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Sierra is a leading platform for customer-facing AI agents serving major brands including The GAP, Rocket Mortgage, SoFi, Sutter Health, and SoftBank. The company is headquartered in San Francisco with growing offices across North America, Europe, and Asia.
You will join Sierra's legal team as a Senior Commercial Counsel, serving as a core member responsible for commercial contracting and broader legal support. Your primary responsibilities include structuring, negotiating, and advising on all commercial contracts including SaaS subscription agreements, technology licenses, professional services agreements, channel partner agreements, vendor agreements, and NDAs. Commercial privacy and security contracting experience (data processing agreements, business associate agreements, security agreements) is valued.
Beyond contracting, you will help build out Sierra's commercial function to be best-in-class, developing templates, playbooks, and workflows to drive efficiency and scalability. You'll provide deep expertise across contract law, IP, and privacy, with particular focus on AI-related legal issues and evolving regulatory frameworks. You will advise broadly on contractual issues and be comfortable making judgment calls in the context of a hyper-scaling business.
You'll collaborate cross-functionally with Sales, Operations, and Agent Development teams to support revenue growth and strategic initiatives. As the legal team grows, you will train and mentor junior members. The role emphasizes teamwork, sound judgment, strong work ethic, attention to detail, and the ability to navigate ambiguity in a fast-paced startup environment.
Sierra's culture is built on five core values: Trust, Customer Obsession, Craftsmanship, Intensity, and Family. The company is primarily in-person based in San Francisco.
REQUIREMENTS:
- 6+ years of legal experience, combining both large law firm and in-house experience at a tech company (open to exceptional candidates with less experience for Commercial Counsel level)
- Strong background negotiating and managing complex commercial contracts, preferably in SaaS, AI, or enterprise software
- Strong communication skills and ability to partner with legal and non-legal stakeholders
- Proactive mindset and ability to navigate ambiguity in fast-paced, dynamic startup environment
PREFERRED QUALIFICATIONS:
- Experience with privacy/regulatory frameworks and ability to advise on data processing agreements and security-related contract provisions
- Passion for AI with deep understanding of AI products, LLMs, and related legal issues
- Significant law firm experience at top-tier, internationally recognized firm
- Experience at high-growth startup with sense of ownership
- Industry-specific knowledge in Financial Services, Healthcare, Telecoms, Insurance, or Consumer sectors
