SMB Account Executive - CanadaBlock · Toronto, Ontario, Canada

SMB Account Executive - Canada

🗓️ Posted 2026-07-20 Toronto, Ontario, Canada Hybrid Sales
💰 Salary Not shared 📊 Market 6,250 CAD–9,166 CAD/mo

About the Company

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.

Responsibilities

  • ● Own the full sales cycle - from first conversation to close - with SMB merchants across a variety of industries.
  • ● Engage and convert a steady flow of warm inbound leads from marketing, partnerships, and product interest.
  • ● Generate a meaningful portion of your pipeline through outbound prospecting by relentlessly building pipeline, identifying new opportunities, crafting personalized outreach, and creating demand where none existed.
  • ● Operate with urgency across every stage, managing time and priorities effectively in a high-volume environment to avoid stalled deals.
  • ● Understand customer pain points and deliver value-based, consultative solutions that drive measurable impact by diagnosing real business problems and taking ownership of solving them.
  • ● Collaborate across teams (Onboarding, Product, Marketing, and Support) to ensure a seamless customer experience and continuous feedback loop.

Benefits

  • ● Uncapped earning potential.