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SMB Account Executive - Canada

Block· 20213 S&M - Sales - Square Outside
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Full-timePosted 3mo ago

About the role

Account Executive role at Block (Square/Afterpay) focusing on converting inbound leads and sourcing outbound opportunities to drive SMB growth in Canada, with a fast-paced, metrics-driven environment and uncapped earning potential.

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. relentlessly build your pipeline through outbound prospecting — you don’t rely on inbound, you outwork it.
  • Operate with urgency across every stage - you manage time and priorities effectively in a high-volume environment.
  • Understand customer pain points and deliver value-based, consultative solutions that drive measurable impact.
  • Collaborate across teams (Onboarding, Product, Marketing, and Support) to ensure a seamless customer experience and continuous feedback loop.
  • Track and forecast your pipeline accurately in Salesforce — you’re data-driven and use metrics to improve performance.
  • Consistently hit and exceed monthly and quarterly revenue goals.
  • Raise your own bar every quarter - improving conversion rates, deal size, and activity without being asked.
  • Turn Obstacles into momentum - when deals get hard, you get sharper.

Qualifications

  • 1-2 years of inside sales or full-cycle closing experience, ideally in a fast-paced SaaS, payments, or SMB-focused environment.
  • Proven ability to exceed quota and close business in a high-volume, short-cycle motion.
  • Strong phone, video, and written communication skills — you build trust fast and move deals forward decisively.
  • A true hunter mentality - hunter’s mindset focused on disciplined outbound outreach, allowing you to build and accelerate pipeline independent of inbound demand
  • Curiosity and empathy: you dig into the customer’s business, uncover real needs, and position the right solution with confidence.
  • Ability to thrive in ambiguity — you’re self-motivated, coachable, and hungry to grow.
  • CRM fluency (Salesforce or similar) and a data-driven approach to activity management.
  • High standards for yourself and your team - you celebrate wins together, share what works, and raise the bar for those around you.
  • Ability to sell in French and English

Skills

Required:Sales cycle managementInbound and outbound prospectingCRM proficiencyCommunicationMultilingual selling

Benefits

  • Remote work
  • medical insurance
  • flexible time off
  • retirement savings plans
  • modern family planning
Last updated Jul 15, 2026. Interested? Apply on the company site.
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About Block

Block builds technology to increase access to the global economy.

Made up of Square, Cash App, Afterpay, TIDAL, Bitkey, and Proto, Block, Inc. builds technology to increase access to the global economy.

technologyfinancial servicesdigital paymentsmusic streaming
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