At Lyft, our purpose is to serve and connect. We aim to achieve this by cultivating a work environment where all team members belong and have the opportunity to thrive. Lyft is building the next generation of intelligent agents powered by AI. We're seeking a Senior AI Agentic Engineer to lead this transformation across the enterprise. This is a strategic role for someone who can bridge the gap between AI technology and business value, designing and deploying AI-powered workflows that deliver measurable outcomes. You'll work across IT, people operations, marketing, sales, finance, legal, and procurement to architect AI-first solutions that solve complex business problems. Responsibilities: Architect and implement AI agents and intelligent workflows that transforms complex, multi-step business processes and deliver quantifiable business outcomes Partner with business leaders and stakeholders across multiple departments to identify high-impact AI opportunities that align with organizational objectives Elicit requirements from diverse stakeholders and translate complex business problems into technical solutions Build compelling business cases that clearly articulate ROI, implementation costs, benefits, timelines, and strategic alignment Evaluate, recommend, and implement AI solutions that best fit organizational needs and use cases Design solutions with an AI-first approach, ensuring optimal value delivery and user experience Monitor and measure the performance of AI workflows, using data-driven insights to demonstrate value and drive continuous improvement Design and deliver training programs, workshops, office hours, and enablement materials that help teams understand and adopt agentic solution Create frameworks, best practices, templates, and reusable patterns that accelerate AI adoption and ensure consistent quality Build a community of practice around AI and intelligent agents, empowering others to identify opportunities and contribute to the agentic roadmap Act as
Jobs in Canada
Lead Enterprise Systems Engineer in Canada
447 active opportunities · Updated October 2026
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14 jobs
Explore current lead enterprise systems engineer jobs across Canada. Filter by work mode, employment type, experience, department, date posted and distance.
From C$132K/yr
We are a global team of innovators and pioneers dedicated to shaping the future of observability. At New Relic, we build an intelligent platform that empowers companies to thrive in an AI-first world by giving them unparalleled insight into their complex systems. As we continue to expand our global footprint, we're looking for passionate people to join our mission. If you're ready to help the world's best companies optimize their digital applications, we invite you to explore a career with us! Your opportunity As the Manager, GTM Engineering (AI and Automation), you will be key to constructing and maintaining our "Revenue Velocity" engine with a specialized team of architects. In this high impact role, you will report to the Director of Enterprise Systems & Solutions. You will be responsible for the successful technical integration of advanced AI and automation tools throughout our Go-To-Market (GTM) technology stack. This role requires a proactive player-coach who balances thinking strategically about our revenue systems while remaining deeply involved in the creation of durable, data-driven automation frameworks. What you'll do GTM Tech Stack Management: Integrate with and optimize the core Sales and Marketing technology stack (Salesforce, Clay, Rox, Boomi, Salesloft) in alignment with customer-centric initiatives. Workflow & AI Automation: Execute end-to-end automated workflows (lead scoring, routing, alerts) and deploy AI/ML solutions to scale business outreach efficiency. Data Integrity & Analytics: Manage data pipelines and routine hygiene (deduplication, enrichment) across systems; maintain dashboards to track key GTM metrics and deliver forecasting to leadership. Process Execution & Enablement: Work with Program teams to map GTM workflows and drive technical projects from requirements gathering through implementation and user adoption. This role requires 2+ years of people management or relevant leadership experience, such as lead
$100K – $125K/yr
About Sentry Software runs the world and the pace is faster than ever. Sentry helps developers fix errors and performance issues before users notice, so teams can spend less time firefighting and more time building. Trusted by 200,000+ organizations, Sentry is today’s application monitoring standard and our team is building its AI-native future. About the Role At Sentry, Support is an engineering discipline. Our customers are the greatest technical minds in the world—developers at elite enterprises building the future of software—and they deserve answers that go deeper than a knowledge base link. We are architecting the Technical Support engine . We’re looking for a veteran engineer to help us redefine the standard of technical support by combining deep human expertise with autonomous agentic systems. You are a debugger of both code and systems. You will treat support volume as a data signal to build automated resolution paths, ensuring our human engineers only touch the most complex, high-impact architectural puzzles. Sentry Support Engineers aren't just clearing queues; they are Orchestrators . You will engage with our users across GitHub, Discord, and our internal systems, while acting as the Technical Lead for our Agentic Ops. You ensure that when a developer asks a complex question, our systems have the right context and a seamless "Human-in-the-Loop" path to you when deep, nuanced expertise is required. In this role you will Master the Sentry Ecosystem & Support Elite Developers Deep-Dive Debugging: Perform root-cause analysis on complex issues and distributed tracing gaps across polyglot environments. Support the Great Minds: Act as a strategic consultant for senior engineers at our largest enterprise customers, solving high-stakes architectural challenges that push the boundaries of observability. Troubleshoot SDK Implementations: Go deep into the source code of Sentry’s SDKs to help developers instrument complex frameworks and custom environments. Engin
From C$75K/yr
Here at Appian, our values of Intensity and Excellence define who we are. We set high standards and live up to them, ensuring that everything we do is done with care and quality. We approach every challenge with ambition and commitment, holding ourselves and each other accountable to achieve the best results. When you join Appian, you’ll be part of a passionate team dedicated to accomplishing hard things, together. About the Team Appian Customer Success is obsessed with delivering exceptional customer outcomes and high-velocity business impact. Our Public Sector team acts as a trusted strategic partner to government agencies and organizations, bringing their most vital ideas to life. By joining this high-performing team, you will strengthen and evolve your technical consulting skills while accelerating the adoption of our AI-Powered Process Automation platform across critical public infrastructure. As a Senior Consultant, you will step into a pivotal leadership role at the intersection of public sector strategy and modern technical innovation. This is your opportunity to move beyond isolated coding tasks and own the end-to-end delivery of highly visible, complex enterprise systems. You will lead small engineering teams, architect robust integrations, and serve as a trusted technical advisor to client stakeholders - enabling enterprise organizations to achieve true Enterprise-Grade Orchestration . What You’ll Do Lead Project Delivery: Oversee and drive the entire project lifecycle to define, design, and implement custom automation solutions using the Appian platform. Mentor & Develop Talent: Actively lead, coach, and mentor junior consultants through fast-paced software implementations, fostering a culture of technical excellence. Architect Integrations: Build seamless data pipelines and robust APIs to integrate multiple external enterprise systems using REST, SOAP, and JDBC connections. Drive Data Modeling: Design and launch sophisticated relational data
From C$131K/yr
You love turning real business problems into working AI solutions — and you’re not afraid to roll up your sleeves to ship them. In this role, you’ll lead Diligent’s internal AI Solutions function , a small, high-impact team that is embedding AI and GenA I into the systems thousands of colleagues use every day across Marketing, Sales, Customer Success, Finance, HR, Legal, and Product & Engineering. You’ll set the AI vision and roadmap for internal tools, architect solutions, and still build hands-on — from prototypes and reference implementations through to production-grade integrations . You’ll own how AI shows up inside ERP, CRM, BI and core IT platforms, and you’ll be accountable for making those solutions reliable, secure, compliant, and measurably valuable for the business. If you enjoy being a “player-coach” who can move seamlessly between executive conversations and deep technical reviews, this role gives you the scope, visibility, and impact to shape how a global SaaS leader uses AI to run smarter and faster. Here’s a breakdown of what you’ll do (not all of it, just the important stuff) Lead, coach, and grow a high-performing team of AI Solutions Architects and Engineers, setting clear goals and building the capabilities the business needs as AI demand scales. Define and own the strategy, vision, and roadmap for internal AI solutions, translating business priorities into a focused portfolio of AI and platform initiatives. Design and deliver end-to-end AI/GenAI solutions — from ideation and prototyping through production deployment, monitoring, and continuous improvement. Embed AI capabilities (such as RAG, copilots, agents, summarization, and classification) into core business applications including ERP, CRM, BI, and other enterprise systems in a robust, maintainable way.  
$200K – $260K/yr
About Glean: Glean is the Work AI platform that helps everyone work smarter with AI. What began as the industry’s most advanced enterprise search has evolved into a full-scale Work AI ecosystem, powering intelligent Search, an AI Assistant, and scalable AI agents on one secure, open platform. With over 100 enterprise SaaS connectors, flexible LLM choice, and robust APIs, Glean gives organizations the infrastructure to govern, scale, and customize AI across their entire business - without vendor lock-in or costly implementation cycles. At its core, Glean is redefining how enterprises find, use, and act on knowledge. Its Enterprise Graph and Personal Knowledge Graph map the relationships between people, content, and activity, delivering deeply personalized, context-aware responses for every employee. This foundation powers Glean’s agentic capabilities - AI agents that automate real work across teams by accessing the industry’s broadest range of data: enterprise and world, structured and unstructured, historical and real-time. The result: measurable business impact through faster onboarding, hours of productivity gained each week, and smarter, safer decisions at every level. Recognized by Fast Company as one of the World’s Most Innovative Companies (Top 10, 2025), by CNBC’s Disruptor 50, Bloomberg’s AI Startups to Watch (2026), Forbes AI 50, and Gartner’s Tech Innovators in Agentic AI, Glean continues to accelerate its global impact. With customers across 50+ industries and 1,000+ employees in more than 25 countries, we’re helping the world’s largest organizations make every employee AI-fluent, and turning the superintelligent enterprise from concept into reality. If you’re excited to shape how the world works, you’ll help build systems used daily across Microsoft Teams, Zoom, ServiceNow, Zendesk, GitHub, and many more - deeply embedded where people get things done. You’ll ship agentic capabilities on an open, extensible stack, with the craf
From $182K/yr
At Scale, we develop reliable AI systems for the world’s most important decisions. Scale’s product marketing team is responsible for developing and executing strategies that drive awareness and engagement for Scale’s offerings amongst our core audiences. We take a data-driven approach to understand our customers’ needs and challenges, ensuring that their voices are reflected in product development and messaging. We partner closely with product, engineering, research, sales, comms, and the broader marketing team to create a cohesive customer experience across all our channels. We aim to provide valuable insights and resources that help our customers execute on their AI transformation journey. This role will focus on developing and optimizing vertical-specific messaging and content for Scale’s applications business to ensure our messaging resonates with core buyers across verticals. The ideal candidate combines strategic thinking with hands-on execution. You will: Develop clear, compelling messaging for enterprise offerings tailored to key personas within target verticals Create marketing assets, including slide decks, videos, blog posts, and one-pagers, that effectively communicate our value propositions to vertical leaders and support our sales team’s pursuits Lead positioning and sales enablement efforts to drive awareness and engagement for Scale’s offerings. Drive cross-functional marketing programs around target verticals, in conjunction with product, engineering, sales, and growth marketing to create a cohesive customer experience and contribute to pipeline targets Collaborate with field marketing and events teams to develop vertical-specific event strategies, content, and experiences that drive engagement within customer and target accounts Drive customer marketing efforts, creating both strategy and tactics to maximize the value Scale and customers get from our shared success, including case studies, testimonials, visual assets and event particip
From $252K/yr
About Scale AI Scale AI is the data foundation for AI, helping organizations build and deploy reliable production AI applications. We partner with leading enterprises and government organizations to accelerate their AI initiatives through our data annotation platform, generative AI solutions, and enterprise AI capabilities. Role Overview As a Forward Deployed AI Engineering Manager on our Enterprise team, you'll be the technical bridge between Scale AI's cutting-edge AI capabilities and our most strategic customers. You'll work with enterprise clients to understand their unique challenges, lead a team that architects specific AI solutions, and ensure successful deployment and adoption of AI systems in production environments. This is a Management role that combines deep engineering and AI expertise, leading a team, and working on customer-facing problems. You'll work directly with customer engineering teams to integrate AI into their critical workflows. Key Responsibilities Customer Integration & Deployment Partner directly with enterprise customers to understand their technical infrastructure, data pipelines, and business requirements Design and implement custom integrations between Scale AI's platform and customer data environments (cloud platforms, data warehouses, internal APIs) Build robust data connectors and ETL pipelines to ingest, process, and prepare customer data for AI workflows Deploy and configure AI models and agents within customer security and compliance boundaries AI Agent Development Develop production-grade AI agents tailored to customer use cases across domains like customer support, data analysis, content generation, and workflow automation Architect multi-agent systems that orchestrate between different models, tools, and data sources Implement evaluation frameworks to measure agent performance and iterate toward business objectives Design human-in-the-loop workflows and feedback mechanisms for continuous agent improvement Prompt Engineeri
$250K – $300K/yr
About Glean: Glean is the Work AI platform that helps everyone work smarter with AI. What began as the industry’s most advanced enterprise search has evolved into a full-scale Work AI ecosystem, powering intelligent Search, an AI Assistant, and scalable AI agents on one secure, open platform. With over 100 enterprise SaaS connectors, flexible LLM choice, and robust APIs, Glean gives organizations the infrastructure to govern, scale, and customize AI across their entire business - without vendor lock-in or costly implementation cycles. At its core, Glean is redefining how enterprises find, use, and act on knowledge. Its Enterprise Graph and Personal Knowledge Graph map the relationships between people, content, and activity, delivering deeply personalized, context-aware responses for every employee. This foundation powers Glean’s agentic capabilities - AI agents that automate real work across teams by accessing the industry’s broadest range of data: enterprise and world, structured and unstructured, historical and real-time. The result: measurable business impact through faster onboarding, hours of productivity gained each week, and smarter, safer decisions at every level. Recognized by Fast Company as one of the World’s Most Innovative Companies (Top 10, 2025), by CNBC’s Disruptor 50, Bloomberg’s AI Startups to Watch (2026), Forbes AI 50, and Gartner’s Tech Innovators in Agentic AI, Glean continues to accelerate its global impact. With customers across 50+ industries and 1,000+ employees in more than 25 countries, we’re helping the world’s largest organizations make every employee AI-fluent, and turning the superintelligent enterprise from concept into reality. If you’re excited to shape how the world works, you’ll help build systems used daily across Microsoft Teams, Zoom, ServiceNow, Zendesk, GitHub, and many more - deeply embedded where people get things done. You’ll ship agentic capabilities on an open, extensible stack, with the craf
$250K – $300K/yr
About Glean: Glean is the Work AI platform that helps everyone work smarter with AI. What began as the industry’s most advanced enterprise search has evolved into a full-scale Work AI ecosystem, powering intelligent Search, an AI Assistant, and scalable AI agents on one secure, open platform. With over 100 enterprise SaaS connectors, flexible LLM choice, and robust APIs, Glean gives organizations the infrastructure to govern, scale, and customize AI across their entire business - without vendor lock-in or costly implementation cycles. At its core, Glean is redefining how enterprises find, use, and act on knowledge. Its Enterprise Graph and Personal Knowledge Graph map the relationships between people, content, and activity, delivering deeply personalized, context-aware responses for every employee. This foundation powers Glean’s agentic capabilities - AI agents that automate real work across teams by accessing the industry’s broadest range of data: enterprise and world, structured and unstructured, historical and real-time. The result: measurable business impact through faster onboarding, hours of productivity gained each week, and smarter, safer decisions at every level. Recognized by Fast Company as one of the World’s Most Innovative Companies (Top 10, 2025), by CNBC’s Disruptor 50, Bloomberg’s AI Startups to Watch (2026), Forbes AI 50, and Gartner’s Tech Innovators in Agentic AI, Glean continues to accelerate its global impact. With customers across 50+ industries and 1,000+ employees in more than 25 countries, we’re helping the world’s largest organizations make every employee AI-fluent, and turning the superintelligent enterprise from concept into reality. If you’re excited to shape how the world works, you’ll help build systems used daily across Microsoft Teams, Zoom, ServiceNow, Zendesk, GitHub, and many more - deeply embedded where people get things done. You’ll ship agentic capabilities on an open, extensible stack, with the craf
From C$108K/yr
At Lyft, our purpose is to serve and connect. We aim to achieve this by cultivating a work environment where all team members belong and have the opportunity to thrive. As a Frontend Software Engineer on the Operator Core Tooling pod, you'll play a vital role in building the robust services that power our critical operations tooling platform. Your work will directly empower our micromobility operations teams by providing them with intuitive and efficient tools, significantly improving their daily workflows as they manage our fleet. You'll collaborate closely with business leaders, front-end developers, and data scientists across Lyft to achieve this impact. Responsibilities: Help define the roadmap and architecture based on technology and business needs Write well-crafted, well-tested, readable, maintainable code Have a good grasp and ability to explain the various tradeoffs made in decisions Participate in code reviews to ensure code quality and distribute knowledge Lead projects from idea to positive execution Incorporate considerations for business context and failure modes in your work Proactively participate in resolving ongoing incidents Unblock, support, effectively communicate and obtain buy-in across teams to achieve results Share your knowledge by giving brown bags, tech talks, and evangelizing appropriate tech and engineering best practices See the direct impact of your work on the efficiency of our operating teams Experience: 3+ years of software engineering industry Advanced knowledge of JavaScript Experience working with modern JavaScript frameworks, like React Experience working with NodeJS and Express applications Experience working with design systems (e.g. Bootstrap, Salesforce Lightning, GitHub Primer) Good understanding of web performance and how browsers and DOM work Experience with unit, integration, and end-to-end testing Experience designing, building and improving a set of team owned components Culture of investigating and solvin
About the Team OpenAI’s User Operations team shepherds our customer’s adoption of AI and ensures that our customers' product experience is nothing short of exceptional. We are building the very first post-AGI support team. We resolve complex issues, provide technical guidance, and support customers in maximizing value and adoption from deploying our products. We work closely with Sales, Technical Success, Product, Engineering and others to deliver the best possible experience to our customers at scale. OpenAI's customers represent a range of diverse backgrounds and maturity, from early-stage startups to established global enterprises. About the Role We are looking for a leader to build and scale our Support Engineering team, which will collaborate directly with our strategic enterprise accounts, our product and engineering teams, as well as our field teams to solve some of the most difficult technical problems faced by our customers. You will lead one of the best technical troubleshooting teams at OpenAI, and our customers and Engineering teams will look to you for technical guidance in addressing the most technically difficult issues in our environment. You will play an integral role in building knowledge within the team and be part of strategic initiatives for organizational and process improvements. Working directly with our most strategic customers - You will be crucial to the success of the most innovative, disruptive, and high-scale AI solutions being built with the OpenAI platform. This team will handle high difficulty situations and issues. The team will be global, providing 24x7 technical coverage for our customers. This will be an opportunity to build this new team from first principles - your leadership will determine the future of this organization. The ideal candidate will have a combination of technical capabilities mixed with strong leadership and systems building strength. This Toronto-based role is currently remote and is expected to transition to a
Secure Every Identity, from AI to Human Identity is the key to unlocking the potential of AI. Okta secures AI by building the trusted, neutral infrastructure that enables organizations to safely embrace this new era. This work requires a relentless drive to solve complex challenges with real-world stakes. We are looking for builders and owners who operate with speed and urgency and execute with excellence. This is an opportunity to do career-defining work. We're all in on this mission. If you are too, let's talk. The Opportunity: Okta Access Gateway (OAG) Enterprises run on a mix of modern cloud services and mission-critical on-premises systems (such as Oracle E-Business Suite, SAP, PeopleSoft, and custom legacy web apps). Okta Access Gateway (OAG) solves the enterprise hybrid cloud challenge by extending Okta’s cloud identity, Adaptive MFA, and Zero Trust security policies to on-premises and legacy applications without requiring custom code changes or traditional VPNs. As the Engineering Manager for Okta Access Gateway in Toronto, you will lead and grow a team of software engineers building the next generation of our hybrid access and gateway infrastructure. You will partner closely with Product Management, Architecture, Security, and Quality teams to deliver high-throughput, mission-critical security software deployed across multi-cloud and enterprise datacenters globally. What You’ll Do People Leadership & Team Growth Lead, mentor, and empower an engineering team, fostering an inclusive, high-performance, and psychologically safe engineering culture. Drive career progression, goal setting, regular 1:1s, and continuous feedback to help engineers grow their technical and leadership skills. Attract, interview, and hire diverse engineering talent to scale Okta’s engineering presence in Toronto. Delivery & Operational Excellence Own the end-to-end execution and delivery of key product roadmap initiatives, balancing feature velocity, technical debt, and softwar
Who are we? Cohere is the leading security-first enterprise AI company. We build cutting-edge foundation AI models and end-to-end products that are designed to solve real-world business problems. We’re training and deploying frontier models for enterprises who are building AI systems. We believe that our work is instrumental to the widespread adoption of AI and we are looking for folks that want to be part of that. We obsess over what we build. Each one of us is responsible for contributing to increasing the capabilities of our models and the value they drive for our customers. Cohere is a team of researchers, engineers, designers, and more, who are all passionate about their craft. We are a global technology company headquartered in Toronto with key offices in London, New York City, San Francisco, Montreal, Paris, Berlin and Seoul. Join us! As a Senior Security Engineer you will: Serve as trusted advisor to team’s leadership and partner teams by clearly articulating business risks associated with security issues Lead security operation functions – including vulnerability management, SAST, DAST, detection engineering, and incident response – in CI/CD and cloud-native production environments Integrate security into our applications throughout the software development lifecycle Collaborate with product and development teams, driving the success of larger projects to ensure that software is built and deployed securely without compromising agility and speed Driving and supporting bug bounty program, application security reviews and threat modeling, including code review and dynamic testing Assess and integrate security tools to automate and scale security processes, i.e: evaluate open-source vs vendor solutions Gather and analyze security metrics to address security issues with cross-team dependencies Be a problem solver who is empathetic to developer concerns and will employ constructive and flexible approach to building innovative solutions You may be a good fit if: 5
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