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Mid-Market Account Executive

Rose Rocket · Canada

External listingfull-time17 days ago

About The Role

Join Rose Rocket, a leading provider of AI-native operating systems for the transportation industry. As a Mid-Market Account Executive, you will own the full sales cycle for high-value opportunities, build relationships at the executive level, and position Rose Rocket as a strategic platform investment. You will manage a robust pipeline of mid-market prospects, deliver tailored product demonstrations, navigate complex procurement cycles, and develop account plans. You will also partner closely with solutions engineering, marketing, and implementation teams to deliver a seamless buying experience and ensure long-term account growth.

  • Naviguer dans les processus d'achat impliquant plusieurs parties prenantes, établir des relations au niveau exécutif et positionner Rose Rocket comme un investissement stratégique.
  • Construire et gérer un pipeline robuste de prospects de marché intermédiaire, en se concentrant sur les comptes dans la fourchette de valeur de contrat annuel de 25 000 $ à 150 000 $.
  • Développer et exécuter des plans de compte avec des cartes de parties prenantes clairement définies, des stratégies de champion et des délais de succès mutuels.
  • A genuine curiosity about modern tools and methodologies, and a drive to stay ahead of them
  • Deep expertise in consultative, value-based selling, including building ROI models and executive-level business cases
  • Executive presence and the poise to navigate complex organizations with grace and levity
  • Resilience and adaptability, with comfort operating in a fast-changing environment
  • A real desire to understand how our customers' businesses actually run
  • 3+ years of software sales success, including a track record of closing mid-market deals at $25K+
  • A consistent track record of meeting or exceeding quota, ideally $750K or more in annual recurring revenue, in roles involving complex, multi-stakeholder sales
  • Experience selling to carriers, brokers, or logistics providers, ideally TMS, WMS, fleet management, or adjacent supply chain software
  • Knowledge of transportation workflows such as dispatching, billing, compliance, and fleet management
  • Familiarity with formal procurement processes in mid-market or enterprise environments
  • Familiarity with CRM systems like HubSpot and modern sales enablement tools such as Gong, Outreach, or LinkedIn Sales Navigator
  • Experience working in a startup or high-growth company
  • Strong prospecting ability and comfort generating your own pipeline, including outbound motion and strategic account targeting
  • Strong command of a structured sales methodology (e.g., MEDDIC, Challenger) and the discipline to apply it consistently across your pipeline

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