Senior Commercial Counsel

GC AI is the fastest-growing and most trusted legal AI platform for in-house legal teams. We're building the future of legal work, and we're doing it fast. You'll join at a pivotal moment-when decisions matter, impact is immediate, and the runway to shape your career is wide open. We're a high-performing team where you'll have real ownership and influence from day one.

More than 1,800 companies use GC AI to drive their business forward, including 150+ public companies, 25+ unicorns, and brands such as News Corp, Miro, Bass Pro Shops, Snyk, Skims, Liquid Death, Vercel, Zscaler, and TIME.

We've 10x'd revenue in 12 months, raised a $60 million Series B ($555 million valuation), and are growing faster than ever. We are backed by incredible investors, including Scale Venture Partners, Northzone, Sound Ventures, and Guillermo Rauch, CEO of Vercel.

If you thrive when the stakes are high and the path isn't paved, you'll love it here. Our six guiding principles are: 1% better every day, customer obsession, ship today, find a way, care deeply, and own it completely. Come shape the future of legal work with us.
About The Role

As Senior Commercial Counsel, you'll be a core member of GC AI's commercial legal team, owning a high volume of customer-side negotiations while helping build the processes and templates that let the business move faster. This role is for someone who can run independently on complex deals, knows when to escalate, and genuinely enjoys the rhythm of supporting a sales team that's closing business at speed. You'll work across MSAs, order forms, DPAs, NDAs, and customer paper, and you'll have real influence over how GC AI's commercial legal function scales.

The Impact You Will Have

• Directly enable GC AI's revenue growth by keeping deals moving with speed and sound judgment.
• Strengthen commercial legal processes by contributing to playbooks, templates, and self-serve resources that scale with the business.
• Build trust with sales and customer success teams as a reliable, business-minded legal partner.
• Help shape how GC AI uses its own product in day-to-day commercial legal work.

What You'll Do

• Manage a high volume of customer-side negotiations, including reviewing and redlining customer paper and bespoke terms.
• Draft, review, and negotiate commercial agreements (MSAs, order forms, DPAs, NDAs).
• Support sales teams through deal cycles, understanding their timelines and quarter-end pressures.
• Work independently on the full range of commercial matters while knowing when to escalate complex issues.
• Explain legal concepts clearly to non-legal stakeholders across sales, product, and customer success.
• Balance legal risk management with business objectives to maintain deal velocity.
• Contribute to developing scalable legal processes, templates, and playbooks for go-to-market teams.
• Support vendor-side contracting as needed.
• Take on additional projects and tasks as needed in response to the evolving needs of a fast-growing startup.

Required Experience

• JD and active bar membership in at least one US jurisdiction.
• 5-9 years of technology transactions experience in a B2B SaaS environment.
• In-house legal experience.
• Strong drafting and negotiation skills, particularly with commercial agreements (MSAs, order forms, DPAs, NDAs).
• Ability to manage a high volume of customer-side negotiations, including reviewing and redlining customer paper and bespoke terms.
• Experience supporting sales teams and understanding their timelines and pressures.
• Ability to work independently while knowing when to escalate complex matters.
• Excellent communication skills, with the ability to explain legal concepts clearly to non-legal stakeholders.
• Proven ability to balance legal risk management with business objectives.
• Comfort working under pressure, particularly during month-end closing periods.

Nice To Have

• Experience at a high-growth startup or scale-up company.
• Experience at a big law firm in a technology group.
• Familiarity with AI, machine learning, or legal technology sectors.
• Privacy certification (CIPP/US, CIPP/E) or substantive privacy experience.
• Experience advising on AI-related legal issues.
• Experience developing scalable legal processes, templates, or playbooks for go-to-market teams.
• Vendor-side contracting experience.
• You are already a GC AI user.

A Note On Pace

We're building something new in a once-in-a-generation shift in technology and the legal industry, so we move at a relentless pace. We expect urgency, ownership, and good judgment even when things aren't perfectly clear. If you need structure and consensus to do your best work, this isn't the right place for you. If you thrive in ambiguity and growth, work with intensity, and want real responsibility, keep reading. We're excited to meet you.

How We Work Together

GC AI is a distributed company with team members across North America, and soon Europe. We believe that because our business is AI, human connection matters more, not less. We invest in bringing people together through our hub model: regular coworking sessions, customer dinners, team and company offsites. If you're in a location without an office, expect up to 10% travel (and more for customer-facing roles).

Team members in the San Francisco Bay Area and Provo, UT (within 50 miles of the office) work together on Tuesdays, Wednesdays, and Thursdays. As we grow, we plan to establish permanent offices in more hub cities, and we will look to our team members to help build that in-person culture. We currently hire across the United States and Canada.

Equal Opportunity Employment

GC AI is an equal opportunity employer that supports workplace diversity and does not discriminate on the basis of race, color, religion, gender identity/expression, national origin, age, military service eligibility, veteran status, sexual orientation, marital status, physical or mental disability, or any other protected class. GC AI is committed to working with and providing reasonable accommodation to applicants with physical and mental disabilities. #LI-GCAI

Fraud Notice to GC AI Applicants

To protect yourself against phishing and recruitment fraud, please note that GC AI only accepts job applications through our official careers page at and through sponsored jobs on LinkedIn. All legitimate communication from our team regarding job opportunities will come from a GC AI team member with a @gc.ai or @getgc.ai email address.

GC AI will never:

• Refer you to external websites to apply
• Conduct interviews over email, chat platforms, or messaging apps
• Ask you to provide payment or purchase equipment
• Request personal or financial information such as your mailing address, social security number, credit card numbers, or banking information during the application process

Examples of fraudulent email addresses:

• View email address on click.appcast.io
• View email address on click.appcast.io
• Any email address ending in @gmail.com, @yahoo.com, or other free email services

If you are contacted by someone claiming to be from GC AI via an unofficial channel or from a suspicious email address, please do not share any information. Mark the communication as "phishing" or "spam" and do not respond.