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Guidepoint is seeking an experienced Senior AI Engineer to join our Toronto-based AI team. The Toronto Technology Hub is home to our AI/ML and Data organization, focused on building a modern, responsible AI platform that powers Guidepoint’s research enablement products and enterprise intelligence. This role is ideal for an engineer who enjoys owning systems end to end—designing, building, deploying, and operating production-grade AI agents and the backend platforms that support them.
Job Responsibility:
Design, build, and operate scalable, low-latency backend services and REST APIs that power Generative AI capabilities, including retrieval-augmented generation (RAG) pipelines, vector search, and enterprise-grade agentic systems
Own the full lifecycle of AI applications and agents, from system architecture and development to CI/CD, deployment, agent evaluation, monitoring, and ongoing optimization in production
Build production-grade research agents and enterprise AI workflows that integrate LLMs with proprietary knowledge, vector databases (e.g., Elasticsearch), internal tools, external APIs, and real-time data
Design and operate multi-agent AI systems, including tool-calling agents and agent orchestration patterns, to support complex research and enterprise workflows
Apply AIOps best practices for building, evaluating, deploying, and operating AI agents with strong observability, reliability, and quality controls
Continuously improve retrieval and generation quality using prompt engineering, retrieval tuning, re-ranking, advanced chunking strategies, and hallucination reduction techniques
Provide technical leadership through design discussions, code reviews, and mentorship, and partner closely with product and business stakeholders to influence the AI roadmap
Requirements:
6+ years of professional experience (or 5+ with a Master’s degree) designing, building, and scaling distributed, production-grade backend systems
2+ years building and operating Generative AI and agentic systems in production
Strong software engineering fundamentals in Python, including building and scaling REST APIs using frameworks such as FastAPI, with experience in asynchronous programming and microservices
Hands-on experience building enterprise AI agents and workflows using LLM platforms such as OpenAI, Anthropic (Claude), or Google Gemini, and frameworks like LangChain or agent SDKs
Experience building and operating within the enterprise AI ecosystem, including custom GPTs or agents, agent builders, connectors/apps, and application or agent SDKs (e.g., OpenAI Apps SDK, ChatKit, or equivalents)
Experience designing and operating agent integration layers (e.g., MCP servers or similar) that connect AI agents to internal APIs, tools, and services, with secure authentication and authorization using enterprise identity platforms such as Okta, Microsoft Entra ID, or OAuth-based systems
Strong understanding of AI governance, compliance, and responsible AI practices, including access control, auditability, data handling, and secure deployment of AI systems in enterprise environments
Direct experience with RAG, vector search using databases such as Elasticsearch, multi-agent AI systems, tool-calling agents, prompt engineering, and agent evaluation in production environments
Cloud-native experience deploying and operating containerized applications on Azure (preferred) or AWS/GCP using Docker and Kubernetes
Proven ability to lead complex technical initiatives, make sound architectural decisions, and mentor engineers building production-ready AI systems
What we offer:
Paid Time Off
Comprehensive benefits plan
Company RRSP Match
Development opportunities through the LinkedIn Learning platform