Drive Square’s mid-market growth through outbound selling, consultative discovery, and complex multi-product deals with merchants across diverse industries.

As a Senior Sales Account Executive on Square’s Mid-Market Team, you will build, shape, and close your own pipeline. You will manage sophisticated deals from prospecting through negotiation and final close. The work combines strategic execution, hunter instincts, and consultative selling.

Key Responsibilities:

- Own the full outbound sales cycle with mid-market merchants
- Build pipeline through cold outreach and targeted campaigns
- Develop tailored multi-product solutions across Square’s ecosystem
- Conduct discovery, demos, negotiations, and complex deal closing
- Maintain Salesforce pipeline discipline and forecasting accuracy

Requirements:

- Five-plus years of full-cycle B2B sales experience
- Consistent quota achievement and net-current business creation
- Experience closing complex, multi-threaded deals
- Exceptional communication, presentation, and negotiation skills
- Advanced Salesforce proficiency and a bachelor’s degree or equivalent

Use outbound prospecting, consultative selling, and Salesforce expertise to grow Square’s mid-market merchant base.

📌 Senior Mid-Market Sales Executive (Quebec City)
🏢 Square
📍 Quebec City