GTM Operations Analyst, Agent Development

Sierra; Singapore; On-site; SGD 120,000 - 180,000; Full time

Benefits offered by this job

Flexible time off

Medical & dental benefits

Parental leave

Equity plans

Job summary

Sierra is building a platform to enhance enterprise customer experiences with AI. We are expanding our Agent Development business, with a focus on strategy and operations across multiple regions including Singapore.

You will partner with Agent Dev leadership to drive business health, deployment progress, and scalable playbooks for enterprise AI deployments. We value analytical rigor, strong stakeholder management, and the ability to convert insights into executive-ready recommendations that

Qualifications

• 3–5 years of experience in top-tier strategy and operations roles.
• Experience supporting enterprise teams in a strategic/operational capacity.
• Ability to work with ambiguous, fast-changing environments and structure complex problems.

Responsibilities

• Serve as strategy and operations partner to Agent Dev leadership.
• Provide visibility into business health, pipeline, progress, utilization, expansion opportunities, and risks.
• Define and scale playbooks for enterprise agent deployment.

Skills

Management consulting

Investment banking

Private equity

Strategy & operations

Analytical rigor

Sales support experience

AI tooling familiarity

Tools

Claude Code

Cursor

Codex

Job description

About us

At Sierra, we’re creating a platform to help businesses build better, more human customer experiences with AI. We are primarily an in-person company based in San Francisco, with growing offices in Atlanta, New York, London, Paris, Madrid, Munich, Singapore, Tokyo, and Sydney.

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 Family. 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 and Clay Bavor. 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.

What you’ll do:

• Support the business of Agent Development: Serve as the strategy and operations partner to Agent Dev leadership, and bring the same operational rigor to Agent Dev that powers our Sales organization.
• Stand up the operating cadence: Partner with Agent Dev leaders to provide clear visibility into business health, including pipeline, deployment progress, utilization, expansion opportunities, and risks.
• Operationalize best practices for enterprise agent deployment: Help define and scale the playbook for how Sierra builds, evaluates, launches, and expands AI agents at large enterprises.
• Drive account expansion strategy: Work closely with account teams to identify whitespace, prioritize expansion opportunities, and build repeatable motions that convert post-sale momentum into durable revenue growth.
• Turn insight into action: Analyze complex datasets and translate findings into clear, executive-ready recommendations that drive high leverage decisions.
• Build internal tooling with AI: Leverage AI-native tools such as Claude Code, Cursor, and Codex to build lightweight internal systems, automate workflows, and create operational leverage across Agent Dev.

What you’ll bring:

• 3-5 years of experience in management consulting, investment banking, private equity, or strategy and operations at top-tier technology companies.
• Strong analytical rigor with the ability to work with large datasets and translate analysis into executive-ready insights and clear business actions.
• Demonstrated experience supporting sales, post-sales, or commercial teams in a strategy and operations capacity.
• Comfort with ambiguity and fast-changing environments, with the ability to independently structure complex problems and drive them to resolution.
• Commercial instinct and business judgment, with a clear understanding of how enterprise technology products are landed, deployed, and expanded.
• Strong communication skills, with the ability to influence senior stakeholders and act as a trusted advisor.
• A growth mindset, coachability, and willingness to roll up your sleeves. No task is too small if it helps the team win.

Even better...

• Technical fluency and coding comfort: You have built apps or internal tools before and can confidently use AI coding tools such as Claude Code, Cursor, or Codex to create production‑ready internal solutions.
• Previous 0-1 operating experience at a growth stage technology company.

Our values

• Trust: We build trust with our customers with our accountability, empathy, quality, and responsiveness. We build trust in AI by making it more accessible, safe, and useful. We build trust with each other by showing up for each other professionally and personally, creating an environment that enables all of us to do our best work.
• Customer Obsession: We deeply understand our customers’ business goals and relentlessly focus on driving outcomes, not just technical milestones. Everyone at the company knows and spends time with our customers. When our customer is having an issue, we drop everything and fix it.
• Craftsmanship: We get the details right, from the words on the page to the system architecture. We have good taste. When we notice something isn’t right, we take the time to fix it. We are proud of the products we produce. We continuously self‑reflect to continuously self‑improve.
• Intensity: We know we don’t have the luxury of patience. We play to win. We care about our product being the best, and when it isn’t, we fix it. When we fail, we talk about it openly and without blame so we succeed the next time.
• Family: We know that balance and intensity are compatible, and we model it in our actions and processes. We are the best technology company for parents. We support and respect each other and celebrate each other’s personal and professional achievements.

What we offer

We want our benefits to reflect our values and offer the following to full‑time employees:

• Flexible (unlimited) paid time off
• Medical, dental, and vision benefits for you and your family
• Life insurance and disability benefits
• Retirement plan dependent on country of employment
• Parental leave
• Fertility and family building benefits through Carrot
• Lunch, as well as delicious snacks and coffee to keep you energized
• Discretionary benefit stipend giving people the ability to spend where it matters most
• Free alphorn lessons

These benefits are further detailed in Sierra's policies, may vary by region, and are subject to change at any time, consistent with the terms of any applicable compensation or benefits plans. Eligible full‑time employees can participate in Sierra's equity plans subject to the terms of the applicable plans and policies.

Be you, with us

We're working to bring the transformative power of AI to every organization in the world. To do so, it is important to us that the diversity of our employees represents the diversity of our customers. We believe that our work and culture are better when we encourage, support, and respect different skills and experiences represented within our team. We encourage you to apply even if your experience doesn't precisely match the job description. We strive to evaluate all applicants consistently without regard to race, color, religion, gender, national origin, age, disability, veteran status, pregnancy, gender expression or identity, sexual orientation, citizenship, or any other legally protected class.