Senior Account Executive, Mid-Market - Canada

📋 Description

• Own the full outbound sales cycle from prospecting to close with mid-market merchants.
• Build and manage a high-quality pipeline via cold outreach, social selling, and campaigns.
• Develop multi-product solutions across Square’s ecosystem tailored to each merchant’s needs.
• Partner with Business Development on lead flow while driving net-new logo acquisition.
• Conduct high-impact discovery, demos, and negotiations across multi-stakeholder deals.
• Maintain disciplined pipeline management and forecasting accuracy in Salesforce.

🎯 Requirements

• 3+ years of full-cycle B2B sales with quotas.
• Outbound prospecting and net-new revenue (SaaS/fintech preferred).
• Close complex, multi-threaded deals with longer sales cycles.
• Build pipeline from scratch using targeted, strategic outreach.
• Exceptional communication, presentation, and negotiation skills.
• Ability to sell in both French and English.

🎁 Benefits

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