Overview:

Join Canada’s leading freight and logistics software company, where we’ve been transforming how carriers, brokers, and shippers connect for over 30 years. As a wholly owned subsidiary of Roper Technologies (NYSE: ROP, S&P 500), Loadlink combines innovative transportation technology solutions with Fortune 1000 stability.

Our best-in-class freight-matching platform helps customers grow their businesses, increase margins, and drive profitability by maximizing assets, optimizing rates, and expanding networks. From replacing Rolodexes in 1990 to today’s multi-platform solutions, we continue transforming how the commercial transportation industry connects, moves, and manages loads across Canada.

About This Role

Join Loadlink’s leadership team as Vice President of Sales & Marketing, where you’ll build and lead a high-performing revenue organization from the ground up. This is a hands-on leadership role focused on establishing sales excellence foundations, developing talent, and driving sustainable growth. You’ll take our existing inside sales foundation and transform it into a world-class revenue engine capable of supporting aggressive growth targets.

This position is expected to work in office, hybrid (Wed/Thu anchor days) from our Mississauga, ON office.

What You’ll Achieve:

Sales & Marketing Organization Development

• Build a comprehensive sales structure including systems, processes, and KPIs that drive predictable revenue growth
• Establish enterprise sales capabilities while optimizing existing inside sales and key account management functions
• Implement sales excellence pillars: funnel management, demo best practices, pricing optimization, and performance analytics
• Create sales enablement programs that focus on input metrics, not just output numbers
• Lead demand generation strategy encompassing digital marketing, content, events, and account-based marketing
• Drive customer advocacy programs including references, case studies, and user community development

Team Leadership & Development

• Lead and develop 10+ direct reports across inside sales, key account management, and sales administration
• Build hiring framework and onboarding programs to scale team for aggressive growth targets
• Foster culture of continuous improvement, collaboration, and long-term customer relationship focus
• Eventually hire and manage sales management layer as organization scales

Revenue Growth & Operations

• Drive new customer acquisition while expanding existing account revenue through strategic account management
• Partner with RevOps, Customer Success, and Finance to optimize pricing, forecasting, and customer lifecycle
• Establish enterprise new customer acquisition capabilities beyond current inside sales model
• Create marketing programs that support sales efforts and enhance Loadlink’s market-leading brand position

Key Responsibilities:

Hands-On Sales Leadership

• Directly manage sales team performance, coaching, and development in first 90 days
• Establish CRM optimization, territory management, and commission structures
• Lead enterprise deal strategy and support complex sales cycles personally as needed Implement consultative selling methodologies focused on long-term customer value

Organizational Building

• Create sales operations framework from current foundation to world-class revenue engine
• Build key account management capacity and processes for expansion revenue
• Establish sales and marketing alignment including lead generation, qualification, and handoff processes
• Develop competitive positioning and sales messaging that differentiates in market

Strategic Partnership

• Work closely with Directors of Customer Success, RevOps, Finance, and VP of Technology
• Influence product roadmap based on market feedback and customer requirements
• Ensure “how we sell is how we serve” philosophy permeates all customer interactions
• Drive cross-functional collaboration as “glue role” for growth function

What You Bring:

Hands-On Leadership Experience

• 8–12 years progressive sales leadership with proven track record building (not just running) sales organizations
• Experience implementing sales excellence foundations: structure, process, enablement, and talent development
• Track record managing 10–20 person sales teams with mix of inside sales, account management, and enterprise roles
• Demonstrated success in change management and organizational transformation

Sales Excellence Expertise

• Deep experience in SaaS sales methodologies, funnel management, and performance optimization
• Proven ability to establish enterprise sales capabilities while maintaining inside sales efficiency
• Strong background in sales operations, CRM implementation, and data-driven decision making
• Experience building key account management and expansion revenue programs

Leadership Qualities

• High integrity approach with long-term customer relationship mindset over short-term bookings
• Collaborative leadership style that builds trust and works effectively with cross-functional teams
• Balance of confidence and humility — building culture of teamwork vs. inflated ego
• Passion for products and understanding of how sales excellence drives customer success

Ideal Background

• B2B SaaS experience with complex sales cycles and multi-product strategies
• Experience in marketplace/platform businesses or freight/logistics technology preferred
• Previous role building sales organization from foundation vs. inheriting established structure
• Track record of sustainable growth through process improvement and talent development