Senior Employment Counsel

ABOUT US At Sierra, we’re building a platform to enable every company in the world to build better, more human customer experiences with AI. We partner with industry leaders such SoftBank, Uber, Rivian, CLEAR, and Sutter Health. 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 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 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 We’re hiring a Senior Employment Counsel to be a core member of Sierra’s legal team. We are looking for someone who has deep expertise in employment and labor matters, including global employment/HR matters. You will thrive in dynamic environments, enjoy tackling challenges beyond your comfort zone, and be excited to contribute across the business. In return, we’ll provide the support and opportunities you need to grow and excel as a lawyer. You’ll be part of a legal team that is highly respected within both the company and the broader legal industry—committed to excellence, collaboration, and making a meaningful impact. - Employment and Labor Counseling: Serve as the primary employment law advisor to Sierra's People team and business leaders on a broad range of employment and labor matters, including recruiting and hiring, employee relations, performance management, terminations and separations, wage and hour compliance, leaves of absence, accommodations, immigration, secondments, and employee classification. - Employment Agreements; Playbooks: Draft, negotiate, and advise on employment-related documents including offer letters, PIIAs, separation and release agreements, equity documentation, compensation plans. Develop and maintain policies, templates, and playbooks to drive consistency and speed at scale. - Compensation and Equity: Advise on employment aspects of equity compensation programs, including offer letter and compensation structuring, tax considerations, and international plan mechanics. - Scaling: Support employment law matters across Sierra's international offices, working with local outside counsel to ensure jurisdictional compliance while maintaining alignment with global People practices and guidelines. - Partnership: Collaborate closely with the People, Finance, and business teams to support hiring, organizational change, and scaling in a high-growth environment. Develop and deliver training programs on employment law topics for People team members, managers, and employees. WHAT YOU'LL BRING - 6+ years of legal experience, with a combination of large law firm and in-house experience at a tech company. - Demonstrated depth in US state and federal employment law and broad US employment matters. - Experience advising on international employment across multiple jurisdictions, with exposure to UK, EU, APAC, and/or LatAm employment law strongly preferred. - Excellent drafting skills and the ability to produce clean, business-ready employment documents with minimal supervision. - Strong judgment and the ability to operate as a trusted advisor to HR and business leaders, translating legal risk into practical, actionable guidance. EVEN BETTER... - A passion for AI, with a deep underst…