Senior Commercial Counsel
San Mateo, CA - USA
Department:
Job Summary
GC AI doubled ARR in six months. We raised a $60 million Series B at a $555 million valuation in November 2025 and won #1 Highest Customer Satisfaction at the 2026 SaaS Awards. Our investors include Scale Venture Partners Northzone Sound Ventures and Guillermo Rauch CEO of Vercel.
Youll define how things get built not follow someone elses playbook. Six principles guide how the team works:
1% Better Every Day: small compounding improvements across everything you ship.
Customer Obsession: start with the customer and work backward.
Ship Today: bias toward action and iteration over perfection.
Find a Way: resourcefulness and ambition over constraint.
Care: be direct like an honest friend even when its uncomfortable.
Own It: full accountability proactive communication and attention to detail.
As Senior Commercial Counsel youll be a core member of GC AIs 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 thats closing business at speed. Youll work across MSAs order forms DPAs NDAs and customer paper and youll have real influence over how GC AIs commercial legal function scales.
Directly enable GC AIs 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.
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.
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.
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.
Were 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 arent perfectly clear. If you need structure and consensus to do your best work this isnt the right place for you. If you thrive in ambiguity and growth work with intensity and want real responsibility keep reading. Were excited to meet you.
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 youre 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.
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
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 @ or @ 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:
Any email address ending in @ @ 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.
Required Experience:
Senior IC