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Founding Retail District Manager at Toast

Company

WinsAbove

Location

toronto, on

Posted

July 16, 2026

Position Overview

Become a foundational leader for Toast as the District Manager for Retail in Canada. Drive innovative sales strategies and manage top-performing teams in this fast-growing vertical.
This role requires an entrepreneurial mindset to steer the launch of the Toast Retail platform in Canada. As a District Manager, you will report to the Regional Vice President, lead direct sales efforts, and develop a robust sales team. Your leadership will be crucial in establishing Toast’s presence in this new market.
Key Responsibilities:
• Hire and nurture a quota-driven sales team
• Mentor team members on effective sales and demo techniques
• Engage in field activities to uplift team performance
• Collaborate across departments for sales alignment
• Use Salesforce to track productivity and conversions
Requirements:
• 5+ years in a sales closing or sourcing position
• 3+ years in a leadership role
• Proven record of exceeding sales targets
• Ability to inspire and mot...

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