Enterprise Account Executive

GC AI is currently an AI platform for in-house lawyers to 10x themselves. Using the latest LLMs, we are building AI agents that can use company knowledge, leverage external sources, and connect with internal tools to provide better and faster legal advice to the rest of the company. Thousands of weekly active users tell us they “cannot imagine their lives without GC AI” - which has led us to 95% retention and a NPS of 75.

This is a once-in-a-generation opportunity to build for a $1T annual market. We have jaw-dropping product-market fit - growing our customer base from 0 to 500+ legal teams in a year and 3X ARR growth in the last 4 months. Join our Series A stage rocket ship backed by top investors like Sound Ventures, Fellows Fund, Guillermo Rauch and Worklife Ventures. GC AI is a small but mighty team of lawyers, engineers, sellers and doers. Here, you’ll have infinite room to grow and rethink how legal work gets done.

Come build the future with us.

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.

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 thats where you come in!

• 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.

• 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.

• 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.

The expected OTE (on-target earnings) range of compensation starts at $120K to $250K. We give candidates the ability to choose between equity and cash.

• Shape the future of a rapidly growing startup

• Direct collaboration with founding team

• Real influence on company strategy and direction

• A voice that matters - your ideas will be heard and implemented

Environment & Benefits

• Competitive salary, equity and healthcare

• We’re a hybrid company — many roles are remote-friendly, while some teams require meeting in person a couple of days a week in the Bay Area office.

• High-energy, joyful team environment

Career Development

• Mentorship and learning opportunities

• Clear path for growth in an expanding company

• Exposure to cutting-edge technologies and practices

• Freedom to innovate and own crucial systems