Associate General Counsel, Commercial
GC AI
Legal
San Mateo, CA, USA · Remote
USD 250k-300k / year + Equity
Posted on Apr 1, 2026
Associate General Counsel, Commercial
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 Associate General Counsel, Commercial, you'll lead and scale GC AI's commercial legal function, reporting directly to the General Counsel. You'll own the full commercial deal cycle for a company growing at extraordinary speed, supporting enterprise and mid-market transactions while building the infrastructure, playbooks, and team that will carry us through the next phase of growth. This role sits at the intersection of legal, sales, product, and customer success, and the right person will be as comfortable closing a complex enterprise deal on customer paper as they are designing scalable self-serve resources for go-to-market teams. At a company that builds legal AI, you'll also have a front-row seat to the future of how commercial legal work gets done.
The Impact You Will Have
- Own and drive the commercial legal function, directly enabling GC AI's revenue growth and customer expansion.
- Build commercial legal infrastructure (playbooks, escalation frameworks, template libraries, and self-serve resources) that scales with the business.
- Serve as a trusted advisor to senior leadership, distilling complex deal risks into clear, actionable guidance.
- Mentor and develop junior commercial legal team members.
- Shape how GC AI dogfoods its own product in commercial legal workflows.
What You'll Do
- Independently manage the full commercial deal cycle from negotiation through close, including complex enterprise transactions and customer paper.
- Draft, review, and negotiate the full range of commercial agreements (MSAs, order forms, DPAs, NDAs, and bespoke terms).
- Build and iterate on commercial playbooks, escalation frameworks, and template libraries.
- Create self-serve resources that empower sales, customer success, and other go-to-market teams to move faster.
- Partner cross-functionally with sales, product, customer success, and security teams to balance legal risk with deal velocity.
- Advise senior leadership on commercial deal strategy, risk allocation, and market-facing legal issues.
- Support quarter-end and month-end deal closing, maintaining speed without sacrificing quality.
- Manage, mentor, and develop junior legal team members.
- 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.
- 8+ years of technology transactions experience with at least 4+ years in a B2B SaaS environment
- Minimum 3 years of in-house legal experience, with at least 1 year in a leadership or team lead capacity.
- Demonstrated ability to independently manage a full commercial deal cycle from negotiation through close, including complex enterprise transactions and customer paper.
- Experience building or scaling commercial legal infrastructure: playbooks, escalation frameworks, template libraries, and self-serve resources for go-to-market teams.
- Track record of mentoring or managing junior legal team members.
- Strong executive-facing communication skills, with the ability to distill complex legal and business issues into clear, actionable guidance for senior leadership.
- Proven ability to balance legal risk with business objectives while maintaining deal velocity.
- Experience partnering cross-functionally with sales, product, customer success, and security teams.
- Comfort working under pressure, particularly during month-end and quarter-end closing periods.
Nice To Have
- Experience at a high-growth startup or scale-up company (Series B through pre-IPO).
- Familiarity with AI, machine learning, or legal technology sectors.
- Privacy certification (CIPP/US, CIPP/E) or substantive privacy experience, including advising on GDPR, CCPA, and state privacy laws.
- Experience advising on product and AI-related legal issues, including data processing, model training, and responsible AI frameworks.
- Experience implementing or managing AI-powered legal workflows.
- Prior big law firm experience in technology transactions.
- 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 $250,000 – $300,000. 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:
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- Conduct interviews over email, chat platforms, or messaging apps
- Ask you to provide payment or purchase equipment
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Examples of fraudulent email addresses:
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- 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: R83