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Territory Account Executive in Toronto

Block, Inc.Toronto, Ontario, Canada
On-site Full-time

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Experience Level

Experience

Qualifications

You will:Lead your market with disciplined, in-person executionSpend approximately 80% of your week in the field — actively engaging local businesses and conducting 50–60 targeted business visits each week.

About the job

Since our inception in 2009, the commerce landscape has undergone significant transformation, and so has Square. We began by empowering businesses to accept payments effortlessly, but we soon recognized that many sellers were hindered by disconnected, outdated tools that failed to integrate effectively.

In response, we expanded our offerings to include software solutions that deliver integrated, omnichannel capabilities. Our aim is to assist sellers in optimizing their online sales, managing inventory, facilitating buy now, pay later options, scheduling appointments, engaging loyal customers, and efficiently hiring and compensating staff. By embedding financial services directly at the point of sale, we enable merchants to access business loans and manage cash flow seamlessly. Through Afterpay, we further our mission to provide tools that unlock significant value and growth, allowing sellers to attract the next generation of shoppers, increase order sizes, and compete on a broader scale.

Today, we partner with sellers of all sizes, from large enterprises with complex operations to burgeoning businesses that started with Square and have expanded. As our sellers grow, so do our solutions. The opportunities ahead of us are vast. We are committed to building a significant and enduring business while supporting sellers globally in their journeys.

The Role

Square is assembling a top-tier, high-impact field sales team, and we are seeking an outstanding Territory Account Executive — a professional who consistently surpasses expectations, takes full ownership of their territory, and embodies Square’s mission of economic empowerment for businesses that require it the most.

This role is designed for those who thrive in dynamic and challenging environments. Expect to spend the majority of your week in the field — engaging with businesses, performing live demonstrations, and confidently closing deals. The pace is fast, expectations are high, and your ability to operate strategically and decisively will determine your success.

You will represent Square's presence and competitive advantage in one of our most promising markets — tasked with building a pipeline from the ground up, enhancing Square’s visibility within your community, establishing valuable partnerships, and aiding local businesses in their growth through our suite of leading software and hardware solutions.

If you are inspired by impactful work, driven to excel, and eager to be part of a high-performance team with elevated standards, this role is tailored for you.

About Block, Inc.

Block, Inc. is a leading financial services and mobile payment company that has revolutionized the commerce landscape since its establishment. With innovative solutions that integrate payments, software, and financial services, Block empowers businesses to manage their operations seamlessly and grow sustainably.

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