SMB Sales Account Executive - Canada

Since we opened our doors in 2009, the world of commerce has evolved immensely, and so has Square. After enabling anyone to take payments and never miss a sale, we saw sellers stymied by disparate, outmoded products and tools that wouldn't work together.

So we expanded into software and started building integrated, omnichannel solutions – to help sellers sell online, manage inventory, offer buy now, pay later functionality, book appointments, engage loyal buyers, and hire and pay staff. Across it all, we've embedded financial services tools at the point of sale, so merchants can access a business loan and manage their cash flow in one place. Afterpay furthers our goal to provide omnichannel tools that unlock meaningful value and growth, enabling sellers to capture the next generation shopper, increase order sizes, and compete at a larger scale.

Today, we are a partner to sellers of all sizes – large, enterprise-scale businesses with complex operations, sellers just starting, as well as merchants who began selling with Square and have grown larger over time. As our sellers grow, so do our solutions. There is a massive opportunity in front of us. We're building a significant, meaningful, and lasting business, and we are helping sellers worldwide do the same.

The Role

Square is looking for an Account Executive with a positive and winning attitude to join our Sales Team. Your entrepreneurial spirit and passion for problem-solving will help you find opportunities for Square to help merchants grow. In addition, your extraordinary communication skills help you connect with customers by email and phone - quickly establishing trust and relationships, and building value throughout the sales process.

You Will

• Lead the charge in introducing Square's ecosystem to SMB merchants across food & drink, retail, services, and health & beauty industries (and more).


• Oversee the sales cycle from prospect to close and partner with other teams to ensure successful onboarding.


• Achieve and exceed monthly sales goals through high activity sales efforts.


• Understand the struggle of a customer and approach each conversation with a consultative approach.


• Partner with Product and Marketing teams to ensure our solutions meet the needs of the market.


• Use your prior sales experience to inform a creative go-to-market strategy.

You Have

• 1+ years of experience in a closing sales role.


• A BA/BS degree or relevant experience.


• Experience or an interest in helping SMB sellers.


• Experience exceeding sales targets.


• A structured thought process with the ability to assess business opportunities and read prospective buyers.


• The ability to gather support from internal experts and external partners to position Square against our competitors.


• Genuine curiosity about people, business, and can inspire passion in others.


• Interest in implementing feedback, and dedication to the improvement of your craft.


• Tenacity and an ability to adapt to new situations quickly and think on your feet.


• Excellent collaboration and communication skills that help you connect with customers by email and phone - quickly establishing trust and partnership deals.

We're working to build a more inclusive economy where our customers have equal access to opportunity, and we strive to live by these same values in building our workplace. Block is an equal opportunity employer evaluating all employees and job applicants without regard to identity or any legally protected class. We also consider qualified applicants with criminal histories for employment on our team, and always assess candidates on an individualized basis. We believe in being fair, and are committed to an inclusive interview experience, including providing reasonable accommodations throughout the recruitment process. If you require an accommodation, let your recruiter know. Want to learn more about what we're doing to build an inclusive workplace? Check out our Inclusion & Diversity page.