Engineering Manager, ContentIQ

Locationsymplistic.ai Canada HeadquartersHybrid work schedule: 3–4 days per week in-officeAbout symplistic.aisymplistic.ai is a fast-growing AI company with offices in Florida and Toronto. We specialize in Agentic AI solutions, enterprise consulting, and AI innovation, helping organizations design, build, and deploy intelligent systems that solve real-world business challenges.Our team works with major enterprise organizations to deliver production AI solutions across industries including financial services, retail, hospitality, manufacturing, healthcare, government, and more.We operate as a high-velocity startup where ownership, execution, and accountability matter. Our team works closely together, moves quickly, and takes ideas from concept through production.About Symplistic.ContentIQ.Symplistic.ContentIQ is symplistic.ai's enterprise AI knowledge and retrieval platform.ContentIQ connects enterprise information across websites, documents, SharePoint, OneDrive, internal systems, and other data sources to provide AI agents with secure, governed access to organizational knowledge.The platform combines enterprise search, Retrieval-Augmented Generation (RAG), AI-powered document processing, data governance, permissions, integrations, and observability to enable accurate, grounded AI experiences at scale.ContentIQ is designed to serve as the enterprise knowledge layer behind AI agents and platforms such as IBM watsonx Orchestrate, enabling organizations to securely connect their existing information to intelligent workflows and conversational experiences.Role OverviewWe are looking for an Engineering Manager to lead the continued development and delivery of ContentIQ. This is a technical leadership role for someone who can lead engineers while remaining deeply involved in architecture, product decisions, problem solving, and execution. You will also be responsible for assisting in customer deployments and managing issues that may arise with customers.You will work directly with symplistic.ai's VP of Engineering and leadership team to help define the technical direction of ContentIQ, manage engineering priorities, support enterprise deployments, and ensure the platform continues to scale in performance, reliability, security, and capability.This is not a traditional management-only position. We are looking for someone who understands the technology, can challenge technical decisions, jump into difficult engineering problems when necessary, and help a small, high-performing team move quickly.Key ResponsibilitiesLead the engineering team responsible for the development, delivery, and operation of ContentIQWork with the VP of Engineering to define technical architecture, engineering priorities, and the ContentIQ 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 ContentIQ 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 deploymentQualificationsRequiredBachelor'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, ML / AIExperience designing and building APIs, microservices, distributed systems, and cloud-based applicationsExperience with SQL and/or NoSQL databasesUnderstanding of modern AI/LLM application architectureExperience designing scalable, production-grade software systemsStrong 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 fast-moving startup environmentPreferredExperience 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, OpenAI, Groq, or comparable AI platformsExperience working directly with enterprise customersPrevious experience in a startup or high-growth technology companyWho We're Looking ForWe're looking for someone who is comfortable operating between engineering leadership and hands-on technical execution.You should be someone who:Takes ownership rather than waiting for directionCan make pragmatic technical decisions quicklyHolds engineers to a high standard while helping them growEnjoys solving difficult technical problemsUnderstands the difference between building a prototype and operating enterprise software in productionIs comfortable working directly with customers and executivesCan balance performance, reliability, security, speed, and business prioritiesWants to have a significant influence over the direction of a growing AI platformContentIQ is evolving quickly, and this role will have substantial influence over both the product and engineering organization as we scale.EligibilityCandidates must be legally authorized to work in Ontario, CanadaPerksWork from our Canadian headquarters in the Greater Toronto AreaHybrid work schedule: 3–4 days per week in-officeLeadership role within a fast-growing enterprise AI companyDirect influence over the architecture and roadmap of ContentIQWork 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 environmentBenefitsFlexible vacation policy and paid time offTeam off-sites and company eventsOn-site lunchesDirect collaboration with senior engineers, founders, executives, and enterprise technology leadersProfessional development and continued exposure to emerging AI technologiesCompensationBase Salary: $120,000 CAD per year (Plus performance-based bonus)Compensation includes opportunities for additional growth as the company and ContentIQ organization scale.How to ApplyPlease send your resume, cover letter, and any relevant links, projects, GitHub profiles, or examples of previous work to symplistic.ai.In your application, we'd especially like to hear about systems or engineering teams you have previously led, and any experience you have building production AI, search, data, or enterprise software platforms.