Ai Support Engineer in Canada

About the Team OpenAI’s User Operations team shepherds our customers’ 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’re looking for dedicated, experienced, and deeply curious individuals to help solve some of the most complex challenges faced by our customers while building the future of post-AGI support alongside us. In this role, you’ll work directly with customers through support tickets and live calls, troubleshooting high-impact issues and resolving novel, often ambiguous technical problems in one of the fastest-moving environments in technology. As AI adoption rapidly accelerates, the work you do will directly support mission-critical systems being built on OpenAI’s platform, serving as a critical line of defense for customers operating at massive scale. Beyond resolving technical issues, you’ll help define what world-class support looks like in an AGI-driven future. You’ll partner closely with Engineering, Product, and Operations to improve systems, reduce bugs, and elevate the customer experience, while leveraging automation, agents, and our own AI technology to transform how support operates at scale. This Toronto-based role is currently remote and is expected to transition to an in-office arrangement. In this role, you will: Work directly with customers to troubleshoot and resolve their most complex technical issues, including API failures, integration challenges, authentication errors, and production incidents. Providing

AI Specialist, Executive Support Engineering — San Jose, CA. Apply via Workday.

Airbnb was born in 2007 when two hosts welcomed three guests to their San Francisco home, and has since grown to over 5 million hosts who have welcomed over 2 billion guest arrivals in almost every country across the globe. Every day, hosts offer unique stays and experiences that make it possible for guests to connect with communities in a more authentic way. The Community You Will Join AirSupport helps Airbnb employees stay productive wherever and however they work. Within AirSupport, Executive Support provides a dedicated, high-touch technology experience for Airbnb’s senior leaders and their Executive Business Partners. The team combines deep technical expertise, proactive support, and strong cross-functional partnership across office, remote, travel, event, and other approved environments. Executive Support owns the executive technology experience, working closely with engineering, security, infrastructure, AV, workplace, and other technology partners who own the underlying technologies. The Difference You Will Make As a Senior Executive IT Support Engineer, you will be one of the most senior technical individual contributors within AirSupport and a trusted technology partner to Airbnb’s executive population. You will combine hands-on technical expertise with strong judgment, proactive planning, and cross-functional leadership. You will own complex and sensitive executive technology issues through resolution, anticipate risks before they become disruptions, and lead improvements that make the executive experience more reliable and supportable. Your impact will extend beyond the issues you personally resolve. You will identify patterns in what Executive Support is seeing, connect them to broader employee technology priorities, develop recommendations, and influence the teams responsible for the underlying technology. You will help shape Executive Support technical direction, represent the support perspective in major technology decisions, and identify opportuniti

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

Sigma is growing rapidly, and our Technical Support Engineering team is scaling alongside it to meet the needs of an expanding global user base. As a Technical Support Engineer at Sigma, you will be part of an award-winning team recognized with the 2024 Stevie Gold Award for Customer Service, helping customers solve technical, business, and data challenges using the Sigma platform. You'll work closely with Product, Engineering, and Go-to-Market teams to diagnose complex issues, drive solutions, and contribute to the continuous improvement of our product and support operations. Minimum Education Requirement This position requires a U.S. Bachelor's degree (or foreign equivalent) in Computer Science, Software Engineering, Information Systems, Data Science, or a closely related technical field. This requirement is a minimum and cannot be substituted by work experience alone. What You Will Be Doing You will work with Sigma's customers and the pre-sales team to assist with the diagnosis and resolution of complex technical issues. Working closely with the development team, you will develop best practices and tools for diagnosing issues and optimizing the service for performance. Collaborate with cross-functional groups — backend, frontend, DevOps, design, product, and the go-to-market teams to create a first-class experience for users of our product. Participate in quarterly projects and perform periodic on-call duties to improve automation and processes. Qualifications We Are Looking For 2+ years of experience in a customer-facing technical role (Technical Support, Solutions Engineering, or Software Engineering) at a cloud or SaaS provider. SQL proficiency — strong grasp of JOINs, Partitions, Window Functions, Aggregations, CTEs, and sub-queries. SQL query performance troubleshooting and query plan analysis. Proficient in data modeling concepts. Ability to chart data into logical visualizations. A proven track record of building trust with customers and brin

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 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

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 Metronome, now part of Stripe, is the leading usage-based billing platform built for modern software companies. With Metronome, companies can launch products faster, offer any pricing model, and streamline finance workflows without writing code. Our platform computes millions of invoices per billing period and is scaling rapidly to accommodate new customers, saving them hours of development time and manual invoicing and enabling them to use consumption data to better serve their customers. Our customers love our product and approach, and we’re humbled to work with amazing companies like OpenAI, NVIDIA, Confluent, and Anthropic. What you’ll do As a member of our technical support engineering team, you will be on the front lines providing world-class customer service. As part of our engineering organization, you will become an expert on our product and partner closely with Metronome's engineers, customer success, solutions architecture, and growth teams, as well as our customers' developers. Your primary responsibilities will include handling customer escalations through our ticketing system, using internal observability tools to diagnose and scope customer-facing issues, collaborating directly with customers via Slack and other channels, and developing internal tools and documentation to improve the support experience. Since we view every support escalation as an opportunity to learn, both as individuals and as a company, you will play a

About the Team The Technical Support team is responsible for ensuring that developers and enterprises can reliably build mission critical solutions using OpenAI models. We provide technical guidance, resolve complex issues and support customers in maximizing value and adoption from deploying our highly-capable models. We work closely with Technical Success, Product, Engineering and others to deliver the best possible experience to our customers at scale. We think from an automation-first mindset and leverage the latest in AI to scale our support operations. Join the Senior Support Engineering (SSE) team at OpenAI and help shape the future of Technical Support in the age of AI. About the Role We are looking for a Senior Support Engineer to collaborate directly with our strategic enterprise accounts and product teams, helping solve some of the most difficult problems faced by our Customers. You will be part of the best technical troubleshooting team 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. As a Senior Support Engineer, you will design and run operational processes to monitor our top strategic customers and a 24x7 response team. You’ll work closely with our Infrastructure and Engineering teams to deliver the best possible experience to customers at scale. 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 API platform. The nature of this role will be low volume, high difficulty. This Toronto-based role is currently remote and is expected to transition to an in-office arrangement. In this role, you will: Be among the foremost technical and troubleshooting experts for our API platform at OpenAI. You are the last line of defense before the core Engineering team. Proactively identify and implement opportunities to scale suppor

Airbnb was born in 2007 when two hosts welcomed three guests to their San Francisco home, and has since grown to over 5 million hosts who have welcomed over 2 billion guest arrivals in almost every country across the globe. Every day, hosts offer unique stays and experiences that make it possible for guests to connect with communities in a more authentic way. The Community You Will Join: Machine Learning and Artificial Intelligence are at the heart of the Airbnb product. From Trust to Payments, and from Customer Service to Marketing we rely on ML to ensure that guests and hosts have the best possible experience with Airbnb. The Community Support Products (CSP) Machine Learning team is the core team responsible for driving CSxAI (Customer Support x Artificial Intelligence) initiatives by adopting the Generative AI technologies to enable an intelligent, scalable and exceptional service experience. The team develops and enhances various AI models, ML services and tools including LLM fine-tuning and optimization, RAG/Search, LLM evaluation and testing automation, feedback-based learning and guardrail for a wide range of applications in Airbnb. The richness of Airbnb's data, the complexity of its marketplace and the variety innate in our product mean that we need to operate at the state of the art of AI practice. We are committed to investing in long term innovation to solve the complex problems we face, and to do that we need the very best experts in ML and AI to join us. The Difference You Will Make: We believe our current customer experiences in these domains are only scratching the surface of the innovations that are possible, and that science is at the heart of delivering a step-function change for our Guest and and Host on Airbnb. You will build and leverage cutting edge AI technologies to transform Airbnb’s customer service by delivering personalized, easy-to-use and proactive customer service experience. Many of the initiatives you’l

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’s Bikes & Scooters team is developing the future of micro-mobility and we are looking for a Mechanical Engineer to come in and help drive the development of our newest vehicles and sustain our fleet in operation. Responsibilities: Drive design decision by collaborating with product, engineering (EE/ME/FW/SW), reliability, and systems engineering teams Lead post-launch sustaining activities intended to support a smooth transition into production while maintaining high quality standards Derive technical architecture and engineering specifications from product requirements Use analysis to support engineering designs Lead sustaining and continuous improvement projects from concept through release and into field operations Work with GSM and Manufacturing teams to vet supply chain and production partners Prototype; create quick experimental mock-ups and meticulous mechanical models Research technologies and scope development opportunities Develop CAD databases and drawing packages, and drive handoff to manufacturers Support the build and test product development cycle, travel required Test failure analysis and solution validation to complete successful product development Conduct field failure analysis and solution evaluation Lead large projects from idea to positive execution Act on feedback to learn and grow Effectively communicate across cross functional teams to achieve results Experience: BS or MS degree in Mechanical Engineering or related technical field, and 5+ years of related industry experience Experience leading the development of a feature or module of a consumer product Strong foundation in mechanical engineering fundamentals, including solid mechanics, electromagnetics, thermodynamics, and knowledge of basic engineering materials and manufacturing processes Experience in perfo

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

Who We Are HP IQ is HP’s new AI innovation lab. Combining startup agility with HP’s global scale, we’re building intelligent technologies that redefine how the world works, creates, and collaborates. We’re assembling a diverse, world-class team—engineers, designers, researchers, and product minds—focused on creating an intelligent ecosystem across HP’s portfolio. Together, we’re developing intuitive, adaptive solutions that spark creativity, boost productivity, and make collaboration seamless. We create breakthrough solutions that make complex tasks feel effortless, teamwork more natural, and ideas more impactful—always with a human-centric mindset. By embedding AI advancements into every HP product and service, we’re expanding what’s possible for individuals, organisations, and the future of work. Join us as we reinvent work, so people everywhere can do their best work. About The Role The AI team is building cutting-edge solutions that bring the power of AI directly to edge devices while seamlessly integrating with cloud infrastructure. We are looking for a Lead Software Engineer to design and develop high-performance, scalable services to support AI workloads across edge and cloud environments. What You Might Do Design, build, and maintain services that power AI-driven applications, ensuring scalability and performance. Develop APIs and microservices that facilitate seamless integration between cloud-based AI models and edge devices. Optimize data pipelines and storage solutions for real-time AI inference and processing. Implement security and privacy best practices for distributed AI systems. Work closely with AI researchers, infrastructure engineers, and frontend developers to deliver end-to-end AI-driven solutions. Build and optimize an agent orchestration runtime that enables tool use, memory management, and multi-step reasoning across LLMs, APIs, and edge-connected systems. Develop robust logging, monitoring, and alerting systems to ensure system reliability.

Who We Are HP IQ is HP’s new AI innovation lab. Combining startup agility with HP’s global scale, we’re building intelligent technologies that redefine how the world works, creates, and collaborates. We’re assembling a diverse, world-class team—engineers, designers, researchers, and product minds—focused on creating an intelligent ecosystem across HP’s portfolio. Together, we’re developing intuitive, adaptive solutions that spark creativity, boost productivity, and make collaboration seamless. We create breakthrough solutions that make complex tasks feel effortless, teamwork more natural, and ideas more impactful—always with a human-centric mindset. By embedding AI advancements into every HP product and service, we’re expanding what’s possible for individuals, organisations, and the future of work. Join us as we reinvent work, so people everywhere can do their best work. About The Role The AI team is building cutting-edge solutions that bring the power of AI directly to edge devices while seamlessly integrating with cloud infrastructure. We are looking for a Senior Software Engineer to design and develop high-performance, scalable services to support AI workloads across edge and cloud environments. What You Might Do Design, build, and maintain services that power AI-driven applications, ensuring scalability and performance. Develop APIs and microservices that facilitate seamless integration between cloud-based AI models and edge devices. Optimize data pipelines and storage solutions for real-time AI inference and processing. Implement security and privacy best practices for distributed AI systems. Work closely with AI researchers, infrastructure engineers, and frontend developers to deliver end-to-end AI-driven solutions. Build and optimize an agent orchestration runtime that enables tool use, memory management, and multi-step reasoning across LLMs, APIs, and edge-connected systems. Develop robust logging, monitoring, and alerting systems to ensure system reliabilit

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