Senior Infrastructure Automation Engineer in Canada

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

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

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

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

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

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

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

Overview: Guidepoint seeks an experienced Data/AI Engineer as an integral member of the Toronto-based AI team. The Toronto Technology Hub serves as the base of our Data/AI/ML team, dedicated to building a modern data infrastructure for advanced analytics and the development of responsible AI. This strategic investment is integral to Guidepoint’s vision for the future, aiming to develop cutting-edge Generative AI and analytical capabilities that will underpin Guidepoint’s Next-Gen research enablement platform and data products. This role demands exceptional leadership and technical prowess to drive the development of next-generation research enablement platforms and AI-driven data products. You will develop and scale Generative AI-powered systems, including large language model (LLM) applications and research agents, while ensuring the integration of responsible AI and best-in-class MLOps. The Senior AI/ML Engineer will be a primary contributor to building scalable AI/ML capabilities using Databricks and other state-of-the-art tools across all of Guidepoint’s products. Guidepoint’s Technology team thrives on problem-solving and creating happier users. As Guidepoint works to achieve its mission of making individuals, businesses, and the world smarter through personalized knowledge-sharing solutions, the engineering team is taking on challenges to improve our internal application architecture and create new AI-enabled products to optimize the seamless delivery of our services. This is a hybrid position based in Toronto. What You'll Do: Architect and Build Production Systems: Design, build, and operate scalable, low-latency backend services and APIs that serve Generative AI features, from retrieval-augmented generation (RAG) pipelines to complex agentic systems. Own the AI Application Lifecycle: Own the end-to-end lifecycle of AI-powered applications, including system design, development, deployment (CI/CD), monitoring, and optimization

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 Agent Gateway Team The Agent Gateway team owns the identity-aware infrastructure that connects enterprise AI agents to the tools, data, and services their organizations authorize. Every call from Claude, Agentforce, Codex, and internal/homegrown agents to a resource flows through us. We enforce authorization, isolate credentials, mint the right token per target, and produce the audit trails that security teams rely on. We are early in a rapidly evolving space. The standards for agent identity (MCP, OAuth token exchange, DCR) are being built under our feet. Our roadmap includes hardening the data plane for on-premises customer deployments, extending policy semantics beyond tool-level allowlists, adding native support for Agent-to-Agent brokered delegation, and scaling to tenants with thousands of virtual MCP servers. The Senior Software Engineer Opportunity Okta is looking for a Senior Software Engineer to help build the Agent Gateway. You will own features and components across the data and control planes, turning technical designs and product requirements into reliable production systems. Working alongside staff engineers, you will implement token exchange, request routing, credential resolution, and policy evaluation as agent identity specifications evolve. This is a hands-on software development role at the intersection of product, security, and infrastructure. You will ship services that handle agentic traffic reliably and performantly at scale. Wha

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. This is a contract position through our staffing partner Magnit. 108,000.00 - 135,000.00 - 162,000.00 CAD Annual This role is not eligible for the Okta-sponsored benefits listed below. Magnit will provide any locally required benefits. Okta seeks a skilled Senior Recruiter to drive full-lifecycle recruitment and build strategic talent pipelines for our Engineering organization across North America. As part of our AMER Tech Recruiting team, you will be a trusted talent advisor responsible for sourcing, engaging, and delivering top-tier engineering talent while maintaining an "always recruiting" mindset in a fast-paced, high-growth environment. What You'll Be Doing Own full-lifecycle recruitment for Engineering and technical roles (Software Engineering, Site Reliability, Security, TPM, Product) across US & Canada, managing a flexible req load that scales with business priorities. Partner strategically with hiring managers and leadership to understand talent needs, define role scope, advise on talent gap mitigation, and challenge assumptions to ensure hiring decisions strengthen long-term organizational capability. Build and execute talent strategies that balance external hiring with internal mobility, creating sustainable pipelines that reflect commitment to diversity, inclusion, and high-performing engineering culture. Drive metrics-informed recruiting decisions by developing KPIs, analyzing recruiting data, and using insights to optimi

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 role At Okta, we believe AI will fundamentally transform how design, research, and product development happen. We are looking for a Senior Design Operations Program Manager, Agentic Design to lead the operationalization and enablement of internal AI agents, plug-ins, and automated workflows across our Design team — reimaging how designers create in the AI era through internal AI agents. In this role, you will bridge the gap between AI tooling capabilities and practical design ops execution. You will partner closely with design, product management and design systems to govern, evaluate, deploy, and scale AI-driven design capabilities — making our 60+ person design org dramatically faster, more consistent, and highly innovative. This is a tactical, execution-focused builder role for an operations leader who is deeply curious about AI tools, understands modern UX workflows, and excels at change management, team enablement, and operationalizing new frameworks. What you'll do AI & Agentic Design Enablement Serve as the operational connective tissue driving AI adoption, evaluation, and workflow integration across Product Design, UX Research, and Content Design. Manage the intake, evaluation, and approval process for design plug-ins, Model Context Protocol (MCP) integrations, and generative AI tools (e.g., custom content design assistants, design-to-code agents). Partner with internal engineering teams to operationalize, ship, and drive adopt

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. Senior Software Engineer, Device Identity 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. Device Identity and Access Organization The Device Identity and Access organization is at the forefront of Okta’s Zero Trust vision. As a foundational pillar within Okta Research and Development (ORD), our mission is to transform the device itself into a secure, trusted, and effortless identity factor. We are the teams responsible for ensuring users can seamlessly interact with their work from any endpoint, anywhere in the world. We engineer the end-to-end device experience—from our flagship FastPass , Okta Device Access (ODA), and Device Assurance . Our teams own the continuous authentication pipeline, device lifecycle management, and the sophisticated cloud services that analyze real-time trust and assurance signals to make frictionless, passwordless access a reality across Windows, macOS, iOS, Linux and Android. Our organization is comprised of engineers who thrive at the intersectio

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 Auth0 Delivery Enablement & Operations team is seeking a Senior Technical Program Manager to drive the cross-functional delivery of our most strategic portfolio of work in Platform Infrastructure. We are seeking an individual with a passion for technology, infrastructure, and operational excellence. The Senior Technical Program Manager will partner with Product and Engineering teams to implement, maintain, and optimize complex operational processes, inclusive of clarifying needs and value, securing commitment from teams across the organization, setting timelines, and facilitating ongoing delivery and execution. This role will report to the Senior Manager, Technical Program Management. You will: Drive large-scale, complex, cross-functional programs from design through delivery. Partner with Product and Engineering to define scope, value, and technical requirements, securing commitments across organizations. Orchestrate planning, prioritization, and execution, managing the integrated program plan and timelines across disparate functions. Proactively identify and resolve risks, dependencies, and impediments, clearly communicating trade-offs and solutions to stakeholders. Build and maintain strong relationships , serving as the central point of contact and providing consistent transparency into program goals, progress, and quality. Energize cross-functional teams to achieve ambitious objectives and uphold world-class operational excellence and sec

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. Okta enables universal, secure access to technology for every user and organization. The Device Identity and Access team ensures that every endpoint interacting with corporate resources is trusted, healthy, and secure. Our pillar spans four domains: Device Identity, Device Authentication, Device Security Posture, and Endpoint AI Security. We are hiring a Senior Product Manager to drive our Zero Trust Authentication group. In this role, you will lead the core execution, performance, and deployment strategy for Okta’s foundational endpoint products. You will own the operational excellence of Okta Verify , FastPass , and Device Assurance , ensuring that our core passwordless authentication flows and device posture engines remain performant, secure, and incredibly easy for global enterprises to deploy at scale. This is a critical, high-impact role designed for a highly autonomous product manager. You will take on the tactical execution and smaller strategic investments for our endpoint authenticators, acting as the team's operational anchor so that our senior product leaders can continuously expand our strategic frontiers. What you will own You will bridge user experience and deep systems engineering to ensure our core authentication products scale reliably for millions of global users. Core Device Assurance Execution: Own the roadmap for our baseline security posture checks (such as OS version validation, disk encryption, and firewall status). You will m

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. Senior Solutions Engineer, Okta (Canada) Secure Every Identity, from Human to AI Agent About the Role At Okta, we believe that identity is the foundation of security and digital transformation. As a Senior Solutions Engineer, you will be the trusted technical advisor to our largest, most complex enterprise customers and a critical driver of our sales organization. We are looking for a highly strategic Pre-Sales professional whose consultative expertise, emotional intelligence, and enterprise sales acumen are their defining strengths. While technical agility is required, your primary focus will be owning the technical sales cycle by anchoring technical features to positive business outcomes. You will partner closely with Account Executives to uncover top-of-mind business challenges—specifically around mitigating risk, reducing costs, and driving operational efficiency. By establishing value-based conversations, you will prove how Okta’s independent, neutral, and end-to-end identity platform can transform their architecture and secure the "Tech Win" on large-scale deals. What You'll Be Doing Master the Discovery Process: Leverage exceptional active listening to dig deep into customer pain points. You will uncover the 'why' behind the initiative, focusing on how Okta's vast pre-built integrations and scalable architecture can solve their most complex, diverse environmental challenges. Navigate Complex Organizations: Translate highly technical concepts into cle