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About the Role

As an SMB Account Executive at Square, you will convert high-quality inbound leads into long-term customers while also sourcing your own opportunities. This role is for individuals who are driven, results-oriented, and thrive in a high-energy, fast-paced environment where effort directly correlates with success.

Responsibilities

• Own the full sales cycle from first conversation to close with SMB merchants.
• Engage and convert inbound leads from marketing, partnerships, and product interest.
• Generate pipeline through disciplined outbound prospecting and personalized outreach.
• Operate with urgency, managing time and priorities effectively in a high-volume environment.
• Understand customer pain points and deliver value-based, consultative solutions.
• Collaborate with cross-functional teams including Onboarding, Product, Marketing, and Support.
• Track and forecast pipeline accurately in Salesforce.
• Consistently hit and exceed monthly and quarterly revenue goals.
• Improve conversion rates, deal size, and activity metrics.
• Address and overcome sales obstacles effectively.

Requirements

• 1-2 years of inside sales or full-cycle closing experience, preferably in SaaS, payments, or SMB-focused environments.
• Proven ability to exceed quota and close business in a high-volume, short-cycle sales process.
• Strong phone, video, and written communication skills.
• A hunter's mentality focused on disciplined outbound outreach.
• Curiosity and empathy to understand customer needs and position solutions.
• Ability to thrive in ambiguity, demonstrating self-motivation, coachability, and a drive for growth.
• CRM fluency (Salesforce or similar) and a data-driven approach to activity management.
• High standards for performance and a collaborative spirit.
• Ability to sell in French and English.

Skills

• Sales
• Full-cycle closing
• SaaS sales
• Payments sales
• SMB sales
• Outbound prospecting
• Pipeline generation
• Consultative selling
• CRM (Salesforce)
• Data-driven analysis
• Communication (phone, video, written)
• Problem-solving
• Collaboration
• French language proficiency
• English language proficiency

Location

• Canada

Work Type

• Full-time
• Remote

Experience Level

• 1-2 years

Salary/Compensations

• $86,000—$129,000 CAD

Benefits

• Remote work
• Medical insurance
• Flexible time off
• Retirement savings plans
• Modern family planning

About the Company

• Square enables anyone to take payments and has expanded into integrated, omnichannel solutions for sellers.
• Square offers software for online sales, inventory management, buy now pay later, appointment booking, customer engagement, and payroll.
• Square embeds financial services tools at the point of sale, providing access to business loans and cash flow management.
• Afterpay furthers Square's goal to provide omnichannel tools that unlock value and growth for sellers.
• Square partners with sellers of all sizes, from large enterprises to small businesses.
• Block, Inc. builds technology to increase access to the global economy through brands like Square, Cash App, Afterpay, TIDAL, Bitkey, and Proto.
• Block's mission is to help build a financial system that is open to everyone.

Equal Opportunity

• We may use automated AI tools to evaluate job applications for efficiency and consistency.
• These AI tools comply with local regulations, including bias audits.
• All personal data is handled in accordance with state and local privacy laws.