Enterprise Account Executive | Chicago

EvenUp is on a mission to close the justice gap using technology and AI. We empower personal injury lawyers and victims to get the justice they deserve. Our products enable law firms to secure faster settlements, higher payouts, and better outcomes for victims injured through no fault of their own in vehicle collisions, accidents, natural disasters, and more.

We are one of the fastest-growing vertical SaaS companies in history, and we are just getting started. EvenUp is backed by top VCs, including Bessemer Venture Partners, Bain Capital Ventures, SignalFire, and Lightspeed. We are looking to expand our team with talented, driven, and collaborative individuals who seek to have a lasting impact. Learn more at

EvenUp is seeking an experienced Enterprise Account Executive (AE) to drive significant revenue growth by securing new enterprise-level law firm accounts. This role is crucial for expanding our market presence and requires a deep understanding of complex sales cycles, the legal technology landscape, and the needs of high-volume personal injury practices. The ideal candidate is a strategic hunter, highly consultative, and adept at navigating large organizations to position EvenUp's AI-powered products as essential tools for achieving better client outcomes and firm efficiency. You will manage the entire sales process, from initial qualification to contract negotiation and closing, working cross-functionally with our Product, Legal, and Customer Success teams.

What you'll do:

• Drive Revenue Growth: Exceed quarterly and annual sales quotas by strategically identifying, qualifying, and closing new Enterprise law firm logos.

• Strategic Account Management: Develop and execute comprehensive account strategies to penetrate target firms, demonstrating a clear ROI for EvenUp's AI platform.

• Consultative Selling: Conduct deep-dive discovery and compelling presentations to articulate the value proposition to C-level executives and key decision-makers within Enterprise accounts.

• Cross-functional Collaboration: Work closely with Customer Success to ensure a seamless transition and maximum adoption during and after the initial deployment.

• Market Feedback: Act as the voice of the customer by providing structured feedback to the Product and Engineering teams to influence the future roadmap.

What we look for:

• Required: 5+ years of successful experience as an Enterprise Account Executive selling B2B SaaS solutions to Enterprise customers, preferably within the legal tech or FinTech space.

• Required: Proven track record of consistently meeting or exceeding a $2M+ annual quota with an average deal size of $250K+.

• Required: Exceptional verbal and written communication, presentation, and negotiation skills.

• Preferred: Prior experience selling into large personal injury or mass tort law firms.

Preferred: Strong understanding of AI/ML technologies and their application in enterprise business processes.

#LI-Remote

Notice to Candidates:

EvenUp has been made aware of fraudulent job postings and unaffiliated third parties posing as our recruiting team – please know that we have no affiliation or connection to these situations. We only post open roles on our career page (evenuplaw.com/careers) or reputable job boards like our official LinkedIn or Indeed pages, and all official EvenUp recruitment emails will come from the domains @evenuplaw.com, @evenup.ai, @ext-evenuplaw.com, [email protected] or no‑[email protected] email addresses.

To ensure fairness and proper consideration, we do not accept resumes or expressions of interest via email or social media messages. If you’re interested in a role, please submit your application directly through our careers page.

If you receive communication from someone you believe is impersonating EvenUp, please report it to us at [email protected]. Examples of fraudulent domains include “careers-evenuplaw.com” and “careers-evenuplaws.com”.

Benefits & Perks:

As part of our total rewards package, we offer attractive benefits and perks to our employees, including:

• Choice of medical, dental, and vision insurance plans for you and your family

• Additional insurance coverage options for life, accident, or critical illness

• Flexible paid time off, sick leave, short-term and long-term disability

• 10 US observed holidays, and Canadian statutory holidays by province

• A home office stipend

• 401(k) for US-based employees and RRSP for Canada-based employees

• Paid parental leave

• A local in-person meet-up program

• Hubs in San Francisco and Toronto

Please note the above benefits & perks are for full-time employees

EvenUp is an equal opportunity employer. We are committed to diversity and inclusion in our company. We do not discriminate based on race, religion, color, national origin, gender, sexual orientation, age, marital status, veteran status, or disability status.

Compensation Range: $250K