Strategic Enterprise Account Executive - 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 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.