Enterprise Sales Director - Majors, Consumer Business Services

Sierra is building a platform to enable every company to create better, more human customer experiences with AI, partnering with industry leaders such as SoftBank, Uber, Rivian, CLEAR, and Sutter Health. The company is primarily in-person based in San Francisco with growing offices across North America, Europe, and Asia, guided by values of Trust, Customer Obsession, Craftsmanship, Intensity, and Family. Co-founders are Bret Taylor and Clay Bavor.

The Consumer Business Services team partners with the businesses that power everyday life — from CPG brands and logistics networks to real estate, facilities, and energy/utility providers. Sierra's agents handle order tracking, account management, field service scheduling, and billing support across industries including consumer products, commercial real estate, automotive & mobility, transportation & logistics, industrial manufacturing, information & data services, consumer electronics, professional services, facilities management, construction, energy, and utilities.

• Independently drive complex enterprise deals end-to-end, managing a broad enterprise book and leading 6- and 7-figure deal cycles from prospecting to close.
• Multi-thread to the C-suite, leading VP-level conversations and building durable C-suite relationships.
• Identify and manage deal risk early, building rigorous stakeholder maps for accounts.
• Partner with your manager on pricing, escalation timing, exec alignment, and deal strategy.
• Bring in Sierra's co-founders for exec engagement when it moves a deal.
• Operate as an AI-native seller, leveraging AI tools across the full sales cycle — account research, personalized outreach, call summarization, pipeline forecasting, and deal execution.

• 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 for market trends and data-driven decisions.
• Familiarity with the AI landscape, key players, and emerging trends (preferred).

Flexible (unlimited) paid time off; medical, dental, and vision benefits; life insurance and disability benefits; retirement plan dependent on country of employment; parental leave; fertility and family building benefits through Carrot; lunch, snacks, and coffee; discretionary benefit stipend; and free alphorn lessons. Eligible full-time employees can participate in Sierra's equity plans.