Director of Transportation Sales

Director, National Transportation Sales

Location: Greater Toronto Area / Southern Ontario

Compensation: $150,000–$180,000 Base + 20% Bonus

Industry: Transportation & Logistics

The Opportunity Our client, a well-established and growing Canadian transportation and logistics organization, is seeking a Director, National Transportation Sales to spearhead new business development and drive revenue growth across Canada.

This is a high-impact opportunity for an accomplished transportation sales professional who thrives on winning new business, developing strategic customer relationships, and securing major freight transportation contracts.

Reporting directly to the President, this position offers significant autonomy, executive-level visibility, and the opportunity to play an influential role in the organization's national growth strategy.

Despite the Director title, this is an individual-contributor position with no direct reports. We're looking for an exceptional business developer, not someone to manage a sales team.

Key Responsibilities

• Identify, pursue, and secure new business opportunities across the Canadian transportation market.
• Develop relationships with major shippers, manufacturers, distributors, and national accounts.
• Lead complex sales cycles, including RFPs, contract negotiations, and strategic proposals.
• Develop and execute sales strategies to expand market share and generate profitable revenue growth.
• Collaborate with transportation operations to develop competitive, customized freight solutions.
• Build long-term customer partnerships and identify opportunities to expand existing business.
• Represent the organization at industry events and maintain a strong presence within the transportation sector.

What We're Looking For

• 10+ years of experience in transportation, logistics, or supply chain, with a strong focus on sales and business development.
• Proven success selling freight transportation services, ideally truckload, LTL, dedicated transportation, or temperature-controlled freight.
• Demonstrated ability to hunt, develop, and close significant new business opportunities.
• Established relationships with Canadian shippers and national accounts.
• Strong understanding of transportation pricing, contract negotiations, and freight operations.
• Experience managing complex sales cycles and securing high-value contracts.
• A self-directed, commercially driven professional who can operate independently at a senior level.
• Based in Ontario, preferably within reasonable proximity to the Greater Toronto Area.

What's in It for You

• National Scope: Develop business across Canada with a strong, established organization.
• Executive Exposure: Report directly to the President and influence national growth initiatives.
• Autonomy: Take ownership of your market strategy without direct people-management responsibilities.
• Career Opportunity: A senior-level position with the opportunity to make a measurable impact on the business.

Interested? If you're an accomplished transportation sales professional with a passion for developing new business and building strategic customer relationships, we'd welcome a confidential conversation.

Apply today to learn more about this opportunity.