Represent Rose Rocket’s AI-native transportation platform while selling to carriers, brokers, and logistics providers in Toronto’s hybrid work model. Focus on complex buying groups and measurable customer value. This Mid-Market Account Executive owns opportunities from $25,000 to $150,000 in annual contract value. You’ll build business cases, guide structured sales cycles, and connect operational priorities with platform outcomes. Success combines transportation curiosity, pipeline discipline, and executive-level communication. Key Responsibilities:
Sell Rose Rocket’s operating system for transportation companies Construct compelling ROI models for executive decision-makers Develop account plans, stakeholder maps, and champion strategies Maintain accurate forecasting, CRM documentation,
and pipeline hygiene Surface market intelligence, customer feedback, and industry trends Requirements:
Three-plus years of software sales success Experience closing mid-market deals at $25,000 or higher Genuine curiosity about customers’ transportation operations Solid consultative and value-based selling expertise Comfort navigating complex organizations with executive presence Use transportation software knowledge, ROI storytelling, and disciplined account planning to create lasting value for Rose Rocket customers.