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.
🎥 Life as an Engineer at EvenUp
Location & Work Model
This is a hybrid role, with an expectation of being in our Toronto office three days per week.
About the Team
EvenUp’s document products empower attorneys to represent their clients more effectively and secure better outcomes. With over $1.5B in damages claimed to date, the Document Generation team is developing an industry-leading, AI-native platform for generating legal documents in personal injury law.
As Engineering Manager for Document Generation, you will lead a high-impact team building the systems at the core of EvenUp’s business. You’ll balance strategic leadership with hands-on technical contribution, collaborating closely with founders, product, and cross-functional partners to scale AI-native workflows that directly advance EvenUp’s mission to ensure personal injury victims receive fair compensation.
Responsibilities
Lead and scale a team building AI-native document generation workflows
Drive execution across complex, mission-critical initiatives tied to EvenUp’s core products
Partner with Product, Design, Legal, and Operations to deliver high-quality, customer-centric solutions
Establish and uphold a high bar for engineering quality, reliability, and operational excellence
Guide technical decision-making across architecture, system design, and AI integration
Use data-driven insights to continuously improve delivery velocity, quality,
What You’ll Do
Team Leadership & Strategy: Set and communicate a clear technical and execution vision aligned with EvenUp’s broader goals. Lead engineers through the full software lifecycle, from planning and architecture to deployment and monitoring. Foster a culture of ownership, accountability, collaboration, and continuous learning
Product & AI-Native Development: Guide the development of advanced AI workflows, including LLM-based systems and expert-review pipelines. Balance innovation and pragmatism when scaling AI-driven products in production environments. Contribute hands-on as needed, particularly in complex or high-impact technical areas
Cross-functional Collaboration: Work closely with founders, product managers, designers, and stakeholders to scope, prioritize, and deliver initiatives. Translate business and customer needs into clear technical direction for the team
Engineering Excellence & Operations: Champion best practices across architecture, coding standards, testing, security, observability, and reliability. Ensure systems handling sensitive data are secure, compliant, and production-ready. Oversee operational ownership, including incident response, on-call health, and reducing operational toil
Mentorship & Growth: Recruit, mentor, and develop engineers through regular feedback, coaching, and career development. Support performance management, growth planning, and team health
What We Look For
4+ years of direct people-management experience leading software engineering teams
Proven ability to ship and scale complex, high-quality software systems
Strong technical background with experience in distributed systems and modern backend architectures
Demonstrated success balancing strategic leadership with hands-on technical contribution
Experience leading teams in fast-paced, high-growth environments
Excellent communication skills and ability to influence across cross-functional partners
Strong sense of ownership, accountability, and bias toward execution
Bonus
Experience or strong interest in AI/ML, LLM-based systems, or legal tech
Background in AI-native or social impact–driven products
#LI-Hybrid
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, no-reply@ashbyhq.com or no‑reply@canditech.io 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 talent-ops-team@evenuplaw.com. 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.
