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Sierra is the leading platform for customer-facing AI agents, serving major brands including The GAP, Rocket Mortgage, SoFi, Sutter Health, and SoftBank. The company is headquartered in San Francisco with growing offices across North America, Europe, and Asia. Founded by Bret Taylor (former co-CEO of Salesforce, CTO of Facebook, Google Maps co-creator) and Clay Bavor (18-year Google veteran who led Google Labs and AR/VR initiatives), Sierra is transforming how enterprises serve customers with AI.
In this role, you will lead and develop a high-performing enterprise sales team covering Southeast Asia. Key responsibilities include hiring, onboarding, and coaching Enterprise/Strategic Account Executives; building a culture of accountability, learning, and collaboration; and identifying future leaders. You will own regional sales performance targets and forecast accuracy, inspect pipeline quality, unblock stalled deals, and drive consistent execution of the sales process in partnership with RevOps.
You will be deeply involved in major customer and prospect conversations, helping reps navigate complex buying committees and late-stage negotiations. You'll support pricing strategy and close execution, and partner cross-functionally to ensure regional success.
Sierra's culture is built on five core values: Trust (accountability, empathy, quality, responsiveness), Customer Obsession (deeply understanding customer business goals and driving outcomes), Craftsmanship (attention to detail and continuous improvement), Intensity (playing to win and fixing problems quickly), and Family (balancing intensity with work-life balance and supporting parents).
REQUIREMENTS:
- 10–15+ years of experience in Enterprise customer-facing sales, identifying and closing large accounts
- 5+ years managing, mentoring, and developing high-performing enterprise sales teams
- Experience managing $1M+ quota and running end-to-end complex deals
- Exceptional verbal and written communication skills
- Analytical mindset with ability to analyze market trends and make data-driven decisions
PREFERRED:
- Familiarity with AI landscape, key players, and emerging trends
- Experience building GTM strategies and sales teams from scratch or early-stage growth
