League Inc. - Senior AI Engineer
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Requirements
• Cloud Platforms: Extensive experience with GCP and/or AWS, including core compute, storage, and networking services. • Programming Languages: Expert-level proficiency in Python, familiarity with Go for backend services is a bonus. • Data & AI Frameworks: Experience with big data processing platforms like Apache Spark, Apache Beam, Hadoop, etc • Familiarity with modern machine learning frameworks such as TensorFlow, PyTorch, and scikit-learn. • MLOps & Orchestration: Deep understanding of MLOps principles and hands-on experience with tools like Kubeflow, MLflow, LangChain or LLamaIndex. • Experience with workflow orchestration tools like Airflow or a similar platform. • DevOps & Infrastructure:Expertise in containerization and orchestration using Docker and Kubernetes. • Hands-on experience with Infrastructure as Code (IaC) tools like Terraform • Data Systems: Experience with both relational and NoSQL databases, and familiarity with data warehousing and streaming technologies. Experience with vector databases (Pinecone, ChromaDB, Mongo) and retrieval strategies (chunking, hybrid search, re-ranking) a definite bonus
Responsibilities
• AI Orchestration & Systems Design • Design and build production-grade AI systems, including RAG pipelines, multi-step agents, and LLM-powered features. • Make principled architecture choices regarding RAG vs. fine-tuning and agentic loops vs. simpler call-and-response patterns. • Architect for long-term maintainability, ensuring systems fail gracefully and handle non-deterministic outputs predictably. • Evaluation & Quality Assurance • Build comprehensive evaluation and observability frameworks to measure model accuracy, grounding, and quality drift. • Implement automated test suites and "LLM-as-judge" pipelines to catch defects before they reach production. • Set quality standards for AI components and drive improvements based on human feedback loops. • Production Engineering & MLOps • Create production-quality Python services to wrap AI logic into secure microservices. • Leverage AI coding assistants (Claude Code, Codex, Cursor, etc) to write the majority of your code, while still retaining ownership and deep understanding of the product created • Own the model lifecycle, including versioning prompts as first-class code artifacts and monitoring for performance degradation. • Manage the economics of LLM usage, balancing model performance against latency and cost • Collaboration & Technical Leadership • Partner with Product, Data Science, and Backend teams to translate ambiguous requirements into technical specifications. • Mentor junior engineers on AI craft, including embedding selection, vector store design, and prompt engineering precision. • Actively reduce knowledge concentration by contributing to shared AI tooling and documentation. • Contribute to roadmap planning and longer-term AI architecture decisions. • Platform Excellence & Innovation • Establish and uphold standards for performance, security, privacy, and data governance within AI systems. • Deep Technical Expertise: Extensive hands-on experience in software engineering and a strong understanding of the entire machine learning lifecycle • Deep Technical Expertise: • Platform-Level Thinking: Proven ability to design and build scalable, distributed systems, ideally for machine learning or data-intensive applications • Platform-Level Thinking: • MLOps Mastery: Demonstrated experience with MLOps tools and practices, including CI/CD for machine learning, model versioning, and feature stores • MLOps Mastery: • Cloud Proficiency: Expertise with public cloud platforms (e.g., AWS, GCP, Azure) and a solid understanding of containerization and orchestration technologies like Docker and Kubernetes • Cloud Proficiency: • Data Fluency: A strong grasp of data engineering concepts, including data pipelines, data warehousing, and distributed data processing frameworks • Data Fluency: • Cloud Platforms: Extensive experience with GCP and/or AWS, including core compute, storage, and networking services. • Cloud Platforms: • Programming Languages: Expert-level proficiency in Python, familiarity with Go for backend services is a bonus. • Programming Languages: • Data & AI Frameworks: Experience with big data processing platforms like Apache Spark, Apache Beam, Hadoop, etc • Familiarity with modern machine learning frameworks such as TensorFlow, PyTorch, and scikit-learn. • MLOps & Orchestration: Deep understanding of MLOps principles and hands-on experience with tools like Kubeflow, MLflow, LangChain or LLamaIndex. • Experience with workflow orchestration tools like Airflow or a similar platform. • DevOps & Infrastructure:Expertise in containerization and orchestration using Docker and Kubernetes. • Hands-on experience with Infrastructure as Code (IaC) tools like Terraform • Data Systems: Experience with both relational and NoSQL databases, and familiarity with data warehousing and streaming technologies. Experience with vector databases (Pinecone, ChromaDB, Mongo) and retrieval strategies (chunking, hybrid search, re-ranking) a definite bonus • Data Systems: • Pinecone, ChromaDB, Mongo • Ensure access management is performed in compliance with the employee's role and responsibilities • Responsibility and accountability for executing League's policies and procedures within the department/ team • Notification of HR, Legal, Compliance & Security of any incidents, breaches or policy violations • Compliance with Information Security Policies
Benefits
• $152,000—$175,000 CAD • Our employees come from different backgrounds, and we celebrate those differences. We are looking for the best candidates for our open roles, but do not expect applicants to meet every qualification in order to be considered. If you are excited about what you could accomplish at League and believe you can add value to our team, we would love to hear from you. • We are committed to equal employment opportunity regardless of race, color, ancestry, religion, sex, national origin, sexual orientation, age, citizenship, marital status, disability, gender identity or Veteran status. If you are an individual in need of assistance at any time during our recruitment process, please contact us at [email protected]. • Our Application Process: • You should receive a confirmation email after submitting your application. • A recruiter (not a computer) reviews all applications at League. • If we see alignment with League's needs, a recruiter will reach out to learn more about your goals. The recruiter will also share the team-specific interview process depending on the roles you are exploring. • The final step is an offer, which we hope you will accept! • Prior to joining us, we conduct reference and background checks. Additional checks could be required for US Candidates, depending on the role you are exploring. • Here are some additional resources to learn more about League: • Learn about our platform, leadership team and partners • Highmark Health, Google Cloud, League: new digital front door to seamless care • Former Providence President and Workday EVP of Corporate Strategy join League Board of Directors • League raises $95 million USD in Series C to build world’s leading healthcare CX platform • Forbes x League: The Platformization Of Healthcare Is Here • Fast Company x League: If we want better innovations in healthtech, we need more competition • We have a mix of office-centric roles based in our vibrant Toronto office, and remote-eligible roles based anywhere in Canada or US. Each job posting will indicate where the role will be based. Regardless of the role’s posted location, all Toronto-area Leaguers (living within 65 km of our downtown HQ) collaborate in-office Monday through Thursday. Depending on your distance to the office, you’ll enjoy 10 or 20 Flexible Remote Days each quarter for focus and deep-work time. We are committed to fostering a meaningful work environment and connections for all Leaguers regardless of location. • Recognize and Avoid Employment scams. Practice safe job searching. • Scammers are getting craftier and leveraging fake job postings to get personal information. Know the warning signs and protect yourself from scammers. Learn more here. • Use of AI Notice • We are committed to ensuring fairness and transparency throughout our hiring process. League may use Artificial Intelligence (AI) tools to assist in the screening of applicants for this position. Please check out our stance on using AI in recruitment here. • Review our Privacy Policy for information on how League is protecting personal data.
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