Demo

Enterprise Account Executive

GC AI
San Mateo, CA Full Time
POSTED ON 2/21/2026 CLOSED ON 4/23/2026

What are the responsibilities and job description for the Enterprise Account Executive position at GC AI?

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(s)

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 our Enterprise Account Executive, you’ll lead the charge in bringing cutting-edge legal AI to the world’s most sophisticated organizations. Legal operations at enterprise scale are under immense pressure to modernize, and you’ll be the one showing them how.

Your work will directly shape how global legal teams operate, making them faster, smarter, and more strategic. The impact? Tangible productivity gains, measurable ROI, and helping Fortune 500 companies embrace the future of legal work.

We have clear product–market fit and a best-in-class AI product that legal teams already love. Now we’re scaling up-market. You’ll own complex sales cycles from discovery through procurement, navigating multiple stakeholders and driving consensus to close enterprise-level deals that move the industry forward.

Why This Role Matters

We currently have more inbound leads than our CEO can handle, so we need an AE who is exceptionally organized, can qualify prospects, schedule demos, manage trials, get through security questionnaires and procurement, and can close deals in record time. When you do this job right, you'll drive the adoption of AI in legal teams globally. AI is redefining how legal teams handle work from contract review to compliance to risk analysis. Enterprises know they need to evolve, but they need a trusted partner to make it happen, and that's where you come in!

What You'll Do

  • Own the full enterprise sales cycle: from initial outreach and multi-stakeholder discovery through evaluation, security review, legal, and close.
  • Build and manage relationships with General Counsels, Legal Ops Directors, CIOs, and Procurement teams at global organizations.
  • Lead structured pilots or proof-of-concepts, aligning technical requirements and ROI with stakeholder needs.
  • Navigate complex deal structures, including security reviews, compliance, redlines, and pricing approvals, to bring deals to close.
  • Collaborate cross-functionally with Solutions, Legal, and Product to deliver best-in-class enterprise buying experiences.
  • Forecast accurately and manage deals through CRM (HubSpot or Salesforce) with discipline and precision.
  • Continuously refine your approach from messaging and objection handling to playbooks and enterprise motion improvements.

Required Experience

  • 5-10 years of quota-carrying SaaS sales experience, with at least 3 years closing enterprise deals ($100k–$1M ).
  • Proven success running complex, multi-stakeholder sales cycles (Procurement, Legal, IT, Security).
  • Experience selling to Legal, Compliance, or GRC teams or other highly regulated business functions.
  • Exceptional written and verbal communication skills with the ability to simplify complex technology into clear business outcomes.
  • Demonstrated ability to lead structured pilots, ROI analyses, and enterprise procurement workflows.
  • Strong customer love.
  • Relentless drive and ownership mindset, you build your own pipeline, run tight deals, and deliver results.
  • Highly organized: manages 10 active enterprise opportunities while staying on top of every detail.
  • Track record of meeting or exceeding $1M annual quotas.

Nice to Have

  • Experience selling legal tech, AI, or data-driven workflow automation solutions.
  • Familiarity with security, compliance, and data privacy processes (SOC 2, DPA, InfoSec reviews).
  • You’re AI-native, you use tools like Fathom, Gong, or ChatGPT daily to improve your workflow.
  • Relationships or selling experience with large enterprises (Fortune 1000, law firms, or financial services).
  • Experience working in high-growth startups where you built or refined the enterprise motion.

Compensation

GC AI's compensation package includes a competitive base salary and commission benchmarked against real-time market data, as well as equity for all full-time roles. We also offer exceptional benefits. Our Canada-based compensation range for this role is: CAD$275,000 – CAD$330,000 OTE. Final offers may vary from the amount listed based on geography, candidate experience and expertise, and other factors.

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.

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.

Salary : $275,000 - $330,000

If your compensation planning software is too rigid to deploy winning incentive strategies, it’s time to find an adaptable solution. Compensation Planning
Enhance your organization's compensation strategy with salary data sets that HR and team managers can use to pay your staff right. Surveys & Data Sets
This job has expired.
Employees: Get a Salary Increase
View Core, Job Family, and Industry Job Skills and Competency Data for more than 15,000 Job Titles Skills Library

Job openings at GC AI

  • GC AI San Mateo, CA
  • 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.... more
  • 15 Days Ago

  • GC AI San Mateo, CA
  • 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.... more
  • 15 Days Ago

  • GC AI San Mateo, CA
  • 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.... more
  • 15 Days Ago

  • GC AI San Mateo, CA
  • 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.... more
  • Just Posted


Not the job you're looking for? Here are some other Enterprise Account Executive jobs in the San Mateo, CA area that may be a better fit.

  • Trellix San Francisco, CA
  • Job Title: Enterprise Account Executive - West About Trellix Trellix is a global company redefining the future of cybersecurity. The company’s comprehensiv... more
  • 15 Days Ago

  • Faire San Francisco, CA
  • About Faire Faire is an online wholesale marketplace built on the belief that the future is local — independent retailers around the globe are doing more r... more
  • 15 Days Ago

AI Assistant is available now!

Feel free to start your new journey!