Counsel, Commercial Law

At Sierra, we’re creating a platform to help businesses build better, more human customer experiences with AI. 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.

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.

We’re hiring a Commercial Counsel to be a core member of Sierra’s legal team. We are looking for someone who has deep expertise in commercial contracts, but also someone who is also eager to broaden their scope across IP, regulatory, and product. 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.

Commercial Contracting : Structure, negotiate and advise on all commercial contracts, including SaaS subscription agreements, technology licenses, professional services agreements, channel partner agreement, vendor agreements and NDAs. Commercial privacy and security contracting experience (e.g., Operational Excellence : Help build out our commercial function to be best in class. We aim to be the fastest and strongest, where the legal team is the differentiator in the contract lifecycle. Expertise : Deep knowledge of practice areas that underpin the commercial practice, including contract law, IP and privacy. You will also want to work in AI and understand the nuances of law as it relates to AI, including the evolving regulatory frameworks. Sierra is a unique place to work, with a strong sense of togetherness, and the legal team is no exception. You will look out for your colleagues, be accustomed to sharing and helping the team succeed.

Understand risk in the context of a hyperscaling business, have sound judgement and be strategic in your decision making. Collaborate : Collaborate cross-functionally with Sales, Operations, and Agent Development teams to support revenue growth and strategic business initiatives.

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.

Experience of privacy/regulatory frameworks and can advise on data processing agreements and security-related contract provisions.

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.

Trust: We build trust with our customers with our accountability, empathy, quality, and responsiveness. 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.

Intensity: We know we don’t have the luxury of patience. We care about our product being the best, and when it isn’t, we fix it. We are the best technology company for parents. We support and respect each other and celebrate each other’s personal and professional achievements.

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 (e.g., 401K, pension) with Sierra match

Fertility and family building benefits through Carrot

Lunch, as well as delicious snacks and coffee to keep you energized

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.

To do so, it is important to us that the diversity of our employees represents the diversity of our customers. 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.

#