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Team: Account Executive
This position is listed on behalf of a partner company, who manages all applications and next steps. Our partner is looking for a Senior Account Executive based in Canada.
This is a high-impact, enterprise-focused sales role where you will help define and shape a new go-to-market motion in a fast-scaling SaaS environment. You will own complex, high-value deals end-to-end while operating in a space where processes, messaging, and strategy are still evolving. The role combines strategic enterprise selling with hands-on pipeline generation, requiring both strong hunting instincts and disciplined deal execution. You will engage directly with senior decision-makers across multi-stakeholder buying groups and build compelling, ROI-driven business cases. This is a rare opportunity to directly influence how enterprise sales is built while contributing to meaningful revenue growth. The environment is fast-moving, highly autonomous, and designed for builders who thrive in ambiguity. Your work will have visible impact on both revenue and sales strategy from day one.
Accountabilities:
In this role, you will be responsible for driving new enterprise revenue, owning complex sales cycles, and contributing directly to the development of a scaling enterprise sales motion.
- Own and manage a pipeline of mid-market enterprise deals ranging from approximately CA$15K–CA$50K ACV
- Run end-to-end sales cycles, from discovery through negotiation and close, across complex buying committees
- Conduct deep discovery to uncover business pain, quantify value, and build ROI-driven business cases
- Navigate and influence multiple stakeholders including Operations, Finance, IT, and executive leadership
- Source and develop your own pipeline through outbound prospecting, referrals, and trigger-based opportunities
- Position and differentiate solutions against incumbent enterprise and ERP systems
- Scope and negotiate custom, solution-based commercial agreements tailored to client needs
- Consistently achieve and exceed individual sales quota targets
- Collaborate closely with internal stakeholders to refine messaging, process, and go-to-market strategy
- Contribute insights from the field to help shape and improve a newly forming enterprise sales motion
- Proven success closing complex SaaS deals in the CA$15K–CA$50K+ ACV range
- Experience managing or exceeding a quota of CA$500K+ annually
- Strong ability to build and manage pipeline independently (hunter mindset required)
- Experience navigating multi-stakeholder enterprise buying processes and long sales cycles
- Strong discovery skills using structured methodologies (e.g., MEDDICC, SPICED, or equivalent)
- Ability to build compelling ROI-based business cases for senior decision-makers
- Experience selling against ERP or enterprise operations platforms is highly valued
- Strong negotiation skills in custom, non-standard commercial agreements
- Excellent communication and storytelling skills with executive-level stakeholders
- Comfortable operating in early-stage or evolving sales motions where processes are not fully defined
- Strong analytical thinking with the ability to diagnose deal risks and identify solutions quickly
- Competitive base salary ranging from CA$106,380 to CA$130,020 depending on experience
- Variable compensation equal to 50% of base salary
- Employee stock option program enabling long-term ownership in the business
- Fully remote-friendly working model within Canada
- Minimum 4 weeks of annual leave plus additional paid health days and your birthday off
- Paid 1-month sabbatical every four years with travel allowance
- Home office stipend to support remote work setup
- Comprehensive health and wellness coverage
- Access to modern, AI-enabled tools to support productivity and efficiency
- High autonomy role with strong influence on sales strategy and go-to-market evolution.
Requirements:
This role requires strong enterprise SaaS sales experience, a hunter mentality, and the ability to operate in fast-changing, ambiguous environments.
Benefits:
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