Software Engineering Team Lead

Location:
Vaughan, Ontario (Hybrid – 3–4 days in-office) Employment Type: Full-Time

Salary:
$120,000 CAD per year About symplistic.ai symplistic.ai is a fast-growing enterprise AI company with offices in Florida and the Greater Toronto Area. We specialize in agentic AI, enterprise products, and consulting, building intelligent systems for real-world business challenges. We deliver production AI for major enterprises across financial services, retail, hospitality, manufacturing, healthcare, government, and more. Our high-velocity startup values ownership, execution, accountability, collaboration, and moving ideas into production. About ContentIQ ContentIQ is our enterprise AI knowledge and retrieval platform, securely connecting websites, documents, SharePoint, OneDrive, internal systems, and other sources to AI agents. It combines enterprise search, Retrieval-Augmented Generation (RAG), AI document processing, governance, permissions, integrations, and observability for accurate, grounded AI at scale. As a knowledge layer for IBM watsonx Orchestrate and other AI agents, it connects enterprise information to intelligent workflows and conversations. Role Overview We are seeking a hands-on Software Engineering Team Lead to help develop, enhance, and maintain ContentIQ while providing day-to-day technical leadership to our engineering team. Reporting directly to the Engineering Manager, who reports to the VP of Engineering, you will guide engineers through implementation, actively write production code, review technical solutions, and ensure features are delivered with high standards of quality, performance, and reliability. You will work closely with the Engineering Manager to execute development priorities, resolve technical challenges, improve engineering practices, and support enterprise deployments. You will also help improve ContentIQ's AI capabilities, including document ingestion, enterprise search, RAG pipelines, retrieval accuracy, integrations, and production reliability. This is a hands-on technical leadership role, not a management-only position. You will spend significant time coding, reviewing pull requests, debugging applications, and solving engineering problems while helping other developers succeed.

Key Responsibilities
Technical Leadership & Team Execution
- Provide day-to-day technical guidance to engineers developing and maintaining ContentIQ.
- Work with the Engineering Manager to execute sprint priorities, development tasks, and technical deliverables.
- Break down requirements into actionable development tasks and help coordinate implementation.
- Mentor engineers, conduct code reviews, troubleshoot blockers, and promote engineering best practices.
- Ensure development work meets agreed quality, performance, security, and delivery standards.
- Communicate technical progress, dependencies, challenges, and risks to the Engineering Manager. Hands-On Software Development
- Actively design, develop, test, and maintain production software using Python, React, and modern software technologies.
- Build backend services, REST APIs, frontend components, and enterprise integrations.
- Develop and enhance RAG pipelines, document ingestion, semantic search, retrieval systems, and AI agent integrations.
- Implement new ContentIQ capabilities and improve existing functionality, performance, and scalability.
- Debug complex application issues, optimize code, and implement sustainable technical solutions.
- Contribute to technical design decisions, reusable components, development standards,



and software architecture. Product Quality, Testing & Reliability
- Help maintain ContentIQ's code quality, stability, maintainability, and production readiness.
- Conduct code reviews and support automated, regression, integration, and end-to-end testing.
- Identify and resolve software defects, performance bottlenecks, and reliability issues.
- Improve AI accuracy, retrieval relevance, response grounding, citation quality, and consistency.
- Troubleshoot ingestion failures, retrieval issues, hallucinations, API errors, and integration problems.
- Improve logging, monitoring, error handling, and application observability.
- Support CI/CD pipelines, release processes, and deployment quality. Enterprise Deployments & Technical Support
- Support enterprise customer implementations, deployments, configurations, and integrations.
- Investigate and resolve technical issues affecting customer environments and production applications.
- Troubleshoot APIs, document processing, authentication, permissions, retrieval, and enterprise data connections.
- Collaborate with the Engineering Manager and customer-facing teams to resolve issues efficiently.
- Identify recurring problems and contribute improvements to product functionality, reliability, and documentation. AI Platform & Architecture Development
- Contribute to ContentIQ's architecture and ongoing platform development.
- Build and improve enterprise search, document intelligence, RAG, semantic retrieval, and data integration capabilities.
- Support integrations with IBM watsonx, watsonx Orchestrate, and other enterprise AI technologies.
- Evaluate technical approaches and recommend improvements to the Engineering Manager.
- Balance development speed with software quality, technical debt, security, and maintainability.
- Help take features from initial development through testing, deployment, and production support. QualificationsRequired
- Bachelor's degree in Computer Science, Software Engineering, Engineering, or a related technical field.
- 4–8 years of professional software engineering experience, with strong hands-on development skills.
- Experience providing technical leadership, mentoring developers, or leading software development initiatives.
- Strong proficiency in Python and React, including experience building and maintaining production applications.
- Practical AI/ML experience and understanding of modern LLM application architectures.
- Experience with APIs, backend services, microservices, cloud applications, and SQL/NoSQL databases.
- Experience developing scalable, reliable, production-grade software systems.
- Strong debugging, problem-solving, code review, testing, and CI/CD experience.
- Understanding of software architecture, application performance, security, and maintainability.
- Ability to take ownership of technical tasks, coordinate with engineers, and deliver high-quality solutions.
- Strong communication, collaboration, accountability, and ability to work in a fast-paced startup setting. Preferred
- Experience with RAG, enterprise search, knowledge management, document intelligence, or data intelligence.
- Knowledge of LLMs, embeddings, reranking,



vector databases, semantic search, retrieval optimization, grounding, and hallucination reduction.
- Experience with Milvus, Zilliz, Pinecone, Weaviate, or similar vector databases.
- Experience building AI agents, agentic workflows, and enterprise AI integrations.
- Familiarity with IBM watsonx, watsonx Orchestrate, OpenAI, Groq, or comparable AI platforms.
- Experience with distributed caching, application optimization, and high-performance systems.
- Knowledge of authentication, authorization, role-based access controls, and secure enterprise applications.
- Experience supporting enterprise deployments, troubleshooting production issues, and interacting with customers.
- Previous experience as a Software Engineering Team Lead, Senior Software Engineer, or Technical Lead.
- Startup or high-growth technology experience. Who We're Looking For You are a strong software engineer who enjoys coding, solving difficult technical challenges, and helping other engineers deliver their best work. You combine hands-on development expertise with the ability to guide technical execution, mentor developers, review implementations, and maintain high engineering standards. You take ownership of problems rather than simply escalating them. You understand how to build reliable enterprise software, make pragmatic technical decisions, and balance speed with quality. You are comfortable working closely with an Engineering Manager, contributing to architecture discussions, supporting enterprise customers, and helping a growing engineering team deliver production-ready AI solutions. Why Join symplistic.ai?
- Work from our Greater Toronto Area headquarters, hybrid 3–4 days per week in-office.
- Take on a technical leadership role at a fast-growing enterprise AI company.
- Help shape ContentIQ's development, architecture, features, and engineering standards.
- Build production AI for major enterprises using agentic AI, RAG, enterprise search, and orchestration.
- Lead technical initiatives while remaining actively involved in software development.
- Enjoy autonomy and ownership in a flat, collaborative, high-energy startup.
- Work directly with experienced engineers, engineering leadership, founders, and enterprise technology partners.
- Gain opportunities for increased technical responsibility, leadership, and career advancement as the company grows. Benefits
- Sun Life extended health, dental, and wellness benefits.
- Flexible vacation policy and paid time off.
- Team off-sites and company events.
- Direct collaboration with senior engineers, founders, executives, and enterprise technology leaders.
- Professional development and exposure to emerging AI technologies. Compensation Base

Salary:
$120,000 CAD per year Opportunities for increased responsibility, technical leadership, and skilled growth as ContentIQ and symplistic.ai scale. Eligibility
- Candidates must be legally authorized to work in Ontario, Canada. Pay: $120,000.00 per year Application question(s):
- How many years of professional software engineering experience do you have?
- Do you have strong hands-on Python and React experience?
- Have you led or mentored software developers?
- Do you have experience developing production AI/LLM applications?
- Do you have experience with RAG or vector databases?
- Are you willing to actively write production code?
- Can you work in Vaughan 3–4 days per week?

Education:
- Bachelor's Degree (required)

Location:
- Vaughan, ON L4L 8G7 (required) Work

Location:
In person

📌 Software Engineering Team Lead (Vaughan)
🏢 symplistic.ai
📍 Vaughan