Senior Account Executive

Role Overview

• Own the full enterprise sales cycle end-to-end: prospecting, qualification, discovery, solution design, commercial negotiation, and close.
• Build and manage a pipeline of enterprise retail brands across North America, with a focus on the Eastern and Central regions.
• Engage with C-suite and VP-level stakeholders across IT, Operations, and Retail leadership. You are a peer in these conversations, not a pitch machine.
• Bring a consultative approach: invest time in understanding a prospect's business and pain points before presenting solutions.
• Collaborate with our SVP, Sales and our Solutions Engineering team on complex, multi-stakeholder opportunities.
• Participate in industry events, retail tradeshows, and store visits, including key events in New York and across North America.
• Contribute pipeline intelligence, competitive insights, and account strategy to the broader go-to-market team.
• Leverage AI tools to improve sales processes and drive efficiency.

Requirements

• 5–7 years of B2B SaaS or enterprise technology sales experience, with a quota-carrying, closing role throughout.
• Demonstrated ability to run complex, multi-stakeholder enterprise deals independently and without heavy internal support.
• Executive presence: comfortable and credible in C-suite and VP-level conversations from day one.
• Hungry and coachable, motivated by ownership and results, not by the size of the support team around you.
• Comfortable with longer sales cycles and a commission structure that rewards meaningfully at signing: you think in quarters.
• Experience selling into retail, retail-adjacent, or commerce verticals is a genuine plus, though not a hard requirement.
• Based in Canada (Eastern or Central time zone preferred); remote-first.

Benefits

• Generous PTO & R&R: We prioritise your wellbeing with a generous leave policy and a culture that encourages you to recharge.
• Professional Growth: A dedicated personal development budget and a learning-centric environment to help you advance.
• Flexible Working: Remote-first with flexibility to create a working environment that suits your lifestyle.
• Balanced Work-Life: Life-friendly working hours designed to help you maintain a fulfilling career and personal life.
• Financial Rewards: Employee stock options alongside a competitive uncapped commission plan.