Sell Rose Rocket’s AI-native transportation operating system through consultative selling and executive-level business cases in a hybrid Toronto setting. Own complex opportunities worth $25,000–$150,000 ACV. As a Mid-Market Account Executive, you’ll manage the full sales cycle for trucking, logistics, and freight brokerage prospects. The role requires multi-stakeholder discovery, tailored demonstrations, ROI modeling, and value-based selling. You’ll position Rose Rocket as a strategic platform investment.

Key Responsibilities
- Build and manage mid-market pipeline across transportation accounts
- Lead discovery with economic, technical, and operational stakeholders
- Deliver outcomes-oriented demonstrations and proof-of-concept engagements
- Navigate procurement,



security reviews, legal negotiations, and contracts
- Manage renewals, expansion, and long-term account growth

Requirements:
- Three-plus years of successful software sales experience
- Track record closing mid-market deals at $25,000 or more
- Expertise in consultative, value-based selling
- Ability to build ROI models and executive business cases
- Executive presence and resilience in changing environments Bring consultative SaaS selling, executive engagement, and transportation-market expertise to Rose Rocket’s mid-market growth team.

📌 Mid-Market SaaS Account Executive (Toronto)
🏢 Rose Rocket
📍 Toronto