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Sierra is building an AI agent platform that helps businesses deliver better, more human customer experiences. The company is 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, AR/VR, and Google Workspace). Sierra operates globally with offices in San Francisco, Atlanta, New York, London, Paris, Madrid, Munich, Singapore, Tokyo, and Sydney.
The Retail team focuses on deploying AI agents for major consumer brands across apparel, beauty, grocery, big-box, home, auto, and marketplaces. These agents handle millions of customer interactions daily—order tracking, returns, product discovery, recommendations, cart recovery, and in-store support—while driving revenue alongside cost savings.
As Enterprise Sales Director for Retail, you will own the full sales cycle for large enterprise retail customers. Your responsibilities include prospecting and lead generation through research, networking, and cold outreach; building and maintaining relationships with key decision-makers at major brands; negotiating and closing complex 6- and 7-figure ACV deals; developing tailored sales strategies and presentations; and collaborating cross-functionally with GTM, product, technical, and operations teams. You'll operate as an AI-native seller, leveraging AI tools for account research, personalized outreach, call summarization, pipeline forecasting, and deal execution to focus your time on high-value customer relationships.
You bring 6–8 years of enterprise sales experience closing large accounts, with a proven track record managing $1M+ quotas and running end-to-end complex deals. You have exceptional communication skills, an analytical mindset, and strong prospecting capabilities. Familiarity with the AI landscape and emerging trends is a plus. Sierra values Trust, Customer Obsession, Craftsmanship, Intensity, and Family—balancing high performance with flexibility and support for all employees.
