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Senior Engineering Manager

EvenUp20 days ago
Toronto
CA$128,870 - CA$226,062/yearly
Senior Level

Top Benefits

Choice of medical, dental, and vision insurance plans
Flexible paid time off and 10+ holidays per year
401k for US-based employees

About the role

Who you are

  • 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
  • Experience or strong interest in AI/ML, LLM-based systems, or legal tech
  • Background in AI-native or social impact–driven products

What the job involves

  • 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
  • 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,
  • 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

Benefits

  • Flexible working hours to match your style
  • Offsites - get to meet your coworkers on a fully-expenses trip ever 6-12 months
  • A variety of virtual team events such as game nights & happy hours
  • Choice of medical, dental, and vision insurance plans for you and your family
  • Flexible paid time off and 10+ holidays per year
  • A stipend to upgrade your home office for fully-remote roles
  • 401k for US-based employees

About EvenUp

Technology, Information and Internet
201-500

EvenUp's vision is to help these injury victims get the justice they deserve, irrespective of their income, demographics, or legal representation.