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Outbound Account Executive at Square

Student-Friendly Entry-Level
Company

Centaur Labs

Location

winnipeg, Canada

Posted

May 28, 2026

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About This Opportunity

Drive growth at Square as an Outbound Account Executive in Winnipeg. You'll manage the entire sales cycle, from prospecting to closing, across diverse SMB sectors.
In this key role, you will bring Square's integrated solutions to new sellers while developing multi-product proposals. Engage with clients and navigate complex deals with your consultative selling skills. As an experienced closer, you will thrive in a fast-paced environment, delivering value and exceeding ambitious targets for growth.
Key Responsibilities:
• Own full outbound sales cycle from prospecting to close
• Build and manage a high-quality sales pipeline
• Develop tailored multi-product solutions for merchants
• Conduct impactful discovery, demos, and negotiations
• Collaborate with cross-functional teams to deliver solutions
Requirements:
• 3+ years of B2B sales experience with quota achievement
• Proven success in outbound prospecting and business creation
• Experience with complex,...