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GC AI

Director, Strategic Sales

RemoteUnited States, Canada onlyArchived
Published
Role
Sales
Experience
Lead
Employment
Full-time
Company size
Startup
$320k–$380k/yr
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Open to US, CA only. Set where you work from to check your eligibility.

No BS summary

Seeking a Director, Strategic Sales with 7+ years in B2B SaaS sales, including 3+ years in leadership. Must have a proven track record of closing multimillion-dollar deals and leading teams to exceed revenue targets in a high-growth startup. Experience in legal tech or AI-driven markets is ideal.

Core skills

strategic salesenterprise B2B SaaS saleslegal tech

Required skills

B2B SaaS salesenterprise salessales leadershiprevenue targetsmultimillion-dollar dealssales strategiessales processessales toolspredictable revenue growthcommunicationrelationship-buildingC-level stakeholdersanalytical skillsdata analysis

Optional skills

legal tech marketAI-driven software solutionslegal text processingenterprise sales toolsMEDDICCCommand of the Messagesales playbookstraining programs

Required languages

English

What you'll do

  • 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

What they require

  • 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
  • If you thrive when the stakes are high and the path isn't paved, you'll love it here.
  • We expect urgency, ownership, and good judgment even when things aren’t perfectly clear.
  • If you need structure and consensus to do your best work, this isn’t the right place for you.
  • If you thrive in ambiguity and growth, work with intensity, and want real responsibility, keep reading.

Benefits

  • Regular coworking sessions
  • Customer dinners
  • Team and company offsites
  • Up to 10% travel (and more for customer-facing roles)
  • 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.

GC AI is a legal AI platform for in-house legal teams.

LegalTechStartupgc.ai/
$320k–$380k/yr