About 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.
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
Act as a primary point of accountability for customer trust enablement, including participation in customer meetings, security reviews and AI governance.
Contribute to AI Governance including building guardrails to align with AI regulations (EU AI Act, ISO 42001, NIST AI RMF and local EU laws).
Partner closely with Legal and Privacy to interpret regulatory requirements and support complex, security-sensitive contractual discussions, escalating risks and tradeoffs appropriately.
Collaborate with Engineering and Product to ensure expectations are reflected in system design and operational effectiveness.
Translate regulatory and privacy expectations into scalable, region-aware technical controls across model governance, agent security and safety, and data handling.
Own and evolve customer-facing trust materials and narratives related to AI, privacy, and security.
Represent Sierra in customer audits and formal assessments, clearly explaining security posture, governance decisions, and risk management approaches.
Support resilience and response expectations as part of broader governance, with an emphasis on learning and continuous improvement.
Continuously improve trust by identifying opportunities to streamline workflows, increase automation, and improve signal quality, while maintaining a high bar for accuracy and quality.
Who you’ll work with
You will act as a strategic partner to Platform, Security, Product, Agent Development, Legal, and GTM, ensuring security and compliance requirements are embedded into architecture decisions, product roadmaps, and go to market execution while supporting product velocity and technical complexity.
What you’ll bring
8+ years of experience in security compliance, privacy, or regulatory roles in SaaS, fintech, or AI companies.
Deep experience with EU regulatory frameworks, including GDPR, DORA, EU AI Act and emerging AI regulations, paired with strong awareness of US and APAC regulatory norms.
Demonstrated ability to operate globally understanding where requirements must diverge and where alignment is possible.
Experience engaging directly with enterprise and regulated customers as a trusted representative of security, privacy, and compliance.
Ability to translate abstract or evolving regulatory requirements into defensible, real-world practices.
Comfort operating in ambiguity, making reasoned judgment calls, and clearly articulating rationale and tradeoffs.
Strong written and verbal communication skills, including close collaboration with Legal and external stakeholders.
Even better...
Direct experience preparing for or operationalizing DORA, EU AI Act or ISO/IEC 42001.
Experience working in and/or supporting fintech or AI companies globally
Familiarity with AI governance frameworks such as NIST AI RMF or CSA AI controls.
Experience navigating cross-border data transfer, residency, and localization consideration in a multi-cloud environment.
Prior experience in customer-facing, sales-adjacent, or deal-support contexts.
Experience automating global security and compliance workflows.
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.