Enterprise Saas Sales Account Executive

Lead sophisticated SaaS sales cycles for Rose Rocket, using AI-native workflows, strategic discovery, and multi-year contracting to win high-value transportation accounts. Work hybrid in Toronto.As a Mid-Market Account Executive, you’ll partner with economic buyers, technical evaluators, and operational stakeholders throughout complex opportunities. You’ll coordinate demonstrations, proof-of-concept engagements, procurement, and implementation handoffs. The role suits a consultative seller with experience managing $25,000-plus deals.Key Responsibilities:
Own full sales cycles for complex, high-value opportunitiesCoordinate solutions engineering, marketing, and implementation partnersPresent tailored demonstrations linked to operational prioritiesRespond to RFPs and manage security and legal reviewsMeet quota while maintaining rigorous pipeline and forecast disciplineRequirements:
Three-plus years of software sales experienceProven success closing mid-market opportunities at $25,000-plusDeep expertise in consultative, value-based salesAbility to create executive-level ROI business casesAdaptability, resilience, and curiosity about modern sales toolsApply structured selling, executive communication, and AI-enabled workflows to grow Rose Rocket’s transportation software business.
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