Ai Support Engineer in Toronto

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 You are a deep technical architect. Whether it's a Fortune 500 CTO or a startup founder, you know how to read the room and steer it. You have handled enough OAuth token flows, SCIM failures, and multi-product integration edge cases to spot root issues fast. In this role, you will help shape how developers understand identity at scale. You serve as the top technical escalation point for our support team. You are our domain expert. You influence product roadmaps. You mentor engineers. You challenge standard practices. You raise the bar across the entire global team. You handle ambiguity well. You operate with full autonomy. You focus on delivering outcomes that unblock our most complex accounts. What You Do Strategic Escalations and Architecture This is not primarily a queue role. You will mostly engage on cases that exceed senior engineer scope, the ones that need architecture judgment, not triage. End-to-End Ownership: Resolve our most complex developer cases, including multi-product architectures, ISV integration designs, and strategic account escalations. Cross-Functional Bridge: Serve as the technical link between Developer Support and ISV Partnerships, working directly with strategic partners on integration design. Architectural Consulting: Join customer and partner calls to advise on architecture and resolve issues beyond standard support scope. Product and Executive Engagement Roadmap Influence: Partner with Product Management and Engineering

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

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. The Safety and Customer Care (SCC) team at Lyft manages over 1.7 million monthly human and AI interactions and serves as Lyft's primary direct touchpoint with riders and drivers. We handle critical infrastructure that powers both human associates and AI agents to make riders and drivers feel safe and comfortable while riding or driving with Lyft, transforming every support interaction into a moment of genuine connection. Agentic AI is at the center of how we scale that mission. We fine-tune and align open-source models, build AI-powered support agents, and develop end-to-end AI agents for safety case management, systems that reason over complex, high-stakes cases and drive them to resolution. SCC brings together ML, data, backend, and product engineers alongside data scientists and operations partners to transform these systems. As a Machine Learning Engineer on the SCC team, you will fine-tune and align models and build AI Agents that power how riders and drivers get help. Your work spans the full loop: post-training open-source models for our domain, composing them into multi-step agents, and building the evaluation that proves they are safe to ship in a customer-facing, safety-critical setting. Post-train and adapt open-source LLMs for SCC use cases using SFT, LoRA, and preference-tuning methods (RLHF, RLAIF, RLVR). Design and build AI-powered support agents and end-to-end agents for safety case management using LangGraph or equivalent agentic frameworks. Own the evaluation data flywheel, offline and online, that defines what "good" looks like and build benchmarks for the team to hill-climb. Turn interaction feedback into training data and learning signals, closing the data flywheel that continuously improves the models. Responsibilities: Conduct literature review and build post-training fra

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. We're looking for a Workato/Boomi Integration Engineer to build and support enterprise automation, with a focus on Legal systems integration (CLM, e-signature, matter management, compliance). You'll work across iPaaS, APIs, and AI/agentic tooling (Workato Genie, AI Skills, MCP servers) to connect Legal and other business systems. Responsibilities: Design and build Recipes and process automations across multiple systems, including AI-powered workflows using Workato Genie and MCP servers. Build and support AI Agents (Genies) for Legal and business-process automation, including prompt design and IDP for unstructured Legal content (contracts, filings). Design and manage secure API endpoints (REST/SOAP) and SFTP connections; build ETL/data-sync pipelines across formats (JSON, XML, CSV, EDI). Deploy and manage On-Premises Agents (OPA) for secure, behind-firewall connectivity. Maintain platform environments and security (RBAC, SSO, versioning); monitor jobs and troubleshoot failures. Build employee-facing tools (Workbot/ChatOps, Workflow/AgentX Apps, Slack integrations) with human-in-the-loop steps. Integrate business applications (CRM, HR, Finance, LMS, Legal, Budget & Forecast) via Boomi, with emphasis on Legal, Financial, and Supply Chain integrations. Write and optimize SQL/PL-SQL and custom scripts (Java/Groovy/JavaScript/Python); manage code via Git/GitHub; provide production support and on-call as needed. Partner with Legal, Compliance, and IT stakeholders to gather requirements and translate them into working integrations. Experience: 6–8 years of integration/automation experience, with hands-on Workato and Boomi. 4–6 years building and managing APIs (API Gateway, OAuth/SAML/JWT) and SFTP-based file transfers. 2+ years supporting Legal systems integrations (CLM, e-signature, matter management, c

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. The Safety and Customer Care (SCC) team at Lyft manages over 1.7 million monthly human and AI interactions and serves as Lyft's primary direct touchpoint with riders and drivers. We handle critical infrastructure that powers both human associates and AI agents to make riders and drivers feel safe and comfortable while riding or driving with Lyft, transforming every support interaction into a moment of genuine connection. As a Data Scientist working on Causal Inference in SCC, you'll partner with a strong team of engineers, product managers, designers, and operations leaders to deliver a personalized and exceptional experience for Lyft customers, using rigorous causal inference to guide the highest-stakes decisions we make. We're looking for a motivated and talented Data Scientist with deep causal inference expertise to join the SCC Data Science team. You'll partner closely with the area's tech lead on high-impact work spanning AI-powered support products, differentiated service, and operations optimization. The ideal candidate brings sharp applied inference intuition, a bias toward impact, and the ability to cut through ambiguity in complex problem spaces. You'll work on projects like: Design rigorous experiments and quasi-experiments to measure the causal impact of SCC product and AI-agent launches, and drive data-informed launch decisions. Build causal ML models to optimize concession budget allocation, targeting the right support credit, to the right rider or driver, at the right moment to maximize trust and business impact. Quantify the long-term effects of support-experience changes on rider and driver retention, and uncover heterogeneous treatment effects across our community. Deliver strategic insights on quality–cost tradeoffs, empowering leadership to balance service quality, coverage,

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. About Okta Secures AI Team The Okta for AI Agents Team is building the future of digital identity management. The way companies are using agents and allowing them access is undergoing a fundamental shift, enabling teams to move fast while staying secure. Our North Star is clear: To get AI right, you have to get identity right. We are not just managing identities; we are building the industry's first Identity Security Fabric for the agentic era. As organizations rapidly deploy AI, these non-human entities are acting with access to critical tools, often bypassing traditional perimeters and creating a 'Shadow AI' crisis. Our mission is to move identity from a reactive gatekeeper to a unified control plane, transforming AI risk into business ROI. We are tackling this by implementing a comprehensive four-pillar maturity model: Discover, Onboard, Protect, and Govern. We are driving innovation by defining the standards for Agentic Identity—including pioneer work with securing AI Agents and support for protocols like MCP. You will be helping us build the infrastructure that allows enterprises to scale AI safely, ensuring every access decision—whether made by a human or an automated agent—is authenticated, authorized, and audited at scale. We are a diverse team of engineers, product managers, and designers who are bringing Okta’s expertise in identity to define the future of Agent Identity management, focusing on enablement while staying secure. About the role

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. About Okta Secures AI Team The Okta for AI Agents Team is building the future of digital identity management. The way companies are using agents and allowing them access is undergoing a fundamental shift, enabling teams to move fast while staying secure. Our North Star is clear: To get AI right, you have to get identity right. We are not just managing identities; we are building the industry's first Identity Security Fabric for the agentic era. As organizations rapidly deploy AI, these non-human entities are acting with access to critical tools, often bypassing traditional perimeters and creating a 'Shadow AI' crisis. Our mission is to move identity from a reactive gatekeeper to a unified control plane, transforming AI risk into business ROI. We are tackling this by implementing a comprehensive four-pillar maturity model: Discover, Onboard, Protect, and Govern. We are driving innovation by defining the standards for Agentic Identity—including pioneer work with securing AI Agents and support for protocols like MCP. You will be helping us build the infrastructure that allows enterprises to scale AI safely, ensuring every access decision—whether made by a human or an automated agent—is authenticated, authorized, and audited at scale. We are a diverse team of engineers, product managers, and designers who are bringing Okta’s expertise in identity to define the future of Agent Identity management, focusing on enablement while staying secure. About the role

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. About Okta Secures AI Team The Okta for AI Agents Team is building the future of digital identity management. The way companies are using agents and allowing them access is undergoing a fundamental shift, enabling teams to move fast while staying secure. Our North Star is clear: To get AI right, you have to get identity right. We are not just managing identities; we are building the industry's first Identity Security Fabric for the agentic era. As organizations rapidly deploy AI, these non-human entities are acting with access to critical tools, often bypassing traditional perimeters and creating a 'Shadow AI' crisis. Our mission is to move identity from a reactive gatekeeper to a unified control plane, transforming AI risk into business ROI. We are tackling this by implementing a comprehensive four-pillar maturity model: Discover, Onboard, Protect, and Govern. We are driving innovation by defining the standards for Agentic Identity—including pioneer work with securing AI Agents and support for protocols like MCP. You will be helping us build the infrastructure that allows enterprises to scale AI safely, ensuring every access decision—whether made by a human or an automated agent—is authenticated, authorized, and audited at scale. We are a diverse team of engineers, product managers, and designers who are bringing Okta’s expertise in identity to define the future of Agent Identity management, focusing on enablement while staying secure. About the role

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. About Okta Secures AI Team The Okta Secures AI Team is building the future of digital identity management. The way companies are using agents and allowing them access is undergoing a fundamental shift, enabling teams to move fast while staying secure. Our North Star is clear: To get AI right, you have to get identity right. We are not just managing identities; we are building the industry's first Identity Security Fabric for the agentic era. As organizations rapidly deploy AI, these non-human entities are acting with access to critical tools, often bypassing traditional perimeters and creating a 'Shadow AI' crisis. Our mission is to move identity from a reactive gatekeeper to a unified control plane, transforming AI risk into business ROI. We are tackling this by implementing a comprehensive four-pillar maturity model: Discover, Onboard, Protect, and Govern. We are driving innovation by defining the standards for Agentic Identity—including pioneer work with securing AI Agents and support for protocols like MCP. You will be helping us build the infrastructure that allows enterprises to scale AI safely, ensuring every access decision—whether made by a human or an automated agent—is authenticated, authorized, and audited at scale. We are a diverse team of engineers, product managers, and designers who are bringing Okta’s expertise in identity to define the future of Agent Identity management, focusing on enablement while staying secure. About the role &n

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 Senior Software Engineer, Data on the Mapping team, you will collaborate with our world-class team of engineers, product managers, and scientists to grow and improve the quality of recommended routes and accuracy of our travel time estimations. You will lead the architecture and long-term technical direction of our offline experimentation tooling and route simulation services — the systems that let Lyft test routing changes safely before they reach production. You'll also build scalable data pipelines for experimentation, analytics, and machine learning models, along with the data governance and observability systems that keep them trustworthy. Your work will enable integration with partner teams and allow stakeholders across Engineering, Data Science, and Product to make data-informed decisions that directly impact Lyft’s growth and profitability. Our technology stack is based on the latest technologies such as AWS, Databricks, Kubernetes and Airflow. You will work with incredibly passionate and talented colleagues from software engineering, machine learning and data science on projects that directly impact millions of riders and drivers. Responsibilities Own core data pipelines end-to-end, building deep subject matter expertise in the systems you manage and defining/managing SLAs for pipelines, services, and datasets to ensure reliability at scale Serve as the technical owner and architectural lead for our offline experimentation platform and route simulation services, setting technical direction, evaluating trade-offs, and ensuring the systems scale with Lyft's routing and mapping ambitions Continuously evolve data models and schemas to meet business and engineering requirements Develop AI tools that support self-service management of data pipelines (ETL) and schema evolution, and perform han

Engineering Manager, AI Conversation Platform Who we are About Stripe Stripe is a financial infrastructure platform for businesses. Millions of companies—from the world’s largest enterprises to the most ambitious startups—use Stripe to accept payments, grow their revenue, and accelerate new business opportunities. Our mission is to increase the GDP of the internet, and we have a staggering amount of work ahead. That means you have an unprecedented opportunity to put the global economy within everyone’s reach while doing the most important work of your career. About the team The newly formed Conversation Platform team aims to build a conversation platform for all merchants who use Stripe. We are doing so by (a) automating the easy tasks, and (b) assisting our users in the difficult tasks. Some examples include customizing the Stripe landing page to suggest bespoke integrations, allowing users to command the Stripe API in natural language, and resolving user issues automatically. We are developing RAG based systems on the latest LLMs as well as fine-tuning our own models. We’re an end-to-end team going from ideas to models to shipping in production. What you’ll do Responsibilities Driving an ambitious vision for AI/ML that benefits our users Setting the technical & process direction for the team based on business goals Brainstorm and coordinate product integrations with partner teams Proposing new ideas and building prototypes Be an integral part of a larger ML community internally & externally Hire & develop a world-class team to deliver high-quality ML systems. Coach engineers to help them grow in their careers and maintain a high bar Who you are We are looking for ML Engineering Managers who are passionate about using ML to improve products and delight customers. You have experience leading teams that develop streaming feature pipelines, build ML models, and deploy them to production, even if it involves making substantial changes to backend code. You a

Engineering Manager, AI Conversation Platform Who we are About Stripe Stripe is a financial infrastructure platform for businesses. Millions of companies—from the world’s largest enterprises to the most ambitious startups—use Stripe to accept payments, grow their revenue, and accelerate new business opportunities. Our mission is to increase the GDP of the internet, and we have a staggering amount of work ahead. That means you have an unprecedented opportunity to put the global economy within everyone’s reach while doing the most important work of your career. About the team The newly formed Conversation Platform team aims to build a conversation platform for all merchants who use Stripe. We are doing so by (a) automating the easy tasks, and (b) assisting our users in the difficult tasks. Some examples include customizing the Stripe landing page to suggest bespoke integrations, allowing users to command the Stripe API in natural language, and resolving user issues automatically. We are developing RAG based systems on the latest LLMs as well as fine-tuning our own models. We’re an end-to-end team going from ideas to models to shipping in production. What you’ll do Responsibilities Driving an ambitious vision for AI/ML that benefits our users Setting the technical & process direction for the team based on business goals Brainstorm and coordinate product integrations with partner teams Proposing new ideas and building prototypes Be an integral part of a larger ML community internally & externally Hire & develop a world-class team to deliver high-quality ML systems. Coach engineers to help them grow in their careers and maintain a high bar Who you are We are looking for ML Engineering Managers who are passionate about using ML to improve products and delight customers. You have experience leading teams that develop streaming feature pipelines, build ML models, and deploy them to production, even if it involves making substantial changes to backend code. You a

About the role There’s a wide gap between an agent that works in a demo and one that works across millions of live transactions. Closing it is the job. You’ll embed with the teams and customers who depend on AI — risk, fraud, collections, payments, support, developer experience — and design, build, and ship agentic systems into their production environments. You’ll also help build the platform underneath: Paytm’s AI inference platform (Pi) and the agentic runtime, orchestration, and tooling that lets agents reason, plan, use tools, and run multi-step workflows safely.

About the Role We are a small team of AI builders in Paytm Labs. As a Staff AI Platform Engineer, you will work across inference and agentic systems. You will contribute to Paytm's AI inference platform (Pi), serving internal teams and enterprise customers - running our own coding and domain-specific models (voice, vision, risk, fintech workflows) as well as third-party models. You will also architect and build the platform that enables autonomous AI agents to operate safely and reliably in production - the runtime, orchestration, and developer tooling for agents to reason, plan, use tools, and execute complex multi-step workflows, automating both software development and business processes. You will work at the intersection of LLMs, distributed systems, and production fintech infrastructure, helping define how inference and agentic AI are built and deployed across payments, risk, fraud, collections, support, and developer experience.

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 Team : Have you ever considered what powers the intelligent features behind seamless product experiences? The GenAI team is at the forefront of enabling AI-powered security and intelligent innovation across our organization. From crafting AI powered security services, to intuitive generative AI-powered chat experiences that provide instant product support, and developing the best developer experience around authentication for generative AI and AI agents, our team is instrumental in bringing the transformative power of AI to life. We collaborate closely with the Machine Learning team and various product teams to ensure the seamless and secure delivery of AI-enhanced features that provide real value to our users. The Opportunity : As a Staff Machine Learning Engineer on the Generative AI team, you will help shape, architect, and accelerate our Generative AI strategy by contributing across the stack of model development, infrastructure, and platform services. You’ll drive design and implementation of production-ready AI/ML systems at scale: ranging from LLM-powered features to reusable components that other teams across Okta can build on. You will have the opportunity to: Architect, design, and deploy robust Machine Learning & GenAI systems, ensuring seamless integration with diverse platform services and establishing scalable LLMOps pipelines in production. Drive technical decision making while striving to hit the right balance between factors s