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Commercial Counsel

Sierra

London · 2-6 years experience · Full-time · Onsite · Posted Oct 19, 2026

At a glance

Experience
2-6 years experience
Employment
Full-time
Workplace
Onsite
Location
London

About Sierra

  • 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.

About the role

  • Sierra is hiring a Commercial Counsel to join the legal team in London as a core member.
  • The role focuses on commercial contracts while offering opportunities to broaden scope across IP, regulatory, and product.
  • The position requires thriving in dynamic environments, tackling challenges, and collaborating cross-functionally to support business initiatives.

Responsibilities

  • Structure, negotiate, and advise on all commercial contracts, including SaaS subscription agreements, technology licenses, professional services agreements, channel partner agreements, vendor agreements, and NDAs.
  • Help build out the commercial function to be best-in-class by developing templates, playbooks, and workflows to drive efficiency and scalability.
  • Advise broadly on contractual issues, utilizing deep knowledge of contract law, IP, and privacy, as well as AI regulatory frameworks.
  • Look out for colleagues, share knowledge, and help the legal team succeed as a team player.
  • Understand risk in the context of a hyperscaling business, make sound strategic judgment calls, and operate with empowerment.
  • Maintain a strong work ethic with an eye for detail and a drive for perfection.
  • Collaborate cross-functionally with Sales, Operations, and Agent Development teams to support revenue growth and strategic business initiatives.

Requirements

  • 2-6 years of legal experience, with a combination of both large law firm and in-house experience at a tech company.
  • A strong background in negotiating and managing complex commercial contracts, preferably in SaaS, AI, or enterprise software.
  • Strong communication skills (verbal and written) and the ability to partner with both legal and non-legal stakeholders.
  • A proactive mindset and the ability to navigate ambiguity in a fast-paced, dynamic startup environment.

Preferred qualifications

  • Commercial privacy and security contracting experience (e.g., DPAs, BAAs, security agreements).
  • Experience of privacy/regulatory frameworks and ability to advise on data processing agreements and security-related contract provisions.
  • Non-English languages, especially Spanish, German and French.
  • A passion for AI, with a deep understanding of AI products, LLMs and the related legal issues.
  • Law firm experience at a top-tier, internationally recognized law firm.
  • Experience working at a high-growth startup and operating with a sense of ownership.
  • Industry specific knowledge in any of the following: Financial Services, Healthcare, Telecoms, Insurance and/or Consumer.

Benefits

  • 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
  • Equity plans participation for eligible full-time employees

Skills

  • SaaS
  • AI
  • LLMs

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Commercial Counsel

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