About this role
The Enterprise Sales Director, Retail role at Sierra is a remote position based in Canada that focuses on driving revenue and managing complex enterprise accounts for a leading customer-facing AI platform. This opportunity suits an experienced sales professional with a strong background in closing large-scale deals within the technology or retail sectors.
Role Overview
Sierra is hiring an Enterprise Sales Director to join the retail team and partner with major brands in apparel, grocery, home, and consumer technology. In this position, the professional will lead end-to-end sales cycles, cultivate executive relationships, and help top consumer brands transform customer engagement through advanced AI agents. The role emphasizes utilizing AI tools throughout the sales process to automate tasks and maximize high-value customer interactions.
Key Responsibilities
Requirements
Nice to Have
Skills and Tools
Salary and Benefits
About the Company
Sierra builds leading customer-facing AI agents that help global brands transform consumer interactions and drive business growth. Founded by industry veterans, the company operates with a strong foundation built on values of trust, customer obsession, craftsmanship, intensity, and family balance. Sierra is committed to fostering an inclusive work environment that respects diverse backgrounds and experiences.
How to Apply
Interested candidates should submit their application directly on the official Sierra careers page.
Questions candidates ask
What is the salary range for the Enterprise Sales Director, Retail role?
The annual salary ranges from CAD $325,000 to $370,000, alongside eligibility for equity plans and a discretionary benefit stipend.
Where is this position located?
This position is fully remote with a location designation of Canada.
How many years of experience are required for this role?
Candidates must have 6 to 8 years of experience in an enterprise customer-facing sales role identifying and closing large accounts.
What specific quota experience is expected?
Applicants should have experience managing a $1M+ quota and running end-to-end complex 6- and 7-figure ACV deals.
What benefits are provided for full-time employees?
Full-time employees receive flexible paid time off, medical, dental, vision, life insurance, disability benefits, retirement plans, parental leave, and Carrot fertility benefits.