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Director of Field Sales, Central Region
Sales
💰 Salary Not shared
📊 Market 15,000 CAD–25,000 CAD/mo (180,000 CAD–300,000 CAD/yr)
About the Company
Since opening its doors in 2009, Square has evolved alongside the world of commerce. Initially enabling anyone to take payments, the company expanded into software, building integrated, omnichannel solutions to help sellers with online sales, inventory management, buy now, pay later functionality, appointment booking, buyer engagement, and staff hiring and payment. Square has embedded financial services tools at the point of sale, allowing merchants to access business loans and manage cash flow in one place. Afterpay further supports the goal of providing omnichannel tools to unlock value and growth, enabling sellers to capture the next-generation shopper, increase order sizes, and compete at a larger scale. Today, Square partners with sellers of all sizes, from large enterprise-scale businesses to those just starting, and helps them grow and build significant, meaningful, and lasting businesses worldwide.
Responsibilities
- ● Strengthen and expand the Central Field Sales organization by refining territory models, optimizing go-to-market plans, and instilling operational rigor.
- ● Build a culture grounded in performance, accountability, and competitiveness, motivating teams to exceed targets and celebrate excellence.
- ● Spend meaningful time in the field, co-selling, coaching, and demonstrating product fluency through action.
- ● Master Square's ecosystem end-to-end and ensure teams sell consultatively, connecting product capabilities to seller outcomes.
- ● Drive predictable, data-backed growth by managing pipeline health, conversion rates, and sales productivity.
- ● Continuously improve systems, tools, and playbooks to help the team sell smarter and scale faster.
- ● Partner with Marketing, Sales Ops, Partnerships, and Product to align regional execution with national strategy and feedback loops.
- ● Attract, retain, and grow high-performing sales professionals who are hungry to win and advance their careers.
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