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Sierra is building an AI platform that enables companies to create better, more human customer experiences. The company partners with industry leaders including SoftBank, Uber, Rivian, CLEAR, and Sutter Health. Founded by Bret Taylor (former Salesforce co-CEO, Facebook CTO, Google Maps co-creator) and Clay Bavor (18-year Google veteran who led Google Labs and AR/VR initiatives), Sierra is primarily based in San Francisco with offices across North America, Europe, and Asia.
The Consumer Business Insights team focuses on a diverse vertical spanning CPG brands, commercial real estate, automotive & mobility, transportation & logistics, industrial manufacturing, energy, utilities, and professional services. Sierra's AI agents handle order tracking, account management, field service scheduling, billing support, and other critical business functions tailored to each industry's voice and workflows.
As Enterprise Sales Director, you will lead prospecting and lead generation efforts to identify and target potential customers through research, networking, and strategic outreach. You'll build and maintain strong relationships with key decision-makers at enterprise customers, serving as their primary point of contact. You'll manage complex deal cycles, leading negotiations with existing and prospective customers, addressing objections, and closing deals while working closely with legal and finance teams.
You'll develop and execute sales strategies to meet or exceed sales targets, craft tailored presentations and proposals, and collaborate with marketing on effective campaigns. Cross-functional collaboration with GTM, product, technical, and operations teams is essential. The role emphasizes operating as an AI-native seller—leveraging AI tools for account research, personalized outreach, call summarization, pipeline forecasting, and deal execution to automate low-value tasks and focus on high-value customer relationships.
You bring 6-8 years of enterprise customer-facing sales experience with a proven track record of closing large accounts. You have managed $1M+ quotas and run end-to-end complex 6- and 7-figure ACV deals. Strong communication skills, analytical mindset, and prospecting expertise are essential. Familiarity with the AI landscape and emerging trends is a plus.
