Director, Strategic Sales

GC AI
$320,000 - $380,000Hybrid

About The Position

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 1,700 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. About The Role We are seeking a Director, Strategic Sales to lead our enterprise sales strategy and drive revenue growth at GC AI. Reporting to John Hanks (Senior Director of Strategic Accounts), you will have significant visibility into company-wide initiatives and the autonomy to shape our strategic sales approach. You will be a strategic leader, responsible for building and leading a high-performing sales team, forging relationships with key legal industry buyers, and closing high-value deals. We’re looking for a proven sales leader who thrives in fast-paced, ambiguous environments, with deep expertise in enterprise B2B SaaS sales, ideally in legal tech or AI-driven markets. You should have a track record of driving multimillion-dollar deals, leading teams to exceed quotas, and aligning with cross-functional teams to deliver measurable results.

Requirements

  • 7+ years of experience in Strategic B2B SaaS sales, with at least 3 years in a sales leadership role
  • Proven track record of leading teams to consistently exceed revenue targets and closing multimillion-dollar deals in a high-growth startup or scale-up
  • Experience recruiting, training, and managing high-performing strategic/enterprise sales teams
  • Demonstrated ability to design and implement sales strategies, processes, and tools to drive predictable revenue growth
  • Exceptional communication and relationship-building skills, with a history of engaging C-level stakeholders (e.g., General Counsel, CLOs) and driving consensus in complex sales cycles
  • Strong analytical skills, with expertise in leveraging data to run your business to optimize sales performance
  • Self-starter mentality, thriving in fast-paced environments and balancing strategic planning with tactical deal execution

Nice To Haves

  • Experience selling to in-house legal teams or familiarity with the legal tech market.
  • Knowledge of AI-driven software solutions or legal text processing.
  • Proficiency with enterprise sales tools
  • Experience with sales methodologies like MEDDICC or Command of the Message.
  • Track record of contributing to sales playbooks or training programs.

Responsibilities

  • Develop Strategic Sales Strategy: Design and execute a comprehensive enterprise sales strategy to target in-house legal teams, driving pipeline growth and closing high-value deals to fuel GC AI’s revenue goals
  • Lead and Build a Sales Team: Recruit, train, and mentor a high-performing enterprise sales team, fostering a culture of accountability, collaboration, and excellence
  • Drive Strategic Deals: Identify, pursue, and close complex, deals with Fortune 1000 legal departments, leveraging consultative selling and relationship-building
  • Optimize Sales Processes: Develop and implement scalable sales processes, including pipeline management, forecasting, and deal structuring, to ensure consistent performance
  • Collaborate Cross-Functionally: Partner with Marketing, Product, Customer Success, and Partnerships teams to align go-to-market strategies, refine messaging, and enhance buyer experiences
  • Leverage Technology and Tools: Utilize and implement sales technologies to streamline operations and improve team efficiency
  • Track and Report Performance: Define and monitor KPIs (e.g., quota attainment, deal size, sales cycle length, win rates) to assess performance, identify opportunities, and drive data-driven decisions
  • Act as a Strategic Leader: Balance hands-on deal execution with strategic leadership to set the vision for enterprise sales and contribute to GC AI’s growth roadmap
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