Director of Revenue

Legora

Job Overview

Location

Chicago

Job Type

Full-time

Full Job Description

📋 Description

• As 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 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.
• You will lead, recruit, and retain a high-performing team of Mid-Market or Enterprise Account Executives.
• You will provide daily, high-impact coaching—from pipeline generation and discovery to complex multi-stakeholder negotiations and deal closing.
• You will build a culture of accountability, continuous learning, and high energy on the sales floor.
• You will act as an executive sponsor on high-value, complex deals (ranging into 7- and 8-figure potential ARR).
• You will navigate complex, highly regulated buying centers (including corporate legal teams and law firms) alongside your AEs.
• You will partner cross-functionally with Product, Marketing, Legal Engineering, and Executive Leadership to align GTM strategy with client needs and clear deal roadblocks.
• You will own your team’s revenue target, maintaining strict forecasting accuracy and pipeline health.
• You will develop and refine repeatable sales playbooks, qualification frameworks, and out-of-the-box prospecting tactics.
• You will utilize data-driven insights to analyze conversion rates, sales cycle length, and rep performance to continually optimize team output.

🎯 Requirements

• 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.

🏖️ Benefits

• 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

Skills & Technologies

Onsite

Degree Required

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Legora

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About Legora

Legora is a company focused on providing innovative solutions in the technology sector. Their core offerings revolve around [mention specific areas if known, e.g., software development, AI, data analytics, cloud services]. They aim to empower businesses by leveraging cutting-edge technologies to enhance efficiency, drive growth, and solve complex challenges. Legora prides itself on its team of experts who are dedicated to delivering high-quality products and services tailored to meet the unique needs of their clients. The company is committed to fostering long-term partnerships and contributing to the advancement of digital transformation across various industries. Their approach emphasizes collaboration, agility, and a deep understanding of market trends.

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