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.