Account Executive Mid-Market Chicago

Legora AB; Chicago (IL); On-site; Confidential; Full time

Benefits offered by this job

Medical, Dental & Vision

Generous parental leave

401(K) with company match

Unlimited PTO

Job summary

Legora AB in Chicago is seeking a driven B2B Sales Professional to independently manage the full sales cycle. You will partner with mid-market corporates and law firms, building trusted relationships and delivering tailored solutions that drive clear ROI.

The role requires 3-6 years in sales and emphasizes ownership, adaptability, and collaboration across teams. Enjoy a competitive package and the chance to reshape legal work with AI. Join a diverse team committed to creating an inclusive workplace.

Qualifications

• 3 to 6 years of experience in B2B sales or a comparable role.
• Proven ability to manage end-to-end deals.
• Show a clear ownership over outcomes and customer experience.

Responsibilities

• Manage the full sales cycle, partnering with mid-market corporates.
• Build and progress a strong sales pipeline via inbound and outbound efforts.
• Deliver product demonstrations that drive adoption.

Skills

B2B sales experience

Strong discovery and storytelling skills

Perseverance and adaptability

Experience with multiple stakeholders

Inquisitive and coachable

Founder-like mindset

Job description

About Us

Legora is redefining how legal work gets done. Not built for lawyers, built with them. We work alongside the world’s best legal teams, who expect excellence, precision, and speed, and we hold ourselves to the same bar.

Our AI-native workspace lets legal professionals move faster, think more clearly, and operate with sharper precision. By analysing thousands of documents in minutes and powering end-to-end workflows, we cut through complexity, teams can focus on what matters: judgment, strategy, and outcomes.

1,000+ customers across 50+ countries trust us, including Cleary Gottlieb, Goodwin, Linklaters, White & Case, Dentons, and Barclays. We’ve scaled to $100M+ in ARR, with teams across Europe, North America and APAC, and continue to expand through acquisitions including Qura, Walter AI and Graceview.

Joining Legora means three things.

• We lean in: ownership over titles, outcomes over intentions.

• We fight for excellence: high standards, direct, ego-free feedback.

• We grow together: as a team and with our customers.

Mission before ego. Everyone contributes. No one coasts.

If you’re driven by impact, pace, and raising the bar. This is the place.

What You’ll Do

• Independently manage the full sales cycle from initiation to close, partnering with mid market corporates and law firms to succeed in the age of AI.

• Build and progress a strong pipeline through a mix of inbound and outbound efforts, running a tight, repeatable sales process.

• Build trusted relationships with key decision makers and stakeholders, uncovering pain points and delivering tailored solutions that drive clear ROI.

• Deliver impactful product demonstrations and presentations that move deals forward and drive adoption.

• Collaborate cross functionally with Product, Engineering, and Legal to ensure our platform aligns with customer needs and continues to develop at pace. Contribute to refining our mid market sales motion and GTM processes, documenting best practices to help us scale effectively.

What You Bring

• Have a proven track record of 3 to 6 years of experience in B2B sales, go to market, or a comparable role in a high performing SaaS org, top tier consultancy, or a customer facing role within a relevant industry.

• Experience managing end to end deals with multiple stakeholders, navigating procurement or security steps as needed, and consistently hitting targets.

• Take clear ownership of quota, outcomes, and customer experience, putting the needs of the business first while maintaining high integrity.

• Show perseverance and adaptability, staying focused through ambiguity and learning quickly from what works and what doesn’t.

• Are naturally inquisitive and coachable, actively seeking feedback and continuously improving your craft.

• Bring strong discovery and storytelling skills, translating complex workflows into simple, value based narratives.

• Have enthusiasm for international business development and share our vision of transforming legal work through AI.

• Demonstrate a founder like mindset, proactively spotting friction and building scalable systems and playbooks.

What’s In It For You

• Global collaboration: Partner with teams and clients across Europe, APAC, and North America.

• 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 is designed for ambitious builders.

• Benefits & Perks: We invest in our people with a comprehensive, thoughtfully designed benefits package.

  Medical, Dental & Vision

  • Multiple medical plan options through 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

Legora is an Equal Opportunity Employer

At Legora, we believe great teams are built on diversity of thought and experience. We’re proud to be an equal opportunity employer and committed to creating an inclusive, high-performance culture where everyone can do their best work. We welcome people of all backgrounds and don’t discriminate based on race, color, religion, national origin, gender, gender identity or expression, sexual orientation, age, disability, veteran status, or any other characteristic protected by law.