About the RoleAs a
Director of Revenue at Legora, you will lead, coach, and scale a high-performing team of Account Executives (Mid-Market or Enterprise) tasked with driving top-line revenue growth across the Central region.
You aren't just a manager who sits behind a dashboard-you are a hands-on revenue leader. You will actively jump into strategic, multi-million-dollar deal cycles, architect winning go-to-market strategies, and mentor your AEs to consistently hit and exceed quota. If you thrive in a fast-paced environment, love closing complex deals, and take pride in building world-class sales talent, this is your stage.
What You'll Do- Lead, recruit, and retain a high-performing team of Mid-Market or Enterprise Account Executives.
- Provide daily, high-impact coaching-from pipeline generation and discovery to complex multi-stakeholder negotiations and deal closing.
- Build a culture of accountability, continuous learning, and high energy on the sales floor.
- Act as an executive sponsor on high-value, complex deals (ranging into 7- and 8-figure potential ARR).
- Navigate complex, highly regulated buying centers (including corporate legal teams and law firms) alongside your AEs.
- Partner cross-functionally with Product, Marketing, Legal Engineering, and Executive Leadership to align GTM strategy with client needs and clear deal roadblocks.
- Own your team's revenue target, maintaining strict forecasting accuracy and pipeline health.
- Develop and refine repeatable sales playbooks, qualification frameworks, and out-of-the-box prospecting tactics.
- Utilize data-driven insights to analyze conversion rates, sales cycle length, and rep performance to continually optimize team output.
What You Bring- Proven Sales Leadership: 3+ years of direct sales management experience in B2B SaaS, leading teams of AEs handling complex, consultative sales cycles.
- Closing Track Record: 8+ years of total B2B sales experience with a documented track record of personal and team quota attainment in high-growth environments.
- Enterprise / Mid-Market Deal Mastery: Experience navigating multi-stakeholder, high-ACV deals ($100k+ to $1M+ ARR) and negotiating complex commercial terms.
- Domain Experience: Experience selling into legal tech, professional services, or highly regulated industries is a strong plus.
- Strategic & Operational Rigor: Highly metrics-driven with expertise in pipeline management, forecasting accuracy, and modern sales methodologies (e.g., MEDDPICC, Challenger).
- High EQ & Executive Presence: Exceptional communication skills with the ability to command a room, build trust with C-level buyers, and mentor reps through tough negotiations.
- Builder Mindset: Energized by fast-paced, ambiguous environments where you build processes rather than just follow them.
- In-Office Collaboration: A passion for dynamic, in-person teamwork-we collaborate 5 days per week in our Chicago office.
What's In It For You- Global collaboration: Partner with teams and clients across Stockholm, New York, London, and Sydney.
- Competitive package: Comprehensive salary, benefits, and tools for success.
- Meaningful work: Your efforts shape how thousands of lawyers use AI daily.
- In-person environment: Chicago office designed for ambitious builders and company provided lunch daily.
- Benefits & Perks: We invest in our people with a comprehensive, thoughtfully designed benefits package:
Medical, Dental & Vision
- Multiple medical plan options via Aetna and Kaiser Permanente
- HSA or Healthcare FSA (based on plan selection)
- Dental plans via MetLife
- Vision plans via Vision Care
Family Support
- Generous parental leave
- Free access to Maven Clinic
- Dependent Care FSA
- Free One Medical membership for employees and dependents
Additional Perks
- Pre-tax commuter benefits
- Life Insurance + STD/LTD
- 401(K) with generous company match
- Unlimited PTO
- Robust voluntary benefits, including identity protection (via Aura), legal coverage via MetLife, pet savings programs, and more
