Territory Account Executive, Halifax

About the Role

<p>Square is building a best-in-class, high-impact field sales organization, and we are looking for an exceptional&nbsp;<strong>Territory Account Executive</strong> — someone who consistently exceeds expectations, takes full ownership of their territory, and brings Square’s mission of economic empowerment directly to the businesses that need it most.</p> <p>This is a field-driven, execution-focused role designed for individuals who thrive in dynamic, demanding environments. You will spend most of your week out in the market — meeting businesses, conducting live demos, and closing deals with confidence. The pace is fast, the expectations are high, and your ability to operate strategically and decisively will determine your success.</p> <p>You will serve as Square’s presence and competitive advantage in one of our highest-opportunity markets — responsible for building pipeline from the ground up, elevating Square’s visibility in your community, establishing high-value partnerships, and helping local businesses grow through our ecosystem of industry-leading software and hardware.</p> <p>If you are motivated by impactful work, driven to outperform, and eager to join a high-performance team with high standards, this role is built for you.</p> <h3>You will:</h3> <h3><strong>Lead your market with disciplined, in-person execution</strong></h3> <ul> <li>Spend ~80% of your week in the field — walking your territory, engaging local businesses, and driving 50–60 targeted business visits each week.</li> <li>Run a full-cycle, self-sourced sales motion: generate leads, identify needs, deliver compelling demos, and close deals across Square’s full product suite.</li> </ul> <h3><strong>Establish yourself as the go-to Square expert in your city</strong></h3> <ul> <li>Build strong, trust-based relationships with local sellers by being present, reliable, and value-driven.</li> <li>Partner cross-functionally to ensure a seamless onboarding experience and fast time-to-value for new sellers.</li> <li>Implement a disciplined referral strategy to turn every new customer into future opportunities.</li> </ul> <h3><strong>Build a high-velocity pipeline from the ground up</strong></h3> <ul> <li>Develop a repeatable top-of-funnel engine through door-to-door outreach, community engagement, events, networking, and targeted partnerships.</li> <li>Work with channel partners to generate a consistent, high-quality referral stream that grows over time.</li> </ul> <h3><strong>Master your verticals and sell with precision</strong></h3> <ul> <li>Build deep expertise in key verticals — including restaurants, retail, and services — to diagnose challenges and position the right Square solutions.</li> <li>Sell consultatively and competitively, staying proactive and strategic throughout the sales cycle.</li> </ul> <h3><strong>Achieve exceptional results in a high-accountability environment</strong></h3> <ul> <li>Maintain strong operational rigor in Salesforce: track activity, manage pipeline, and forecast accurately.</li> <li>Measure performance frequently and improve continuously.</li> <li>Consistently exceed quota within a culture where high standards are the norm.</li> </ul> <p>You have:</p> <ul> <li>3+ years of sales experience in a full cycle closing role with field sales experience</li> <li>Experience exceeding sales targets, selling a diverse ecosystem of products, and closing complex deals</li> <li>Ability to drive deals independently in a fast-paced, dynamic environment&nbsp;</li> <li>Business development experience (e.g. hunting and cold calling)</li> <li>Since this is a field position, you must have reliable transportation and live in the market you are serving</li> <li>A collaborative and team player mentality</li> <li>Prior Salesforce experience or equivalent</li> <li>Even better:</li> <ul> <li>2+ years of payment processing OR related technology (i.e. payroll, loyalty, time management)</li> <li>1+ years of relevant audience experience (experience working in