Account Executive (LegalTech AI)

Location: On-site in Chicago

Compensation: OTE $189K – $289K + Equity

Company

Legora is an AI-native workspace redefining legal work, scaling to $100M+ ARR with over 1,000 customers globally across 50+ countries.

What you will do

• Independently manage the full B2B sales cycle from initiation to close for mid-market corporates and law firms.
• Develop a robust pipeline through a strategic combination of inbound and outbound efforts.
• Establish trusted relationships with key decision-makers to uncover pain points and deliver tailored AI solutions.
• Conduct impactful product demonstrations and presentations that drive adoption and move deals forward.
• Collaborate cross-functionally with Product, Engineering, and Legal teams to align the platform with customer needs.
• Contribute to the refinement of mid-market sales motions and GTM processes to facilitate scaling.

Requirements

• 3 to 6 years of experience in B2B sales, go-to-market, or comparable roles within high-performing SaaS or top-tier consultancy.
• Proven track record of managing end-to-end deals with multiple stakeholders and consistently hitting targets.
• Must be based in or able to work on-site in Chicago.
• Strong discovery and storytelling skills to translate complex workflows into value-based narratives.
• Founder-like mindset with a proactive approach to spotting friction and building scalable playbooks.

Culture & Benefits

• Comprehensive health coverage including Medical, Dental, and Vision (Aetna, Kaiser Permanente, MetLife).
• Financial security with 401(K) and a generous company match.
• Work-life balance through Unlimited PTO and flexible family support (parental leave, Maven Clinic).
• High-performance, in-person collaborative environment in the Chicago office.
• Additional perks including pre-tax commuter benefits, life insurance, and identity protection.