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Toronto, Ontario, Canada
Onsite
Clio is the global leader in legal AI technology, empowering legal professionals and law firms of every size to work smarter, faster, and more securely.
We are transforming the legal experience for all by bettering the lives of legal professionals while increasing access to justice.
We are currently seeking a Senior Software Engineer, AI to join our Knowledge Extraction Team.
The Senior Software Engineer, AI is a hands-on technical leader responsible for building, operating, and evolving the systems that turn large volumes of semi-structured legal documents into structured, trustworthy legal data. Reporting to the Development Manager, this role focuses on delivering reliable, secure, and scalable AI-enabled pipelines and services that process caselaw across many jurisdictions, at a scale of millions of documents and tens of millions of citation relationships.
You will work closely with partners across editorial and legal data teams, Data Engineering, and Platform Engineering to turn real problems in legal information into production-grade solutions. This role owns the full lifecycle of what you build, from design and implementation through monitoring, iteration, and long-term support.
What you'll work on:
- Design, build, and operate backend services and data pipelines that extract, classify, and resolve information from semi-structured legal documents at scale.
- Build and operate LLM-powered workflows (batch classification, prompt design and calibration, retrieval, and model integration) using providers such as OpenAI and AWS Bedrock.
- Improve the accuracy and coverage of core capabilities like citation recognition, citation resolution, and treatment detection, including work across multiple jurisdictions.
- Work with large, heterogeneous document sets and curated evaluation sets to measure model quality and drive it up over time.
- Ensure solutions are observable, reliable, secure, and cost-efficient, with clear monitoring and operational ownership (e.g. Datadog).
- Operate in the cloud (AWS: Batch, Lambda, ECS, RDS/Postgres, S3, and search/vector stores such as Vespa) with solid CI/CD practices.
- Contribute to and uphold responsible AI standards, including privacy, security, legal accuracy, and audibility, given the sensitivity of legal data.
- Collaborate with cross-functional and non-technical partners (including legal editors) to translate ambiguous problems into clear technical designs and shipped solutions.
- Act as a technical mentor and thought partner within the team, helping raise the bar for engineering quality and delivery.
What you may have:
- 4+ years of experience in software engineering, backend, data engineering, or AI systems development.
- Hands-on experience delivering production-grade systems that integrate data, APIs, and complex workflows.
- Strong proficiency in Python. Experience with Ruby is an asset (some of our services are Ruby-based).
- Experience working with semi-structured or heterogeneous data (documents, JSON, nested or variant records): parsing, extraction, classification, and entity resolution.
- Experience with AI/ML or LLM-powered systems (e.g. prompt design, orchestration, retrieval, model integration, or evaluation).
- Working knowledge of cloud platforms (AWS preferred), SQL, and processing data at scale.
- Solid understanding of system design, reliability, observability, and operational best practices.
- Ability to work effectively with non-technical and domain stakeholders and translate business needs into technical solutions.
- Experience operating in environments with security, privacy, or compliance constraints.
- Bachelor's degree in Computer Science, Engineering, Data, or equivalent practical experience.
- A keen interest in improving your craft, including using AI.
This role is a backfill for an existing position.What you will find here:
Compensation is one of the main components of Clio’s Total Rewards Program. We have developed a series of programs and processes to ensure we are creating fair and competitive pay practices that form the foundation of our human and high-performing culture.
Some highlights of our Total Rewards program include:
Competitive, equitable salary with top-tier health benefits, dental, and vision insurance
Hybrid work environment, with expectation for local Clions (Vancouver, Calgary, Toronto, Dublin, London, New York City and Sydney) to be in office min. twice per week.
Flexible time off policy, with an encouraged 20 days off per year.
$2000 annual counseling benefit
RRSP matching and RESP contribution
Clioversary recognition program with special acknowledgement at 3, 5, 7, and 10 years
*Our salary bands are designed to reflect the range of skills and experience needed for the position and to allow room for growth at Clio. For experienced individuals, we typically hire at or around the midpoint of the band. The top portion of the salary band is reserved for employees who demonstrate sustained high performance and impact at Clio. Those who are new to the role may join below the midpoint and develop their skills over time. The final offer amount for this role will be dependent on geographical region, applicable experience, and skillset of the candidate.
Diversity, Inclusion, Belonging and Equity (DIBE) & Accessibility
Our team shows up as their authentic selves, and are united by our mission. We are dedicated to diversity, equity and inclusion. We pride ourselves in building and fostering an environment where our teams feel included, valued, and enabled to do the best work of their careers, wherever they choose to log in from. We believe that different perspectives, skills, backgrounds, and experiences result in higher-performing teams and better innovation. We are committed to equal employment and we encourage candidates from all backgrounds to apply.
Clio provides accessibility accommodations during the recruitment process. Should you require any accommodation, please let us know and we will work with you to meet your needs.
Learn more about our culture at clio.com/careers
We're a Human and High Performing AI company, meaning we use artificial intelligence to improve all of our operations. In recruitment, AI helps us streamline the process for greater efficiency. However, we've built our systems to ensure that a human always reviews AI-generated output, and we never make automated hiring decisions.
Disclaimer: We only communicate with candidates through official @clio.com email addresses.