Enterprise Sales Director

Highlights

• Sell Sierra's customer-facing AI agents used by brands like GAP and SoFi.
• Own complex enterprise deal cycles from prospecting through close and deployment.
• Partner with GTM, product, and ops teams to deliver industry-leading AI.

What they offer

• Flexible (unlimited) paid time off
• Medical, dental, and vision benefits for you and your family
• Life insurance and disability benefits
• Retirement plan
• Parental leave
• Fertility and family building benefits through Carrot
• Lunch, snacks and coffee
• Discretionary benefit stipend
• Free alphorn lessons
• Equity plans for eligible full-time employees

Ideal candidate

An intense, customer-obsessed enterprise seller who thrives closing large, complex deals and building C-level trust while embracing AI to work smarter.

Requirements

• 6-8 years of experience in an enterprise customer-facing sales role identifying and closing large accounts
• Experience managing a $1M+ quota and running end-to-end complex 6- and 7-figure ACV deals
• Exceptional verbal and written communication skills
• Analytical mindset with ability to make data-driven decisions
• Proven track record of enterprise prospecting via research, networking, and cold calling
• Familiarity with the AI landscape, key players, and emerging trends