SMB 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 wouldnt 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 weve 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. Were building a significant meaningful and lasting business and we are helping sellers worldwide do the same.

The Role

At Square were re-imagining how small and midsize businesses grow. As an SMB Account Executive youll convert high-quality inbound leads into long-term customers while also sourcing your own opportunities to keep your pipeline full. Youll be at the heart of our growth engine: fast-paced metrics-obsessed and built for people who hold themselves to a higher bar than anyone else will. This is a role for people who dont wait for direction dont make excuses and dont settle for good enough.

If youre a closer who thrives on momentum loves solving problems for real businesses and wants to work hard in a high-energy environment where effort translates directly into success this is your role.

Square offers the opportunity to operate in a fast-paced outbound environment where your outreach brings Squares tools to more sellers - and your success becomes part of our mission to level the playing field for entrepreneurs. We move fast learn continuously and reward grit and results by offering uncapped earning potential.

You Will

• 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. You relentlessly build your pipeline through outbound prospecting you dont rely on inbound you outwork it. You know how to identify new opportunities craft personalized outreach and create demand where none existed.
  
  
• Operate with urgency across every stage - you manage time and priorities effectively in a high-volume environment. You move fast and dont let deals stall.
  
  
• Understand customer pain points and deliver value-based consultative solutions that drive measurable impact. You diagnose real business problems and take ownership of solving them.
  
  
• 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 youre 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.
  
  

You Have

• 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 - A hunters mindset focused on disciplined outbound outreach allowing you to build and accelerate pipeline independent of inbound demand
• Curiosity and empathy: you dig into the customers business uncover real needs and position the right solution with confidence.
  
  
• Ability to thrive in ambiguity youre 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

Block takes a market-based approach to pay and pay may vary depending on your location. Canada locations are categorized into one of two zones based on a cost of labor index for that geographic area. The successful candidates starting pay will be determined based on job-related skills experience qualifications work location and market conditions. These ranges may be modified in the future.

OTE for this role is:$86000$129000 CAD

Required Experience:

IC

Employment Type : Full Time
Experience: years
Vacancy: 1