Transportation Operations Supervisor

Bison Transport Inc; Winnipeg; On-site; CAD 65,000 - 90,000; Full time

Job summary

Bison Transport Inc in Winnipeg, MB is seeking a Supervisor, Operations to lead the Central Planning Group, drive performance, and ensure planning objectives are met. You will coach dispatch staff, optimize network balance, monitor freight flows, and collaborate with Sales to address service concerns.

The role requires 2-3 years in transportation operations, strong leadership, and proficiency with TMS and Excel; willingness to work occasional evenings and weekends.

Qualifications

• 2-3 years of transportation/logistics operational experience with team leadership.
• Ability to lead, mentor, and coach a team in a fast-paced environment.
• Knowledge of North American transportation rules and trends; strong communication skills.

Responsibilities

• Provide leadership and day-to-day support to the Central Planning team.
• Oversee planning activities in assigned regions to meet objectives.
• Lead onboarding, training, coaching, and development of team members.
• Monitor freight and traffic flows; implement strategies to balance network.
• Understand customer operations to support service delivery.
• Identify operational challenges and implement solutions to reduce disruptions.
• Partner with Sales to share insights and address service concerns.
• Build relationships with drivers to support engagement and retention.
• Ensure planning decisions balance efficiency, commitments, and driver experience.
• Promote continuous improvement and operational excellence across Planning.

Skills

Leadership

Communication skills

Analytical skills

Problem-solving

Mentoring/Coaching

TMS knowledge

Excel

Tools

Transportation Management System (TMS)

Microsoft Excel

Job description

The Supervisor, Operations leads the daily operations and performance of the Central Planning Group, ensuring planning objectives are met and operational issues are addressed effectively. Through ongoing communication, coaching, and collaboration with all dispatch staff, this role fosters a high-performing team environment while supporting efficient decision-making and problem resolution. The Supervisor provides guidance on operational concerns, recommends appropriate follow-up actions, and promotes strong working relationships across the organization. This position upholds Bison's policies, culture, procedures, and overall business objectives.

Specific Responsibilities

• Provide leadership, guidance, and day-to-day support to the Central Planning team, fostering a positive, accountable, and high-performing work environment.
• Oversee planning activities within assigned regions, ensuring operational objectives and departmental goals are achieved.
• Lead the onboarding, training, coaching, and ongoing development of team members and Operations leaders.
• Monitor regional freight and traffic flows, implementing strategies that optimize network balance, efficiency, and service performance.
• Develop a strong understanding of customer operations and requirements to support exceptional service delivery and customer satisfaction.
• Proactively identify operational challenges and implement effective solutions to minimize disruptions and improve performance.
• Partner with Sales to share operational insights, support customer needs, identify business opportunities, and address service concerns.
• Build and maintain strong relationships with drivers, supporting engagement, retention, and operational success in collaboration with Dispatch and Customer Service teams.
• Ensure planning decisions balance operational efficiency, customer commitments, and driver experience.
• Promote continuous improvement, teamwork, and operational excellence across the Planning team.

Our Ideal Candidate will possess

2-3 years of transportation, logistics, or related operational experience, including demonstrated success leading and mentoring a team. Strong leadership, organizational, and decision-making skills, with the ability to prioritize competing demands in a fast-paced environment. Progressive knowledge of the transportation industry, including North American geography, transportation rules and regulations, competition, and trends. Excellent communication, interpersonal, and presentation skills, with the ability to effectively train, mentor, and influence others. Strong analytical and problem-solving abilities, with a proactive approach to identifying and resolving operational challenges. Experience with safety, compliance, and regulatory requirements related to the transportation industry. Proficiency with transportation management systems and Microsoft Office applications, particularly Excel.

Shift: Monday to Friday, standard business hours. Due to operational requirements, the successful candidate must be prepared to provide leadership coverage outside of regular business hours when needed, including occasional evenings and weekends.

This job is classified under NOC Code: 12013.

Why Bison

• Thrive in a supportive team that provides coaching and training to help develop your skills and progress your career
• Dispersed work environments that promote a healthy work-life balance
• Meaningful and impactful work and projects with an essential service provider
• Join our engaging Wellness Program & extracurricular sports teams

About Bison

• Celebrating over 50 years in Business
• Active in giving back through Corporate Social Responsibility and Charitable Giving
• Committed to environmental sustainability

Bison Transport is committed to Diversity and Inclusion in the Workplace. Background and suitability for a career in Transportation is wide ranging. Some of our brightest people have joined us with no previous “trucking” experience. We always say we work in the “people business”. So, whether you have a background in the airline, automotive, retail or hospitality industries, to name a few, your experience is valuable and we are bound to find many transferrable skills. We are ready to welcome exceptional, high potential contributors who aspire to lead people and processes in the pursuit of service excellence in a highly dynamic and collaborative environment. We seek team players who are eager to learn our business from the ground up, are able to demonstrate a track record of strong performance and possess a sincere interest in growing their careers in the transportation arena. We seek top notch communicators who adopt a driver of change mindset of “how can we be better, do better and get better results”.