Enterprise Account Executive (Eastern Canada)

We are looking for an experienced Enterprise Account Executive to help grow our presence in Canada. You'll join a team of expert sellers who are deeply committed to building meaningful relationships with customers, focusing on their value and thinking strategically about bringing deals to close. **This is a field sales role open to qualified candidates based in Toronto, Ottawa, or Montreal.** **Responsibilities** - Develop and execute a comprehensive sales strategy for the Canadian enterprise market to generate new business pipeline, exceed revenue targets, and win new enterprise logos - Demonstrate a thorough understanding of customer needs, challenges, and business objectives to effectively position Upwind's solution with C-level executives and technical stakeholders - Partner closely with technical teams to ensure seamless integration and implementation, accelerating time-to-value for clients - Lead and execute end-to-end sales cycles with excellence in all phases: from pipeline generation and opportunity qualification to the creation and delivery of a quantifiable business case / ROI justification - Collaborate and build trusted relationships with Upwind channel partners and the broader ecosystem to expand and optimize market reach - Lead contract negotiations to completion and successful closure **Requirements** - Proven track record of driving and closing enterprise deals, ideally with Canadian enterprise accounts - Ability to effectively sell to both C-level executives and technical stakeholders in Cloud / Security / DevOps - Consistent achievement of quota and revenue targets in a full-cycle, closing role - Familiarity and experience utilizing proven qualification methodologies (e.g. MEDDPICC) and a disciplined sales process - Maintain accurate forecasting and reporting of the business to leadership and embrace a data-driven approach to SFDC hygiene - Excellent communication and presentation skills - Self-motivated, results-driven, collaborative, and adaptable to keep up in a very fast-paced, rapidly changing startup environment - Strong understanding of cloud security concepts, technologies, and trends preferred - Bilingual (English/French) is a strong plus