Commercial Sales Manager building SMB and mid-market sales for GC AI’s legal intelligence platform. Leading Account Executives, closing legal-tech deals, and scaling revenue.
Responsibilities
Develop and execute a comprehensive SMB/Mid-Market commercial sales strategy targeting in-house legal teams of companies with approximately $50–200M in revenue
Drive pipeline growth and close deals to support GC AI’s revenue goals
Recruit, train, and mentor an initial team of 3 Account Executives, with the ability to grow the team over time
Identify, pursue, and close deals with mid-market legal departments using consultative selling and relationship-building
Develop and implement scalable sales processes, including pipeline management, forecasting, and deal structuring
Partner with Marketing, Product, Customer Success, and Partnerships teams on go-to-market strategy, messaging, and buyer experience
Utilize and implement sales technologies to streamline operations and improve team efficiency
Define and monitor KPIs including quota attainment, deal size, sales cycle length, and win rates
Balance hands-on deal execution with forward-thinking leadership and contribute to GC AI’s growth roadmap
Report to Erik Gillespie, Senior Director of Enterprise Accounts
Travel up to 10% when located without an office, with potentially more travel for customer-facing roles
Requirements
5+ years of experience in B2B SaaS sales
At least 1–3 years in a sales leadership role in SMB/Mid-Market or higher
Proven track record of leading teams to consistently exceed revenue targets and closing high-volume deals in a fast-paced startup or scale-up
Experience recruiting, training, and managing high-performing mid-market sales teams
Demonstrated ability to design and implement sales strategies, processes, and tools to drive predictable revenue growth
Exceptional communication and relationship-building skills
Strong analytical skills and expertise in leveraging data to optimize sales performance
Self-starter mentality, thriving in fast-paced environments and balancing strategic planning with tactical deal execution
Experience selling to in-house legal teams or familiarity with the legal tech market is nice to have
Knowledge of AI-driven software solutions or legal text processing is nice to have
Proficiency with sales tools such as Gong, HubSpot, G Suite (or similar) is nice to have
Experience with sales methodologies like MEDDICC or Command of the Message is nice to have
Track record of contributing to sales playbooks or training programs is nice to have
Legally authorized to work in the United States or Canada
Benefits
Medical, Dental & Vision — Comprehensive coverage for you and your family
Life & Disability Insurance
Retirement Plan
Parental Leave
Continuous Development — Up to $3,000/year for job-related learning & development
In-Office Meals — DoorDash credits for breakfast, lunch & dinner
Paid Time Off — 15 PTO days + 5 sick days, with opportunities to accrue more
Company Holidays — 15 company holidays + 3 additional “Me Days”
Home Office Setup — $500 for new hires to build out their workspace
Cell Phone Reimbursement — $50/month toward your phone bill
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