforcement Supervisor - Winnipeg

601 W CORDOVA ST, Vancouver, BC, V6B 1G1, Canada

Pay: $20.72 to $21.78 CAD / hour
Job type: Full-time
Apply by: Oct 9, 2026
Experience: Minimum of 3-5 years of experience in parking enforcement, law enforcement, or public safety, with at least 1-2 years in a supervisory role.
Posting language: English
Posted: Sep 24, 2026

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Original job description

Parking Enforcement Supervisor - Winnipeg

Application Deadline: 9 October 2026

Department: Operations - Field(OPS001)

Employment Type: Full Time

Location: I5-D40_CA-WINNIPEG-PATROL DEPT

Reporting To: Senior Operations Manager

Compensation: CA$20.72 - CA$21.78 / hour

Description

The Parking Enforcement (Patrol) Supervisor supports the Enforcement Manager in the daily operations of the parking enforcement team, ensuring compliance with parking regulations and ordinances. This role involves supervising parking enforcement officers, managing schedules in the absence of the enforcement manager, handling escalated issues, and collaborating with other departments to improve parking services. The supervisor is also responsible for training, performance evaluations, and implementing policies and procedures to enhance the efficiency and effectiveness of the parking enforcement program.

Key Responsibilities

Supervision and Leadership:

In field operation reviews auditing, coaching, and reporting on enforcement officers' performance of KPI metrics . Minimum three (3) days per week.
Audit team adherence to department policies and procedures.
Identify performance issues and provide evidence to the Enforcement Manager weekly.
Supervise enforcement officers in the absence of the Enforcement Manager.

Operations Management:

In office operational reviews monitoring and evaluating the efficiency and effectiveness of parking enforcement operations based on ticket production, locations visited, paid/outstanding/void ticket percentage of each enforcement officer. Maximum two (2) days per week.
Support the Enforcement Manager with developing and implementing enforcement strategies.
Identify opportunities to improve performance in routes and utilizing data to make recommendations to the Enforcement Manager.
Support in coordinating the maintenance and inventory of enforcement equipment and vehicles.

Data and Reporting:

Collect and analyze data related to parking enforcement activities.
Validate enforcement officers’ productivity against internal reports.
Prepare reports on enforcement statistics, citation issuance, and other relevant metrics.
Assist in the implementation of technology solutions to improve parking management.

Policy and Compliance:

Assist in the development and revision of parking policies and procedures.

Safety and Training:

Conduct regular training sessions on safety, enforcement techniques, and customer service.
Ensure all staff are properly trained in the use of enforcement tools and technology.
Review, update, and create SOPs for current and future enforcement tools.
Promote a safe working environment and address any safety concerns promptly.

Other Responsibilities:

Other duties as assigned by the Enforcement Manager.

Skills, Knowledge and Expertise

High school diploma or equivalent; additional education or certifications in public safety, law enforcement, or a related field preferred.
Minimum of 3-5 years of experience in parking enforcement, law enforcement, or public safety, with at least 1-2 years in a supervisory role.
Strong knowledge of local parking regulations and enforcement procedures.
Excellent leadership, communication, and interpersonal skills.
Ability to handle difficult situations and resolve conflicts effectively.
Proficiency in using enforcement technology, including handheld devices and software applications.
Valid driver’s license and clean driving record.

PHYSICAL DEMANDS:

The physical demands described here are representative of those that must be met by an employee to successfully perform the essential functions of this job.
Ability to lift and carry equipment and supplies up to 25 pounds.
Ability to perform duties requiring frequent standing, walking, bending, and reaching.

WORKING CONDITIONS:

Work is performed both in an office environment and outdoors, with exposure to various weather conditions.
May require standing and/or walking for extended periods.
Must be available to work flexible hours, including evenings, weekends, and holidays as needed.

Benefits

Employee Assistance Program (EAP): Confidential support for mental health, financial, legal advice, and more for everyone in your home
Paid Vacation: Enjoy well-deserved time off to relax, travel, or spend time with family

UNION:

If this position is union‑represented, employment terms, benefits, and conditions are governed by the applicable Collective Bargaining Agreement (CBA).

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More about this job

Responsibilities

The Parking Enforcement Supervisor oversees daily field operations, audits officer performance, and manages schedules to ensure compliance with parking regulations. They also analyze enforcement data, develop strategies, and provide training to improve the effectiveness of the parking program.

Requirements

Candidates must have a high school diploma and 3-5 years of experience in parking enforcement, law enforcement, or public safety, including 1-2 years in a supervisory role. A valid driver's license and proficiency in enforcement technology are also required.

Skills

Supervision
Leadership
Parking Enforcement
Data Analysis
Performance Management
Conflict Resolution
Communication
Training
Policy Development
SOP Creation
Operational Efficiency
Reporting
Customer Service
Enforcement Technology
Safety Compliance

Benefits

Employee Assistance Program
Paid Vacation

Visa sponsorship

Not detected in the job text

Keywords

Parking Enforcement
Operations Management
Supervision
KPI Metrics
Data Analysis
Performance Evaluation
SOP
Public Safety
Law Enforcement
Field Operations
Compliance
Reporting
Training
Customer Service
Handheld Devices
Policy Development
Safety Management
Inventory Management
Scheduling
Conflict Resolution

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