Enterprise Sales Director - Majors, Consumer Business Services

Sierra is the leading platform for customer-facing AI agents, working with major brands like The GAP, Rocket Mortgage, SoFi, Sutter Health, and SoftBank. The company is primarily in-person based in San Francisco, with growing offices across North America, Europe, and Asia. Co-founded by Bret Taylor and Clay Bavor.

This team partners with businesses that power everyday life, spanning consumer products, commercial real estate, automotive & mobility, transportation & logistics, industrial manufacturing, information & data services, consumer electronics, professional services, facilities management, construction, energy, and utilities. Sierra's agents handle order tracking, account management, field service scheduling, and billing support.

• 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: lead VP-level conversations, build durable C-suite relationships, and earn credibility quickly with new stakeholders.
• Manage deal risk proactively; build rigorous stakeholder maps for accounts.
• Make the hard calls on pricing, escalation timing, exec alignment, and deal strategy.
• Leverage leadership & co-founders for exec engagement when it moves a deal.
• Raise the bar as a visible, steady leader on deal teams.
• Operate as an AI-native seller: leverage AI tools across the full sales cycle—account research, personalized outreach, call summarization, pipeline forecasting, and deal execution—to automate low-value tasks.

• 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, key players, and emerging trends (preferred).

• Flexible (unlimited) paid time off
• Medical, dental, and vision benefits for you and your family
• 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
• Free alphorn lessons
• Eligible full-time employees can participate in Sierra's equity plans

Apply via the provided application link.