Enterprise Sales Director, Consumer Business Services

Sierra is the leading platform for customer-facing AI agents, working with many of the world's biggest brands — including The GAP, Rocket Mortgage, SoFi, Sutter Health, and SoftBank — to transform how they serve customers and grow their businesses. We are primarily an in-person company based in San Francisco, with growing offices across North America, Europe, and Asia. Our co-founders are Bret Taylor and Clay Bavor.

Sierra partners with the businesses that power everyday life for consumers and enterprises alike — from CPG brands to logistics networks, real estate and facilities teams, and energy and utility providers. This vertical spans consumer products, commercial real estate, automotive & mobility, transportation & logistics, industrial manufacturing, information & data services, consumer electronics, professional services, facilities management, construction, energy, and utilities.

• Prospecting & lead generation: Identify and target potential customers through research, networking, and cold calling. Build new relationships with enterprise customers and prospects to drive revenue, pipeline, and deployment capacity.
• Manage relationships: Build and maintain strong relationships with key decision-makers and stakeholders with our largest customers. Serve as their primary point of contact and exceed their expectations.
• Negotiating & closing complex deal cycles: Lead negotiations with existing and prospective customers, addressing objections and closing deals. Navigate contracts and agreements quickly and effectively, working closely with legal and finance stakeholders.
• Sales strategy & planning: Develop and execute sales strategies to meet or exceed sales targets. Craft tailored sales presentations and proposals. Collaborate with marketing to implement effective sales campaigns.
• Collaborate cross-functionally: Work closely with our broader GTM team, as well as product, technical and operations orgs.
• 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 and reinvest time into high-value customer relationships.

• 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 abilities.
• Analytical mindset: Ability to analyze market trends, identify opportunities, and make data-driven decisions.
• Proven track record of identifying and targeting potential enterprise clients through research, networking, and cold calling.
• Even better: Familiarity with the AI landscape, key players, and emerging trends.

• 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