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Strategist, Agent Development (Cantonese Speaking)

Sierra

Singapore · Full-time · Onsite · Posted Oct 1, 2026

At a glance

Employment
Full-time
Workplace
Onsite
Location
Singapore

About Sierra

  • 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.
  • Our co-founders are Bret Taylor https://www.linkedin.com/in/brettaylor/ and Clay Bavor https://www.linkedin.com/in/claybavor/. Bret currently serves as Board Chair of OpenAI. Previously, he was co-CEO of Salesforce (which had acquired the company he founded, Quip) and CTO of Facebook. Bret was also one of Google's earliest product managers and co-creator of Google Maps. Before founding Sierra, Clay spent 18 years at Google, where he most recently led Google Labs. Earlier, he started and led Google’s AR/VR effort, Project Starline, and Google Lens. Before that, Clay led the product and design teams for Google Workspace.

About the role

  • As an Agent Strategist at Sierra, you own how AI agents come to life for customers from the first pilot to production.
  • You sit at the intersection of product, building agents, and customer-facing work to transform complex problems into high-impact business solutions.

Responsibilities

  • Own the Agent Development Life Cycle from initial scope through conversation design, tooling, and evaluation to launch and continuous iteration in production
  • Be the trusted strategic advisor to enterprise leaders, understanding success and shaping AI strategy
  • Partner with customer working teams day-to-day by running working sessions, troubleshooting, and keeping builds on track
  • Directly impact product by surfacing unmet needs from customer work and feeding them back to research and platform

Requirements

  • Customer obsession with genuine energy being in front of customers and building trusted relationships
  • Clear, direct, and persuasive communication across technical and non-technical audiences
  • Strategic problem-solving in ambiguity with strong analytical and critical-thinking skills
  • Technical aptitude comfortable engaging directly with technical concepts like API documentation, data models, and system architecture
  • Ownership and delivery with a track record of running multiple complex, high-visibility projects at once

Benefits

  • Flexible (unlimited) paid time off
  • Medical, dental, and vision benefits for employee and family
  • Life insurance and disability benefits
  • Retirement plan dependent on country of employment
  • Parental leave
  • Fertility and family building benefits through Carrot
  • Lunch, snacks, and coffee provided
  • Discretionary benefit stipend
  • Free alphorn lessons
  • Equity plans for eligible full-time employees

Workplace

  • Primarily an in-person company based in San Francisco with growing offices across North America, Europe, and Asia

Skills

  • API Documentation
  • RAG
  • Prompt Engineering
  • Eval Frameworks
  • Agent Tooling

Sierra

Strategist, Agent Development (Cantonese Speaking)

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