Enterprise Sales Director - Majors

Sierra is building a platform to enable every company to create better, more human customer experiences with AI. They partner with industry leaders such as SoftBank, Uber, Rivian, CLEAR, and Sutter Health. The company is primarily in-person in San Francisco with growing offices across North America, Europe, and Asia. Co-founded by Bret Taylor and Clay Bavor.

Enterprise Sales Director - Majors: Independently drive complex enterprise deals end-to-end, managing a broad enterprise book with strong autonomy, leading 6- and 7-figure deal cycles from prospecting to close. Multi-thread to the C-suite, build durable relationships, manage deal risk, and leverage leadership and co-founders for exec engagement. Operate as an AI-native seller, leveraging AI tools across the sales cycle.

• 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 - analyze market trends, spot opportunities, and make data-driven decisions.
• Familiarity with the AI landscape is a plus.

• Flexible (unlimited) paid time off
• Medical, dental, and vision benefits
• Life insurance and disability benefits
• Retirement plan
• Parental leave
• Fertility and family building benefits
• Lunch, snacks, and coffee
• Discretionary benefit stipend
• Equity participation

Apply via the provided link.