Legora
Director of Revenue
Chicago. Posted 3 months ago
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.