Engineering Manager, AI Document Generation

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 www.evenuplaw.com.

As Engineering Manager for Document Generation, you'll lead a high-impact team responsible for developing advanced AI workflows and innovative document generation solutions. Balancing strategic vision and hands-on leadership, you will collaborate closely with founders, product teams, and cross-functional stakeholders to ensure EvenUp maintains its reputation for exceptional quality and innovation.

Joining this team places you at the heart of EvenUp’s success story. This team’s innovations directly influence our core business, dramatically increasing our capacity to serve clients and raising the bar for legal representation. The systems and products you build will not only accelerate company growth but also redefine industry standards, creating measurable and meaningful impact in the lives of injury victims nationwide.

This is a hybrid role with the expectation of working at least 3 days a week from our downtown Toronto or San Francisco hubs.

What You'll Do:

• Set and communicate a clear strategic vision for your team, aligning technical initiatives with EvenUp’s broader goals.

• Lead teams through the full software lifecycle, from planning and architecture to implementation, testing, deployment, and monitoring.

• Establish and champion engineering best practices around coding standards, automated testing, security, observability, and reliability.

• Recruit, mentor, and develop engineers, fostering a culture of ownership, collaboration, continuous learning, and inclusivity.

• Collaborate cross-functionally with founders, product management, legal, and operations stakeholders to deliver exceptional, customer-centric products.

• Contribute hands-on as necessary, especially in areas related to LLM integration or optimizing AI-native workflows.

What We Look For:

• At least 4 years of direct people-management experience leading software engineering teams.

• Demonstrated ability to ship complex, high-quality software products and systems.

• Strong leadership skills, with proven experience in mentorship, career development, and fostering inclusive team environments.

• Excellent communication and collaboration skills to influence effectively across cross-functional teams.

• Expertise in scalable system architecture, software development lifecycle management, and software engineering best practices.

Nice-to-Haves:

• Experience or strong interest in AI/ML or legal technology domains.

• Background in high-growth startups or dynamic, innovation-focused environments.

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.