Enterprise Account Executive

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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 a 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 that’s 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 (Hub Spot 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, Info Sec reviews).
• 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.

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.

US‑based compensation range: $250,000 – $300,000 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.

Mid‑Senior level

Full‑time

Sales and Business Development

Technology, Information and Internet