We are looking for an Engineering Manager to lead the continued development and delivery of Content IQ, symplistic.Ai's enterprise AI knowledge and retrieval platform. Content IQ connects enterprise information across websites, documents, Share Point, One Drive, internal systems, and other data sources to give AI agents secure, governed access to organizational knowledge. It combines enterprise search, RAG, AI-powered document processing, data governance, permissions, integrations, and observability to enable accurate, grounded AI experiences at scale, including as the knowledge layer behind platforms such as IBM watsonx Orchestrate. This is a technical leadership role for someone who can lead engineers while remaining deeply involved in architecture, product decisions, problem solving, and execution, including assisting in customer deployments and managing issues that may arise. You will work directly with the VP of Engineering and leadership to define technical direction, manage priorities, support enterprise deployments, and scale the platform in performance, reliability, security, and capability. This is not a traditional management-only position.Based in symplistic.Ai Canada Headquarters, Woodbridge, Ontario.symplistic.Ai is a forward-thinking AI company with offices in Florida and Toronto. We specialize in Agentic AI solutions, enterprise consulting, and innovation delivery. Our team builds autonomous AI agents to solve real-world business challenges, delivering scalable, intelligent systems that integrate seamlessly into enterprise environments.The workLead the engineering team responsible for the development, delivery, and operation of Content IQWork with the VP of Engineering to define technical architecture, engineering priorities, and the Content IQ product roadmapTranslate business and customer requirements into clear technical plans and engineering deliverablesOwn sprint planning, engineering execution,



prioritization, and delivery timelinesProvide technical leadership and mentorship to software and AI engineersReview architecture, code, pull requests, and major technical design decisionsHelp design and improve enterprise RAG, search, document intelligence, ingestion, retrieval, and AI agent capabilitiesDrive platform improvements across scalability, latency, reliability, security, and observabilitySupport Content IQ integrations with IBM watsonx and watsonx OrchestrateEstablish strong engineering practices around testing, deployment, monitoring, documentation, and production readinessTroubleshoot complex production and customer issues and help the team quickly identify root causesWork directly with enterprise customers when technical discovery, architecture discussions, or implementation support is requiredTake ownership of features and initiatives from concept through production deploymentYouRequiredBachelor's degree in Computer Science, Software Engineering, Engineering, or a related technical field5+ years of professional software engineering experiencePrevious experience leading engineers, technical projects, or engineering teamsStrong hands-on software engineering backgroundStrong experience with Python, React, and ML / AIExperience designing and building APIs, microservices, distributed systems, and cloud-based applicationsExperience with SQL and/or No SQL databasesUnderstanding of modern AI/LLM application architectureStrong understanding of software engineering practices including testing, CI/CD, code review,



monitoring, and production operationsAbility to communicate clearly with engineers, executives, customers, and non-technical stakeholdersStrong ownership mentality and ability to operate effectively in a rapid-moving startup environmentNice to haveExperience building RAG, enterprise search, knowledge management, or document intelligence and data intelligence platformsExperience working with LLMs, embeddings, reranking, vector databases, and semantic searchExperience with vector databases such as Milvus, Zilliz, Pinecone, Weaviate, or similar technologiesExperience with distributed caching architecturesExperience with agentic AI systems and workflow orchestrationExperience with IBM watsonx, watsonx Orchestrate, Open AI, Groq, or comparable AI platformsExperience working directly with enterprise customersPrevious experience in a startup or high-growth technology companyCandidates must be legally authorized to work in Ontario, Canada.Life hereWork from our Canadian headquarters in the Greater Toronto AreaLeadership role within a fast-growing enterprise AI companyDirect influence over the architecture and roadmap of Content IQWork on production AI systems used by major enterprise organizationsExposure to cutting-edge AI, agentic AI, RAG, enterprise search, and orchestration technologiesFlat organizational structure with significant autonomy and ownershipDirect access to company executives, founders, customers, and technology partnersStrong opportunity for career growth as the engineering organization expandsCollaborative, high-energy office environmentFlexible vacation policy and paid time offTeam off-sites and company eventsProfessional development and continued exposure to emerging AI technologiesWe review every application carefully. Only candidates selected for an interview will hear back.#J-18808-Ljbffr

📌 Engineering Manager, Contentiq Toronto · →
🏢 symplistic.ai
📍 Toronto