Director of Revenue

The role

You will lead, coach, and scale a team of Mid-Market or Enterprise Account Executives to drive revenue growth in the Central region. You will act as an executive sponsor on high-value deals and partner cross-functionally to align go-to-market strategies.

What you will do

• Lead, recruit, and retain a high-performing team of Mid-Market or Enterprise Account Executives.
• Provide daily, high-impact coaching on pipeline generation, discovery, negotiations, and closing.
• Build a culture of accountability, continuous learning, and high energy.
• Act as an executive sponsor on high-value, complex deals.
• Navigate complex, highly regulated buying centers alongside AEs.
• Partner cross-functionally with Product, Marketing, Legal Engineering, and Executive Leadership.
• Own the team's revenue target and maintain forecasting accuracy and pipeline health.
• Develop and refine repeatable sales playbooks and prospecting tactics.
• Utilize data-driven insights to optimize team output.

Required qualifications

• 3+ years of direct sales management experience in B2B SaaS leading teams of AEs.
• 8+ years of total B2B sales experience with documented quota attainment.
• Experience navigating multi-stakeholder, high-ACV deals ($100k+ to $1M+ ARR).
• Expertise in pipeline management, forecasting accuracy, and modern sales methodologies.
• Exceptional communication skills to build trust with C-level buyers and mentor reps.
• Ability to work in fast-paced, ambiguous environments.
• Ability to collaborate 5 days per week in the Chicago office.

Nice to have

• Experience selling into legal tech, professional services, or highly regulated industries

Benefits

• Medical, Dental & Vision
• Multiple medical plan options via Aetna and Kaiser Permanente
• HSA or Healthcare FSA
• Dental plans via MetLife
• Vision plans via Vision Care
• Generous parental leave
• Free access to Maven Clinic
• Dependent Care FSA
• Free One Medical membership for employees and dependents
• Pre-tax commuter benefits
• Life Insurance + STD/LTD
• 401(K) with generous company match

About the company

Legora is an AI-native workspace for legal professionals that has scaled to $200M+ in ARR. The company works with legal teams across 80+ countries to automate workflows and analyze documents.