winnipeg mb van driver Jobs – 15 Openings This Week

Operations Manager, Paratransit Services
Care Accessible Transportation —Winnipeg, MB
- $70,000–$90,000 a year
- Full-time
- Microsoft Word
- Microsoft Excel
- Management
- Designated paid holidays
- Dental care
Quick apply
USA/CAN Owner Operator - Flat Deck and Van - Winnipeg Based
TEAMS Transport —Winnipeg, MB
- Full-time
- Driving
- Tractor-trailer
- Commercial driving
- Dental care
- Employee assistance program
Quick apply
14d
Clinical Case Manager - "Position is located in The Pas Region"
Turning Leaf Support Services —Manitoba
- Full-time
- CPR Certification
- Microsoft Office
- High school diploma or GED
- Mileage reimbursement
- Dental care
Quick apply
Class 1 Cross-Border Company Driver - DEDICATED LINES
Run Rite Freight Systems Inc. —Headingley, MB
- $70,000–$100,000 a year
- Full-time
- Dry van
- English
- Driving
- Dental care
- Life insurance
Quick apply
Long Haul Truck Driver
R&J Enterprise Inc. —Winnipeg, MB
- Full-time
- Dedicated
- Customer service
- Dry van
Quick apply
1d
courier van driver
SRTL —Winnipeg, MB
- $23.45 an hour
- Full-time
- English
Customer Service Representative (CSR)
RS Express Ltd —Winnipeg, MB
- $18–$20 an hour
- Full-time
- Microsoft Word
- Microsoft Excel
- Microsoft Outlook
Cabinet Delivery/Mover
Altima Cabinet Works Ltd. —Winnipeg, MB
- From $18 an hour
- Overtime
- Customer service
- Driving
- In-person
- Disability insurance
- Life insurance
Quick apply
7d
Local Class 5 Delivery Driver
Gordon Food Service —Winnipeg, MB
- Full-time
- English
- Tractor-trailer
- Profit sharing
- Dental care
2d
Heavy Duty Cleaner - Part Time
J.G. Janitorial Services Ltd. —Winnipeg, MB
- From $20 an hour
- Part-time
- Cleaning
- Leadership
- Dental care
- Vision care
Quick apply
Operations Manager
Care Accessible Transportation - Care Winnipeg —Winnipeg, MB
- $75,000–$95,000 a year
- Full-time
- English
- Bachelor's
- Human resources
- Designated paid holidays
- Dental care
Quick apply
2d

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Operations Manager, Paratransit Services

Care Accessible Transportation -
Winnipeg, MB

Quick apply

Job details

Permanent | Full-time
$70,000–$90,000 a year

Qualifications

Microsoft Word
Microsoft Excel
Management
Operations management
Logistics
Microsoft Office
Class 4 Licence
Human resources
Leadership
Communication skills

Full job description

Build & Lead a Critical Transportation Operation

Most operations roles ask you to maintain systems.

This one asks you to build, optimize, and lead one that directly impacts people’s lives.

Care Accessible Transportation (CAT) has been delivering essential paratransit transportation services for over 30 years, with established operations in Ontario and Alberta. In Winnipeg, we operate under contract with Winnipeg Transit Plus — providing transportation for individuals who depend on it not as a convenience, but as a necessity.

We are expanding our Winnipeg operations and hiring an Operations Manager to take full ownership of our fastest-growing service. You will inherit a functioning operation and be accountable for professionalizing it, scaling it, and building the culture that sustains it.

This is not a maintenance role.

This is a build, optimize, and lead role.

What You’ll Be Responsible For:

Operations & Performance

Oversee service delivery from 6:00 AM – Midnight across all active routes
Manage scheduling, dispatch, and driver coverage
Ensure strong KPI performance (on-time service, trip completion, complaints)
Set up operational processes and standards for our newest ProMaster van service

Team Leadership & Culture

Hire, train, and develop drivers and operations staff
Build a culture of accountability, professionalism and respect
Manage performance, coaching, and discipline with consistency and documentation
Coordinate and deliver mandatory training, including wheelchair securement and passenger assistance

Contract & Stakeholder Management

Ensure full compliance with Winnipeg Transit Plus policies, procedures, and service standards
Act as the primary operational contact
Prepare and present management reports for Winnipeg Transit Plus stakeholders
Respond to customer complaints thoroughly and within contract-required timelines

Fleet & Safety

Oversee vehicle readiness, inspections, and maintenance coordination
Liaise with maintenance providers; manage a future in-house mechanic as the team grows
Ensure all safety and accessibility standards are met continuously

Systems, Efficiency & Automation

Identify system gaps across operations and reporting
Implement technology solutions and task automation to eliminate repetitive work and improve accuracy
Build scalable processes that reduce manual effort and improve efficiency

Financial Oversight

Manage operational budgets and track expenditures, identifying variances and reporting to leadership
Review payroll inputs for accuracy for both employed drivers and contractors
Contribute financial summaries and cost analysis to management reports

What We’re Looking For

This role is for someone who:

Takes ownership without being asked
Sees system gaps and immediately thinks, “I can fix this”
Actively looks for ways to improve efficiency through technology and task automation
Is comfortable managing people, systems, and real-time operations simultaneously
Understands that leadership = accountability

Requirements

5+ years of operations, logistics, or transportation leadership experience
Experience managing diverse teams in fast-paced or real-time environments
Experience managing HR processes, including hiring, performance management, and payroll review
Strong problem-solving and decision-making skills
Comfortable using technology and data to improve operations
Excellent written and verbal communication skills
Criminal record check with Vulnerable Sector Search required prior to start
Legally authorized to work in Canada

Assets (Not Required)

Experience in paratransit, accessible transit, or government-contracted transportation
Familiarity with SpareLabs or comparable dispatch and scheduling platforms
Manitoba Class 4 driver’s licence or equivalent
Knowledge of the Accessibility for Manitobans Act or Winnipeg Transit Plus standards
Background in a multi-location or growth-stage service operation

Who This Role Is NOT For

This role is not a fit if you:

Prefer highly structured, slow-moving environments
Avoid difficult conversations or accountability
Need constant direction to move forward

Why Join Care Accessible Transportation

Established Since 1994

30+ years of operations in Ontario and Alberta — now growing in Winnipeg.

Long-Term Team Stability

Many team members stay 5–10+ years. We build careers, not just jobs.

Purpose-Driven Work

The people we serve rely on this service. Your work has real, daily impact.

Room to Build

Shape a growing operation and leave your mark on how it runs.

Compensation & Schedule

Salary

$70,000 – $90,000, commensurate with experience

Incentives

Performance-based incentives tied to service quality and contract outcomes

Type

Full-Time, Permanent

Location

On-Site, Winnipeg, MB

Schedule

Operational hours 6:00 AM – Midnight; flexibility required for early mornings, evenings, or urgent operational needs

Benefits

Extended health and dental (after probationary period); paid vacation and statutory holidays per Manitoba Employment Standards

Apply Now

If you’re looking for a role where you build systems, improve operations through technology, and your work directly impacts people’s lives — apply today.

Submit your application with:

Your current resume (PDF preferred)
A brief cover letter (3–5 sentences): your operations experience, the size of team you managed, and what draws you to accessible transportation

Shortlisted candidates will be contacted within 5 business days. A driver’s abstract will be requested at the pre-selection stage.

We are actively recruiting and will close this posting once the position is filled.

Pay: $70,000.00-$90,000.00 per year

Benefits:

Dental care
Extended health care
Paid time off

Application question(s):

Describe one operational improvement or system you implemented that improved efficiency. What was the result?

Experience:

Operations management: 5 years (preferred)

Work Location: In person

Quick apply

Refine Your Search

van driver jobs in winnipeg mb

Operations Manager, Paratransit Services

USA/CAN Owner Operator - Flat Deck and Van - Winnipeg Based

Clinical Case Manager - "Position is located in The Pas Region"

Class 1 Cross-Border Company Driver - DEDICATED LINES

Long Haul Truck Driver

courier van driver

Customer Service Representative (CSR)

Cabinet Delivery/Mover

Local Class 5 Delivery Driver

Heavy Duty Cleaner - Part Time

Operations Manager

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