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Sierra is building an AI agent platform that enables companies to deliver 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 growing offices across North America, Europe, and Asia.
The Consumer Business Insights team focuses on vertical markets that power everyday commerce and operations—CPG brands, logistics networks, commercial real estate, automotive & mobility, transportation, industrial manufacturing, energy, utilities, and professional services. Sierra's AI agents handle order tracking, account management, field service scheduling, billing support, and other mission-critical workflows tailored to each industry's voice and processes.
As Enterprise Sales Director for this vertical, you will independently drive complex enterprise deals end-to-end, managing a broad book of business with strong autonomy. You'll lead 6- and 7-figure deal cycles from prospecting through close, multi-threading to C-suite stakeholders and building durable relationships across customer organizations. You'll identify and manage deal risk early, build rigorous stakeholder maps, and make strategic calls on pricing, escalation timing, and deal strategy in partnership with your manager. You'll leverage Sierra's co-founders for executive engagement when it advances deals, act as a visible leader on deal teams, and raise the bar for the broader organization.
You'll operate as an AI-native seller, using 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. You'll continuously adopt and experiment with new tools to work faster and smarter than traditional methods allow.
You bring 8–10 years of enterprise customer-facing sales experience identifying and closing large accounts, with a proven track record managing $1M+ quotas and running end-to-end complex 6- and 7-figure ACV deals. You excel at multi-threading and building trusted relationships across customer C-suites, with exceptional verbal and written communication skills. You have an analytical mindset, spotting market trends and opportunities while making data-driven decisions. Familiarity with the AI landscape, key players, and emerging trends is a plus.
