Territory Account Executive - Winnipeg

Role

Location: Winnipeg

As a Sales Account Executive on our Outbound Team, you will bring Square's ecosystem to new sellers across diverse industries by building, shaping, and closing your own pipeline. You will run sophisticated, multi-product deals from the first touch to final close — blending hunter instincts, consultative depth, and strategic execution.

You Will

• Own the full outbound sales cycle — from prospecting to negotiation to close — with SMB and mid-market merchants.
• Build and manage a high-quality pipeline through cold outreach, social selling, targeted campaigns, and creative outbound strategies.
• Develop multi-product solutions across Square's ecosystem and tailor them to each merchant's unique needs.
• Conduct high-impact discovery, demos, and negotiations with decisiveness across multi-stakeholder deals.
• Act as a consultant and trusted advisor — ...