Strategic Account Executive

About the role

We are looking for a Strategic Account Executive to lead the charge in bringing cutting-edge legal AI to the world’s most sophisticated organizations. Your work will directly shape how global legal teams operate, making them faster, smarter, and more strategic.

Responsibilities

• Own the full strategic 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.
• 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.

Requirements

• 5-10 years of quota-carrying SaaS sales experience, with at least 3 years closing enterprise/strategic deals ($100k–$1M+).
• Proven success running complex, multi-stakeholder sales cycles (Procurement, Legal, IT, Security).
• 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.

Qualifications

• 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.

Benefits

We offer a competitive compensation range of $250K - $300K, along with a comprehensive benefits package including health insurance, retirement plans, and paid time off.

Pay

$250K - $300K

Schedule

Remote role unless you live within approximately 50 miles of our San Mateo, CA or Provo, UT office, in which case you follow a hybrid schedule with in-office days on Tuesdays, Wednesdays, and Thursdays.

Equal Opportunity Employer

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.