Top AI Jobs in Toronto

Leads AppDirect’s corporate website and sales and marketing applications, owning strategy, roadmap, execution, SEO, AEO/GEO, performance, and conversion optimization. Manages and mentors a web development team while integrating AI into development, content, prototyping, and personalization workflows. Partners with marketing, product, design, engineering, and leadership to deliver measurable digital experiences and accelerate time-to-market.

Define Scribd’s technical vision for agentic engineering and establish architecture, patterns, and guardrails for AI-assisted software development. Lead internal developer tools, libraries, platforms, and engineering workflow improvements across codebases, CI/CD, and infrastructure. Partner with engineering leadership on ambiguous cross-organizational initiatives, mentor senior and staff engineers, and drive adoption of coding-agent capabilities throughout the organization.

Own net-new revenue and expansion across Canada's AI-native and emerging technology ecosystem. Build territory and outbound strategies, conduct technical discovery, position Elastic's Search AI platform, guide consumption-based cloud sales, maintain forecast accuracy using MEDDPICC, and collaborate with solutions architects, developer relations, hyperscalers, venture capital, and incubator partners. The role targets technical founders, developers, AI engineers, data scientists, and executive technology leaders in Toronto and Montreal.

Work on practical computer vision and AI problems, including OCR, visual recognition, vision-language models, algorithm optimization, confidence estimation, synthetic data, and self-learning systems. Design experiments, analyze production AI failures, work with real-world datasets, apply research findings, and independently develop and test solutions.

Evaluate AI coding agents such as Codex, Claude Code, and Cursor for engineering judgment, reasoning quality, usefulness, and correctness. Provide detailed written feedback, distinguish response-quality levels, define evaluation standards, and record short video explanations. This flexible remote contract requires strong software engineering experience, familiarity with AI-assisted development workflows, and the ability to make rigorous, opinionated judgments without reviewing every line of code.

Evaluate AI coding-agent interactions for usefulness, correctness, engineering judgment, reasoning quality, and developer trust. Provide clear, opinionated feedback, distinguish response-quality levels, and help define standards for excellent interactions with tools such as OpenAI Codex, Claude Code, and Cursor. This contract role requires staff- or principal-level software engineering experience and familiarity with modern AI-assisted development workflows.

Leads product growth for 1Password’s AI opportunities by defining target markets, validating customer outcomes, running design-customer deployments, developing ecosystem partnerships, and scaling successful motions through sales, channels, and developer communities. The role owns strategy, customer adoption, integrations, commercialization, and cross-functional execution while working with enterprise customers, engineering, product, design, business development, and go-to-market teams.

Test and validate AI models and software for automotive use cases: generate ground truth, build annotated datasets and testing frameworks, evaluate technologies, support R&D engineers, coordinate projects and outsourced work, and collaborate with internal and external partners to drive innovation and product readiness.

Designs and builds scalable data platforms and pipelines supporting AI products. Develops Spark, Python, Scala, Dask, and Argo workflows; creates data validation and performance tests; automates high-volume and real-time data delivery; operationalizes pipelines for data science and analytics; and optimizes cloud resource usage. The role also oversees other engineers and communicates technical solutions to clients and internal teams.

Design, develop, deploy, and maintain full-stack agentic AI applications from concept through production. Responsibilities include agent orchestration, data and tool integration, MCP server connectivity, frontend UI/UX development, cloud deployment, engineering-process analysis, technology evaluation, testing, validation, documentation, and innovation project coordination. The role collaborates with R&D teams and internal customers to create reliable AI solutions that improve efficiency, quality, and scalability.

Provides enterprise-wide strategic leadership for cybersecurity and core technology audit. Defines risk-based audit strategies, oversees coverage of cyber, cloud, infrastructure, engineering, operations, resilience, and third-party risks, and leads regulatory and executive engagements. Builds specialized audit capabilities, drives analytics and AI-enabled continuous assurance, delivers thematic risk insights, and manages directors and geographically dispersed teams while promoting strong risk culture, succession, inclusion, and organizational performance.

Leads enterprise AI strategy, transformation, governance, portfolio management, solution implementation, adoption, and value realization. Identifies and prioritizes AI opportunities, develops business cases, oversees pilots and deployments, evaluates vendors and technologies, establishes responsible AI controls, manages risk, and drives enterprise training and change management. Partners with executives and cross-functional stakeholders to improve productivity, financial performance, operational efficiency, decision-making, and measurable business outcomes.

Lead the design, development, and delivery of secure, scalable full-stack enterprise applications with integrated generative and agentic AI capabilities. Build frontend interfaces, APIs, backend services, microservices, and database integrations using Python, React, Azure SQL, PostgreSQL, and Microsoft Azure. Apply LLMs, prompt engineering, RAG, semantic search, evaluation, guardrails, and responsible AI practices. Collaborate with product, engineering, security, risk, and business stakeholders while supporting CI/CD, monitoring, governance, and continuous improvement.

Leads second-line oversight of technology, cybersecurity, data privacy, data governance, and transformation risks. The role conducts risk reviews, assesses controls, produces insight-driven reporting, challenges business partners, and strengthens governance and regulatory alignment. It also advances responsible adoption of GenAI, automation, data ethics, and Secure by Design practices while advising senior leaders and supporting trusted customer outcomes.

Designs and maintains observability systems for AI models and autonomous agent workflows. Responsibilities include LLM tracing, automated quality evaluations, drift and performance monitoring, token and inference cost optimization, agent governance, anomaly detection, alert management, and incident response. The role develops machine learning systems, experiments, algorithms, and production tooling while using Python, telemetry queries, and observability platforms to diagnose and remediate AI failures.

Leads independent second-line oversight and challenge for technology, data, cyber, AI, transformation, operational resilience, and third-party risks. Advises senior executives and risk committees, oversees risk frameworks and exposures, reviews major transformation initiatives, supports regulatory engagement, and leads specialist risk teams across Aviva Canada.

Own strategic and technical transformation engagements for enterprise clients using Pencil’s Generative AI platform. Lead implementation planning, structured problem-solving, enterprise change management, AI process design, client recommendations, and product feedback. Translate ambiguous challenges into actionable workstreams, drive adoption beyond pilots, collaborate with engineers and creative leads, and create repeatable transformation blueprints. Success is measured through enterprise adoption, time-to-value, transformation quality, product feedback impact, and scalable client outcomes.

Lead Alpaca’s global Trading API customer experience organization, including General and VIP Support. Build a follow-the-sun coverage model, establish service standards and KPIs, improve support through data, AI, automation, and self-service, and develop high-performing teams. Partner with Product, Engineering, Trading, Operations, Compliance, and Sales to resolve recurring issues, improve customer workflows, and support institutional trading customers.

Manage enterprise customer relationships for Docebo’s AI-powered LMS. Serve as a strategic advisor, drive platform adoption, translate technical capabilities into business outcomes, protect retention, identify expansion opportunities, lead escalations, and collaborate cross-functionally. The role also involves developing customer advocacy through case studies, reviews, and referrals, while managing complex B2B SaaS portfolios and traveling up to 25% for client visits and events.

Build and deploy production generative AI and LLM systems for financial services and healthcare clients. Embed with client teams to understand business operations, design AI solutions, create evaluation suites, and deliver cloud-native systems on AWS. Lead engagements from strategy through deployment, contribute to AI tooling and blueprints, advise senior stakeholders, and support pre-sales. Work hands-on with Claude, Claude Code, Cowork, integrations, and production engineering practices.

Supports corporate strategy, product management, AI product development, and data initiatives. Responsibilities include coordinating timelines, defining requirements and user stories, managing backlogs, conducting market and competitive analysis, building business cases, analyzing data, supporting AI prototyping and model evaluation, and performing QA and user acceptance testing. The intern collaborates with business stakeholders, product managers, engineers, and strategy teams to develop recommendations and technology solutions.

Lead hands-on development of Citi’s multi-tenant enterprise AI platform. Build full-stack AI components, intelligent agent orchestration, Model Context Protocol servers, advanced RAG pipelines, and vector and graph database integrations. Provide technical direction, lead delivery of complex AI platforms, collaborate with subject matter experts and UI/API teams, and deploy scalable generative AI solutions into production.

Leads Geotab’s North American channel sales organization, owning revenue, market share, profitability, partner growth, and strategic commercial relationships. Develops partner plans, negotiates agreements, expands the ecosystem, enables resellers and strategic partners, and aligns channel and direct sales. Builds and manages a high-performing team, oversees hiring and budgets, and applies AI and automation to improve forecasting, productivity, sales processes, and partner effectiveness. Travel of up to 60%, including internationally, is required.

Designs enterprise cybersecurity architectures, reference patterns, strategies, and roadmaps spanning identity, endpoints, vulnerability management, security operations, analytics, automation, and emerging AI capabilities. Evaluates technology integration, interoperability, risks, and future-state designs; establishes guardrails for secure AI adoption; and collaborates with architects, engineers, operations teams, vendors, and executives to translate emerging technologies into practical cybersecurity solutions.

Provides Canadian privacy, AI, data protection, consumer protection, and regulatory legal advice for Mastercard products and services. Serves as Canadian Data Protection Officer, advises on product launches, privacy-by-design, data use, consent, cross-border transfers, impact assessments, contracts, regulatory readiness, and remediation. Monitors Canadian, U.S., and global developments and translates requirements into practical business guidance, controls, training, and stakeholder communications.