The posting, in Sierra's own words
archived Nov 11, 2026About us
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. We are guided by a set of values that are at the core of our actions and define our culture: Trust, Customer Obsession, Craftsmanship, Intensity, and a commitment to balancing Family along the way. These values are the foundation of our work, and we are committed to upholding them in everything we do. Sierra was co-founded by Bret Taylor and Clay Bavor who first met while working together at Google over 20 years ago. Bret currently serves as Chairman of the Board of Open AI. Previously, he was co-CEO of Salesforce and CTO of Facebook. Clay spent 18 years at Google, where he most recently led Google Labs.
What you'll do
Lead & develop a high-performing sales team - Hire, onboard, and develop Enterprise/Strategic AEs. Coach reps on deal strategy, pipeline management, and execution. Create a culture of accountability, learning, and collaboration. Identify and grow future leaders on your team Own regional performance - Own your regional number and forecast accuracy. Inspect pipeline quality and help unblock stalled deals. Drive consistent execution of our sales process. Partner with RevOps to ensure clean data and clear insights Be deeply involved in deals - Join key customer and prospect conversations. Help reps navigate complex buying committees and late-stage deals. Support pricing, negotiation, and close strategy
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What you'll bring
10- 15+ years of experience in an Enterprise customer-facing sales role, identifying and closing large accounts. People Leadership Experience: 5+ years managing, mentoring, and developing a high performing enterprise sales team. Enterprise Experience: Experience managing a $1M+ quota, and running end-to-end complex deals. Strong Communication Skills: Exceptional verbal and written communication abilities. Analytical Mindset: Ability to analyze market trends, identify opportunities, and make data-driven decisions.