The role
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 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.
WHAT YOU'LL DO
- Own independent audits and regulatory programs including ISO 42001, PCI DSS, NIST 800-53, FedRAMP, HIPAA, and related frameworks.
- Drive scope definition, readiness assessments, auditor engagement, remediation planning, and executive level reporting.
- Develop a strong working understanding of Sierra’s Conversational AI Platform, model providers, and cloud architecture. Partner with Platform and Agent Engineering to design and operationalize controls across multi cloud environments, infrastructure, inference and data platforms.
- Build a centralized and evolving security controls library mapped to compliance, regulatory and customer requirements. Continuously assess control effectiveness, identify gaps, prioritize risk, and drive remediation that strengthens Sierra’s security and compliance posture.
- Define and enforce security baselines for cloud infrastructure, containerized workloads, Kubernetes, identity, encryption, logging, and network security controls. Partner with engineering teams to integrate security requirements into configuration and change management.
- Design and operate automated compliance workflows using AI, infrastructure as code, and security tooling to reduce manual effort, improve control assurance, and scale with platform evolution.
WHO YOU’LL WORK WITH
You will act as a strategic partner to Platform, 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 or GRC or security adjacent roles within fast growing technology companies.
- Deep expertise in security compliance frameworks including ISO 42001, PCI DSS, NIST 800-53, FedRAMP, and similar regulatory environments.
- A systems oriented and engineering focused GRC mindset, with the ability to reason about cloud architecture, data flows, and control effectiveness alongside engineers.
- Experience owning complex audits and driving risk based remediation across distributed teams.
- Hands-on experience with multi-cloud infrastructure (AWS, Azure, GCP).
- Strong experience implementing and automating security controls across cloud infrastructure, configuration management, container security, Kubernetes, encryption, identity, and authentication systems.
- Ability to clearly communicate compliance requirements internally to engineering teams and externally to customers in a technically credible way.
- Relevant certifications such as CISSP, CISA, PCI ISA, ISO 27001 Lead Auditor, or equivalent experience.
EVEN BETTER...
- Experience supporting AI platforms, fintech, healthcare, or other highly regulated environments.
- Familiarity with global regulatory environments including GDPR, DORA, the EU AI Act, and emerging security and AI governance requirements across APAC regions.
- Experience supporting public sector or FedRAMP aligned environments.
WHY JOIN US?
You will operate at the center of AI systems, cloud infrastructure, and global compliance, shaping how security controls are designed and scaled for modern AI platforms. This role offers high ownership, deep technical partnership with engineering, and the opportunity to define what strong GRC looks like at Sierra.
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.