Transportation Supervisor (Night Shift) at Lineage · Winnipeg

Transportation Supervisor (Night Shift)

Location: Winnipeg, MB (Dawson Rd N) · On-Site

Shift: Midnight to 8:30am Mon-Fri

As a Transportation Supervisor, you will lead a small, dedicated team to ensure the efficient daily operations of pick-ups and deliveries while playing a critical role in representing our services to customers. You’ll oversee driver scheduling, routing, and performance, while also serving as a key customer-facing leader, able to identify service opportunities, resolve client concerns, and promote our transportation solutions.

Job Description

KEY DUTIES AND RESPONSIBILITIES

• Supervise daily driver operations: dispatch, route optimization, and compliance with hours of service and maintenance schedules.

• Coach and manage drivers for safety, service quality, and performance; oversee training, onboarding, and documentation.
• Act as a front-line representative with customers: address service issues, identify upselling opportunities, and build trust-based relationships.
• Collaborate with Sales and Operations teams to support customer growth, promote services, and contribute to business development goals.
• Support office operations and customer service: prioritize daily tasks, monitor KPIs, and ensure service excellence.
• Maintain driver records, ensure regulatory compliance, and participate in Joint Health & Safety Committee meetings.
• Support budget adherence, monitor performance reports, and manage office resources, supplies, and payables.
• Champion continuous improvement and employee engagement across transportation and warehousing functions.

What You Bring

• 2+ years of supervisory experience in transportation, logistics, or warehousing.
• Proven sales or customer-facing experience—able to confidently represent our services and identify business opportunities.
• Strong leadership and coaching skills with a collaborative and hands-on approach.
• Excellent communication, interpersonal, and customer service skills.
• Demonstrated ability to improve team performance, resolve client concerns, and manage change.
• Strong organizational and analytical skills; able to prioritize and problem-solve in a dynamic environment.
• Proficiency with Microsoft Office; experience with dispatch systems or transportation software (e.g., Truckmate) is a plus.
• Knowledge of transportation regulations and safety compliance.
• A commitment to health & safety, service excellence, and business growth.

Why Lineage?

This is an excellent position to begin your career path within Lineage! Success in this role enables greater responsibilities and promotions! A career at Lineage starts with learning about our business and how each team member plays a part each and every day to satisfy our customers’ requirements. Beyond that, you’ll help us grow and learn on our journey to be the very best employer in our industry. We’ll ask you for your opinion and ensure we do our part to keep you developing and engaged as we grow our business. Working at Lineage is energizing and enjoyable. We value respect and care about our team members.

Lineage is an Equal Employment Opportunity Employer and is committed to compliance with all local laws that prohibit workplace discrimination and unlawful harassment and retaliation. Lineage will not discriminate against any applicant on the basis of race, color, age, national origin, religion, physical or mental disability or any other protected status. We are committed to a diverse and inclusive workplace for all. If you are contacted for a job opportunity, please advise us of any accommodations needed to ensure fair and equitable access throughout the recruitment and selection process.

Benefits
Lineage provides safe, stable, reliable work environments, medical, dental, and basic life and disability insurance benefits, RRSP matching and paid time off.

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