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Commercial Counsel

GC AI

GC AI

Legal
San Mateo, CA, USA · Remote
USD 141k-191k / year + Equity
Posted on Mar 31, 2026
Commercial Counsel
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 Commercial Counsel, you'll join GC AI's commercial legal team and jump straight into the deal flow that powers one of the fastest-growing companies in legal tech. You'll report to the General Counsel, transitioning to report to the Associate General Counsel, Commercial once that role is filled. You'll handle routine commercial matters independently (NDAs, standard-form agreements, low-complexity redlines) and work closely with senior team members on more complex negotiations. This role is ideal for someone early-to-mid career who wants real reps on commercial deals in a B2B SaaS environment, wants to learn fast, and is energized by the idea of building something new alongside a high-performing team.

The Impact You Will Have

  • Keep deals moving by providing fast, reliable legal support across a high volume of commercial transactions.
  • Free up senior team members to focus on the most complex negotiations by owning routine and moderate-complexity matters.
  • Help build and refine the templates, processes, and self-serve resources that scale GC AI's commercial legal function.
  • Contribute to a team culture of speed, precision, and business partnership.

What You'll Do

  • Draft, review, and negotiate commercial agreements (customer and vendor), with a focus on NDAs, standard-form agreements, and moderate-complexity redlines.
  • Work independently on routine commercial matters while seeking guidance on complex issues.
  • Support sales and business development teams through deal cycles, managing multiple priorities with quick turnaround.
  • Explain legal concepts clearly to non-legal stakeholders.
  • Maintain deal velocity under pressure, particularly during month-end closing periods.
  • Contribute to building scalable legal processes and empowering business teams through templates and self-serve resources.
  • 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.
  • 3-7 years of technology transactions experience with B2B SaaS transactions in an in-house or big law firm.
  • Strong drafting and negotiation skills with a focus on commercial agreements.
  • Ability to work independently on routine commercial matters (NDAs, standard-form agreements, low-complexity redlines) while knowing when to seek guidance on complex issues.
  • Excellent communication skills, with the ability to explain legal concepts clearly to non-legal stakeholders.
  • Experience supporting or working closely with sales or business development teams.
  • Demonstrated ability to manage multiple priorities and maintain quick turnaround times.
  • Comfort working under pressure, particularly during month-end closing periods.

Nice To Have

  • In-house legal experience (law firm technology transactions experience will also be considered).
  • Experience at a high-growth startup or scale-up company.
  • Familiarity with AI, machine learning, or legal technology sectors.
  • Exposure to privacy frameworks (GDPR, CCPA, state privacy laws) or data protection agreement negotiation.
  • Interest in building scalable legal processes and empowering business teams through templates and self-serve resources.
  • 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 $141,000 – $191,000. 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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Req ID: R96
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