Outside Sales Representative - Montreal

Regional Merchant Lead – Canada - 37517
Location: Remote – Canada, Ontario (Toronto or Montreal, with travel between multiple markets)
Contract Duration: August 17, 2026 – February 22, 2027
Contract Type: W2 under Staffing Supplier
Pay rate: $45-48/hour


About the Team
This position is part of a growth-focused Sales Team working to expand market presence across new and untapped regions. The team collaborates closely with sales leaders, leveraging sales tools and market insights to drive business development and new partnerships.
About the Role
The Regional Merchant Lead is responsible for winning new business and driving expansion strategy across a defined geography. This field sales position focuses on managing a transactional sales cycle, building new partnerships predominantly with local and regional restaurants, and executing face-to-face transactions. Extensive travel within a two-hour radius of the home city, with some overnight and extended travel days, is required. All travel costs are covered by the company, and compliance is closely monitored.
Key Responsibilities

• Travel to expansion markets to establish new partnerships with restaurants
• Sell the value proposition of the platform and negotiate partnership agreements
• Manage a high-volume, transactional sales cycle and close new business quickly
• Coordinate closely with the Sr. Regional Sales Manager and use market information and sales resources
• Contribute to scalable growth strategies and playbooks

Qualifications

• 2.5+ years of sales experience in a closing or comparable role
• Bilingual fluency in French and English
• Willingness and ability to travel at least 50% of the time to meet prospective clients
• Strategic and efficient with both inside and outside sales tactics
• Entrepreneurial, with a focus on building scalable strategies for business growth

As part of our promise to talent, Kelly supports those who work with us through a variety of benefits, perks and work-related resources. Please note: The following benefits reflect Kelly's general offerings. Eligibility may vary by assignment, location and job type. Kelly offers eligible employees a group benefit program that includes extended healthcare (drug plan, professional and medical services), dental, life, and emergency travel assistance. In addition, employees are entitled to holiday and vacation pay in accordance with provincial labour law. Click here for more information on benefits and perks that may be available to you as a member of the Kelly Talent Community in Canada.

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