Skip to Main Content

Job Title


Principal Machine Learning Engineer


Company : EvenUp


Location : Toronto, Ontario


Created : 2025-12-08


Job Type : Full Time


Job Description

Join to apply for the Principal Machine Learning Engineer role at EvenUp This range is provided by EvenUp. Your actual pay will be based on your skills and experience talk with your recruiter to learn more. Base pay range $260,000.00/yr - $390,000.00/yr About the team 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 fastestgrowing vertical SaaS companies in history and are just getting started. EvenUp is backed by top VCs, including Bessemer Venture Partners, Bain Capital Ventures, SignalFire, and Lightspeed. We look to expand our team with talented, driven, and collaborative individuals who seek to have a lasting impact. Learn more at At EvenUp, we leverage the power of technology to bring fairness and accessibility to the legal system. Large language models (LLMs) and generative AI are the foundation of our technology strategy, especially in Document AI: the ability to deeply understand, reason across, and generate legal and medical documents at scale. This is one of the largest opportunities in applied AI, and one of the most impactful. We are seeking a Principal Machine Learning Engineer, the highest individual contributor level at EvenUp, who will help define not just our technology roadmap, but the future of Document AI itself. This role is for someone who thrives on both vision and execution: pioneering new approaches in a fastevolving field, while also shipping systems that redefine what is possible in legal technology. This is a hybrid role with the expectation of working at least 3 days a week from one of our office hubs in SanFrancisco or Toronto. What youll do Help define and drive the technical vision at EvenUp, identifying the most impactful opportunities in generative AI and ensuring the company remains at the forefront of the rapidly evolving Document AI landscape. Invent and deliver the next generation of Document AI and Conversational AI, enabling robust understanding, reasoning, and generation across diverse legal and medical documents, as well as natural, accurate, and contextaware interactions with users through conversational interfaces. Lead researchtoproduction innovation in: Information Extraction & Reasoning: scalable multidocument entity/relation extraction, knowledge graph construction, and longcontext reasoning. Generative Workflows: producing reliable, highquality legal and medical documents with deep structural and semantic fidelity. Conversational AI: building advanced dialogue systems that empower legal professionals to interact with our platform, retrieve insights, and generate documents through natural language conversations. RetrievalAugmented Generation (RAG): multihop retrieval, reasoning chains, and verifiable generation at scale. Evaluation & Trust: systematic benchmarking, reliability, factuality, and risk assessment of LLMs in highstakes legal and medical domains. Efficient Training & Adaptation: parameterefficient finetuning, distillation, multimodal integration, and domainspecific pretraining strategies. Shape EvenUps ML strategy and technical roadmap, working handinhand with product, engineering, and leadership to ensure our Document AI capabilities directly drive company growth and customer impact. Act as a companywide thought leader in generative AI, providing strategic advice to executives and influencing not just what we build, but how we prioritize and compete. Mentor and elevate the entire ML organization, fostering a culture of deep technical rigor, creativity, and excellence. What we look for 12+ years of experience in machine learning, with a proven record of shipping multiple systems at scale and advancing the state of the art. PhD in Machine Learning, Computer Science, or related quantitative field, or equivalent experience demonstrating mastery. Recognized expertise in largescale ML and LLMs, with strong publication, patent, or opensource contributions a plus. Ability to define and drive a technical vision that aligns with company strategy, even under uncertainty. Strong track record of innovation in deep learning, generative models, reinforcement learning, or probabilistic methods, with direct impact on realworld systems. Handson mastery of modern ML toolchains and programming (Python, PyTorch, TensorFlow, distributed training, largescale data systems). Exceptional ability to translate cuttingedge research into robust, practical solutions that move the needle for customers. Demonstrated thought leadership and influence across organizations, with the ability to set standards and inspire others. Why this role matters This is a rare opportunity to operate at the frontier of generative AI in one of its most consequential applications. As Principal MLE at EvenUp, you wont just be solving technical challengesyou will be defining the roadmap of a company and shaping the trajectory of an industry. If you want to push beyond todays limits of LLMs, invent the future of Document AI, and see your work translate into justice and fairness for millions of people, wed love to meet you. 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. All official EvenUp recruitment emails will come from the domains @evenuplaw.com , @evenup.ai , @ext-evenuplaw.com , or . To ensure fairness and proper consideration, we do not accept resumes or expressions of interest via email or social media messages. If youre interested in a role, please submit your application directly through our careers page. 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, shortterm and longterm disability 10 US observed holidays, and Canadian statutory holidays by province A home office stipend 401(k) for USbased employees and RRSP for Canadabased employees Paid parental leave A local inperson meetup program Hubs in SanFrancisco and Toronto Please note the above benefits & perks are for fulltime employees. Equal Opportunity Statement 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. Seniority level MidSenior level Employment type Fulltime Job function Engineering and Information Technology Technology, Information and Internet Referrals increase your chances of interviewing at EvenUp by 2x. #J-18808-Ljbffr