Enterprise Account Executive (Eastern Canada)

Upwind Security, Inc.; Toronto; On-site; CAD 120,000 - 190,000; Full time

Job summary

Upwind Security, Inc. is seeking an experienced Enterprise Account Executive to grow our Canadian presence from Toronto, Ottawa, or Montreal.

This is a field sales role focused on building meaningful relationships with customers, articulating value, and driving deals to close. You’ll lead end-to-end sales cycles, position Upwind to C-level and technical stakeholders, collaborate with engineering teams for seamless implementations, and negotiate contracts that deliver measurable ROI.

Qualifications

• Experience selling to enterprise customers in the technology sector.
• Ability to articulate ROI to C-level executives.
• Based in Canada with valid work authorization.

Responsibilities

• Develop and execute a Canadian enterprise sales strategy to generate new business and exceed targets.
• Understand customer needs and business objectives to position Upwind to executives and stakeholders.
• Collaborate with technical teams to ensure smooth integration and quick time-to-value.
• Lead end-to-end sales cycles from pipeline generation to ROI-focused proposals.
• Build and manage channel partnerships to expand market reach.
• Lead contract negotiations to closure.

Skills

Enterprise sales

Account management

Strategic selling

Negotiation

Relationship building

Job description

Upwind is a next-generation Cloud Security Platform that leverages runtime context to identify and prioritize critical risks, providing precise insights and efficient cloud security management. Unlike traditional tools, Upwind uses runtime data proactively for risk prioritization and posture insights, ensuring teams focus on what truly matters. With industry-leading efficiency and eBPF-powered sensors, Upwind delivers comprehensive capabilities, including agentless cloud posture discovery, real-time threat protection, and integrated API security. From misconfigurations to malware defense, Upwind ensures end-to-end, cost-effective cloud infrastructure protection. At Upwind, you’ll have the opportunity to think creatively, explore new ideas, and use your skills to make a meaningful impact on our growth.

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