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Senior Commercial Counsel

GC AI

GC AI

Legal
San Mateo, CA, USA · Remote
USD 170k-225k / year + Equity
Posted on Mar 31, 2026
Commercial Counsel (Copy)
San Mateo, California • Remote (Canada) • Remote (USA)
Legal
Remote • Remote
Full-time
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 1,300 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.

Location

We are hiring for this role to be based in the United States or Canada. This is a remote role unless you fall within the following parameters. If you live within approximately 50 miles of our San Mateo, CA or Provo, UT office, the position follows a hybrid schedule with in-office days on Mondays, Wednesdays, and Fridays.

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.


Compensation

GC AI's compensation package includes a competitive base salary benchmarked against real-time market data, as well as equity for all full-time roles. We also offer exceptional benefits, as well as commission plans for applicable roles. Our US-based compensation range for this role is $170,000 – $225,000. Actual pay is determined by skills, qualifications, experience, location, market demand, and other factors.
These compensation bands are just the starting point. After someone joins and proves they’re and exceptional performer, we adjust quickly to ensure their compensation aligns with their impact.
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 https://gc.ai/careers 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:
  • info.gcai.careers.com@gmail.com
  • info.gc.aicareers.online.com@gmail.com
  • 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.
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To comply with government reporting requirements, we invite candidates to participate in the self-identification survey below. Your completion of this form is entirely optional, and your decision will neither influence the hiring process nor any subsequent stages. Any information you choose to share will be kept confidential and stored in a secure file. As outlined in our Equal Employment Opportunity policy, we uphold a commitment to non-discrimination based on any protected group status specified in applicable laws.
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A veteran who served on active duty in the U.S. military and is entitled to disability compensation (or who but for the receipt of military retired pay would be entitled to disability compensation) under laws administered by the Secretary of Veterans Affairs, or was discharged or released from active duty because of a service-connected disability
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Req ID: R97
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