About this role
Sierra is hiring an Enterprise Sales Director, Retail for a remote position in the United States to drive revenue and manage large enterprise accounts using advanced AI technology. This role is well-suited for an experienced sales professional who thrives in a fast-paced technology environment and wants to shape the future of commerce.
Role Overview
As an Enterprise Sales Director on the Retail team, the individual will spearhead initiatives to bring customer-facing AI agents to major retail brands. The position involves guiding the full sales cycle, cultivating executive relationships, and demonstrating how artificial intelligence elevates customer engagement and drives top-line revenue. Team members operate as AI-native sellers, leveraging modern automation tools to streamline prospecting and maximize high-value client interactions.
Key Responsibilities
Requirements
Nice to Have
Skills and Tools
Salary and Benefits
About the Company
Sierra builds the premier platform for customer-facing artificial intelligence agents, helping major global brands transform customer service and business growth. Co-founded by Bret Taylor and Clay Bavor, the organization is rooted in core values of trust, customer obsession, craftsmanship, intensity, and family balance.
How to Apply
Interested candidates should visit the official Sierra careers page to submit an application and learn more about open opportunities.
Questions candidates ask
What is the salary for the Enterprise Sales Director, Retail position?
The annual salary for this role ranges from $280,000 to $300,000 USD.
Is this job remote?
Yes, this is a remote position based in the United States.
How many years of experience are required?
Candidates must have 6 to 8 years of experience in an enterprise customer-facing sales role.
What type of deals will the sales director handle?
The role involves managing a $1M+ quota and running end-to-end complex 6- and 7-figure ACV deals.
What benefits are offered for full-time employees?
Benefits include flexible paid time off, medical, dental, vision, life and disability insurance, parental leave, fertility benefits through Carrot, a discretionary stipend, and retirement plans.