Sales Director - Retail

Sierra · Sales

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Full TimeCAD 345k–395k / yrPosted Aug 17, 2026

Source: Jobicy

AT A GLANCE
Eligibility
Not available
Category
Sales
Salary
CAD 345k–395k / yr
Employment
Full Time
Experience
Director
Posted
Aug 17, 2026

This role’s source listing does not include Hungary as an eligible location.

Sierra is looking for a Sales Director to lead AI-driven retail sales strategies and enterprise relationship management, hiring specifically in Canada.

This role involves driving revenue and deployment capacity for enterprise retail partners by negotiating complex deals and managing high-level stakeholder relationships. The successful candidate will develop strategic sales plans and collaborate with cross-functional teams to integrate AI-driven customer experience solutions into major retail brands.

Why You’ll Love This Role

Remote from Canada
CAD 345k–395k per year
Director level role
AI platform sales focus
Full-time engagement

What You’ll Bring

Proven experience in enterprise software or AI sales
Ability to lead complex, multi-stakeholder contract negotiations
Experience in prospecting and building high-level relationships within the retail sector
Proficiency in crafting tailored sales strategies and enterprise-level presentations
Demonstrated track record of hitting and exceeding aggressive revenue targets

What You’ll Get

Benefits not specified in the listing

About the Company

Sierra is an AI platform provider focused on humanizing customer experiences through autonomous agents. The company was co-founded by industry veterans Bret Taylor and Clay Bavor and maintains several global offices while supporting distributed work.

Listing checked for remote eligibility · Posted Aug 17, 2026 · JobicyApply
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