Enterprise Sales Director - Majors, Retail

Highlights

• Drive complex enterprise deals for AI agents used by millions of shoppers daily.
• Help beloved retail brands turn AI from support cost into revenue growth.
• Bring Sierra's co-founders into exec conversations to move strategic deals.

What they offer

• Flexible (unlimited) paid time off
• Medical, dental, and vision benefits for you and your family
• Life insurance and disability benefits
• Parental leave
• Fertility and family building benefits through Carrot
• Discretionary benefit stipend
• Equity
• Commission

Ideal candidate

An autonomous enterprise seller who thrives on complex C-suite relationships and owns deals end-to-end. You're analytical, AI-native, and energized by transforming how beloved retail brands serve customers.

Requirements

• 8-10 years of enterprise customer-facing sales experience identifying and closing large accounts
• Experience managing a $1M+ quota and running end-to-end complex 6- and 7-figure ACV deals
• Proven ability to multi-thread and build trusted relationships across customer C-suites
• Exceptional verbal and written communication
• Analytical mindset with data-driven decision-making
• Familiarity with the AI landscape and key players