Commercial Counsel

What you’ll do

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 eager to broaden their scope across IP, regulatory, and product. 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.

• Commercial Contracting: Structure, negotiate, and advise 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 (e.g., DPAs, BAAs, security agreements) is a plus.

• 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. You will be developing templates, playbooks, and workflows to drive efficiency and scalability.

• 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. You will be expected to advise broadly on all contractual issues and be comfortable doing so.

• Teamwork: A team player first and foremost. 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 and be accustomed to sharing and helping the team succeed.

• Judgment: Understand risk in the context of a hyperscaling business, have sound judgment, and be strategic in your decision-making. You will not be afraid to make judgment calls, and you will be empowered to do so.

• Approach: A strong work ethic with an eye for detail. You will strive for perfection and expect that of others.

• Collaborate: Collaborate cross-functionally with Sales, Operations, and Agent Development teams to support revenue growth and strategic business initiatives.

What you’ll bring

• 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.

Even better…

• Experience of privacy/regulatory frameworks and can 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.

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.

• Flexible (unlimited) paid time off

• Life insurance and disability benefits

• Retirement plan dependent on country of employment

• Parental leave

• Fertility and family building benefits through Carrot

• Free alphorn lessons