Help Desk Support Specialist in Toronto

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 team The Billing team sits at the intersection of product, finance, and infrastructure. They're responsible for ensuring every observable event—errors, logs, traces, tokens—gets accurately measured, priced, and billed. Their work directly impacts company revenue and customer trust, requiring distributed systems expertise, attention to financial accuracy, and deep understanding of product usage patterns. The team works cross-functionally with product, engineering, BizOps, marketing, and sales to build systems that enable new products and pricing models. About the role As a Senior Software Engineer, you will architect and scale the core systems that power Sentry's billing infrastructure, ensuring accuracy and reliability at massive scale. You will collaborate on building the next generation of Sentry’s usage tracking pipeline, processing hundreds of billions of events daily with low latency and financial-grade accuracy. You will help design flexible pricing primitives that support everything from per-event usage billing to complex enterprise contracts, enabling product and sales teams to experiment rapidly while maintaining revenue accuracy and reduced time-to-market for new products. You will contribute to technical decisions on data consistency challenges unique to billing—like handling event delays, retroactive pricing changes, and distributed count reconciliation across our infrastructure. You'll love this job if you Want to solve the "easy to explain, hard to build" problems—like ensuring a customer's bill matches their usage perfectly, even when processing hundreds of billions of events daily across distributed

About Ramp Ramp is building the smart infrastructure for finance teams, embedded in the transaction flow of every dollar a business spends. We automate how over $200B in annualized spend flows in and out of 70,000+ companies: authorizing payments, flagging risk, categorizing spend, and closing books. The problems are high-stakes, data-dense, and unforgiving. We hire people with high agency and high urgency. We look for slope over intercept. We care less about where you trained and more about what you’ve built. At Ramp, everyone is a builder who owns problems end to end and makes consequential decisions that shape the outcome. The median Ramp customer saves 5% and grows revenue 16% in their first year – far in excess of businesses operating without Ramp. We believe every ambitious company deserves the same. If you want to build systems that directly shape how companies move and manage billions, Ramp is the place to do it. About the Role As an Account Executive focused on high-velocity sales in Canada, you will drive Ramp’s growth by closing a large volume of small, repeatable deals with speed and consistency. This role is designed for sellers who thrive in fast sales cycles, high activity, and a process-drive environment. You’ll primarily sell to small businesses and early-stage companies, running a transactional sales motion that emphasizes quick qualification, clear ROI, and rapid decision-making. You’ll work closely with SDRs, efficiently move deals forward, and help Ramp scale its presence across Canada. What You’ll Do Close a high volume of deals by managing opportunities from first contact to signature in short, efficient sales cycles. Quickly qualify prospects based on firmographics, use case, and urgency, advancing strong-fit deals and disqualifying others early. Run concise, repeatable demos and sales conversations focused on immediate value, ease of adoption, and clear next steps. Manage a large pipeline of simultaneous opportunities, maintaining responsive

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

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 Streaming Foundations team builds services and operates data pipeline infrastructure to support event streaming, messaging, and analytics use cases. We are looking for a Software Engineer who is passionate about distributed systems, platform engineering, and solving data-intensive problems at scale. In this high-impact role, you will get to work with engineers throughout the organization to build foundational infrastructure that allows Auth0 to scale for years to come. What you’ll be doing Help set the technical direction for the team and influence the engineering roadmap for the Platform’s streaming capabilities Design and lead the implementation of our most complex and critical systems for data-intensive use cases. Research and champion new technologies and architectural patterns to solve strategic challenges and scale the platform. Lead and influence cross-functional initiatives, ensuring technical alignment and successful execution across multiple teams. Improve the operational posture of our systems by designing for observability, reliability, and scalability, and by mentoring others in operational best practices. Coach and mentor senior engineers and act as a technical leader across the engineering organization. Collaborate with different stakeholders like product teams whenever needed. What you’ll bring to our teams 7+ years of software development experience in a fast-paced, agile environment Experience working with Golang or Java is preferred H

Who We Are At Justworks, you’ll enjoy a welcoming and casual environment, great benefits, wellness program offerings, company retreats, and the ability to interact with and learn from leaders in the startup community. We work hard and care about our most prized asset - our people. We’re helping businesses get off the ground by enabling them to focus on running their business. We solve HR issues. We’re data-driven and never stop iterating. If you’d like to work in a supportive, entrepreneurial environment, are interested in building something meaningful and having fun while doing it, we’d love to hear from you. We're united by shared goals and shared motivations at Justworks. These are best summed up in our company values, which are reflected in our product and in our team. Our Values If this sounds like you, you’ll fit right in. Who You Are Do you enjoy turning complex international employment issues into clear, practical guidance that helps teams move with confidence? Are you energized by helping a global EOR business handle sensitive employment lifecycle matters with sound judgment, consistency, and care? You are an experienced employment lawyer who understands that strong EOR legal support requires both legal judgment and operational follow-through. You know how to evaluate lifecycle risk, partner with local experts, align stakeholders, and help teams reach practical outcomes in complex and time-sensitive employment matters. You bring clear communication, business-oriented judgment, and a steady approach to sensitive employee lifecycle issues. As part of the International Legal team, the Senior Lifecycle Counsel, International will provide legal support for complex employment lifecycle execution across Justworks’ EOR offering, with particular focus on sensitive, complex, or escalated matters such as terminations, performance management, leave, and employee relations. You will serve as the legal point of contact for selected lifecycle matters that require Legal in

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 is The World’s Identity Company. We free everyone to safely use any technology— anywhere, on any device or app. Our Workforce and Customer Identity Clouds enable secure yet flexible access, authentication, and automation that transforms how people move through the digital world, putting Identity at the heart of business security and growth. At Okta, we celebrate a variety of perspectives and experiences. We are not looking for someone who checks every single box - we’re looking for lifelong learners and people who can make us better with their unique experiences. Join our team! We’re building a world where Identity belongs to you. Position Description: As a Senior Research Operations Program Manager at Okta, you will play a crucial role in building and enabling an impactful beta program. Via close collaboration across research, design, product, engineering teams, QA, and release teams, you will programmatically manage cross-functional teams’ research needs. You will proactively build and manage the operations for a beta program, collaborating with other cross functional functions to plan the necessary infrastructure for this programming to be successful, following compliance and governance best practices. In this role, you’ll get to: Lead research operations and panel management for beta programming Work collaboratively across multiple teams to empower Okta staff to carry out impactful research Help manage the general pipeline o

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 Auth0 is a leading identity platform that secures billions of logins every year for organizations around the world. We're trusted by enterprises, startups, and developers to simplify identity and access management across any application, on any platform, anywhere. We're seeking a Product Operations Manager with a strong focus on data and analytics to help us turn raw data into meaningful business insights. Reporting to the Head of Product Operations, you'll be the person who looks at what the data is telling us and connects it to what it means for the business — revenue, retention, growth, and product direction. This is not a pure analyst role. You'll need to understand the business deeply enough to ask the right questions of the data, and communicate the answers in a way that drives real decisions. You're equally comfortable working in a dashboard as you are in a leadership meeting explaining what the numbers mean and why they matter. KEY RESPONSIBILITIES: Turning Data Into Business Insight: Take raw product and business data and translate it into clear narratives about what is working, what isn't, and where the opportunity lies. Build and maintain decks and dashboards that go beyond reporting numbers, telling a story and driving action. Work with Product to define the KPIs and metrics that matter most to the business and ensure teams understand how to track them, and how their work connects to those outcomes. Ident

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 The Auth0 Platform Tools team owns the incident management tooling, Slack-based tooling, StatusPage, and local development environments that Auth0 engineers rely on every day. That includes incident.io and the services we have built around it, Statuspage, custom Slack bot applications that automate our incident response and engineering operations workflows, the customer-facing web application behind status.auth0.com, Vivaldi, and Tilt - the tools engineers use to run Auth0 locally. We are seeking an engineer to help build new features across all of these tools. Our stack is primarily TypeScript and Node.js, with a React and Next.js front end, backed by Postgres and Redis, and deployed on Kubernetes on AWS. A significant portion of our incident and engineering operations automation is built on Tines, a no-code automation platform. Prior no-code experience is welcome, but we expect you to learn Tines here and become effective with it. Current initiatives include extending our incident tooling to meet FedRAMP requirements, taking full ownership of the status page, and improving how we communicate incident status to customers. There is real room to improve along the way, from test coverage to resilience to inherited technical debt. We build for two audiences: Auth0 engineers, who depend on our tooling every day, and Auth0's customers, who rely on the status page during incidents. We are looking for an engineer who cares about both and enjoys working wi

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 is looking for a talented Staff Product Designer (you!) who shares our passion for bringing simple, yet powerful product experiences to our enterprise admins. At Okta, we're building a world where anyone can safely use any technology, and we're specifically focused on protecting the future of work. We bring simple and secure access to people and organizations everywhere, promising to not only protect the identities of our customers' workforce and users, but to ask, “what more can we make possible?” Which is where you come in! ​​As a Staff Product Designer for Okta, you’ll work with a globally distributed design team to apply your craft and expertise on a range of products and services. Our culture provides the opportunity to explore the technologies we’re researching and investing in. Some of your work will be functional, practical user experience design, where you will help our design team drive cohesive user experience across Okta’s portfolio of products. Other work will be speculative, generative explorations that you carry out in collaboration and partnership across the organization to flesh out, frame, and help prioritize solutions in an ever-evolving and complex, often ambiguous, problem space. Finer print You will lead user experience strategy and execution for our Okta Research & Development (ORD) business unit. Specifically, ORD will solve every identity use case at work – for all types of people (employees, business partners, contra

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. Toronto, ON – Onsite 4 Days/Week (Mon–Thurs) Relocation required if not local – no relocation assistance provided The Team At Okta, we’re building the world’s identity platform — one that empowers people, protects data, and fuels digital innovation. Our customers (think: JetBlue, T-Mobile, Sonos, Zoom) trust us to help them stay secure, seamless, and scalable in a world where everything and everyone is connected. And behind the tech? People like you — curious, motivated, collaborative learners who want to do meaningful work alongside great teammates. The Opportunity: Where High Potential Meets High Impact Let’s be real: There are a lot of SDR roles out there. But at Okta, we do things differently. This isn’t just a stepping stone — it’s your launchpad into a long-term sales career in one of the most exciting industries in tech: cybersecurity and identity. We’re looking for driven, curious individuals who thrive in fast-paced environments, embrace feedback, and want to make a tangible impact every day. As an SDR at Okta, you'll do more than prospect — you’ll uncover real business challenges, collaborate cross-functionally, and set the foundation for meaningful customer relationships. What You'll Be Doing Research accounts and contacts to develop thoughtful outreach strategies using tools like Salesforce, Outreach, and LinkedIn Sales Navigator Collaborate with Marketing and Account Executives to plan and execute prospecting campaigns Enga

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

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. Staff Software Reliability Engineer - Data Platform About the Team The Data Platform team is responsible for the foundational data services, systems, and data products for Okta that benefit our users. Today, the Data Platform team solves challenges and enables: Streaming analytics Interactive end-user reporting Data and ML platform for Okta to scale Telemetry of our products and data Our elite team is fast, creative and flexible. We encourage ownership. We expect great things from our engineers and reward them with stimulating new projects, new technologies and the chance to have significant equity in a company. Okta is about to change the cloud computing landscape forever. About the Position This is an opportunity for experienced Software Reliability Engineers to join our fast growing Data Platform organization that is passionate about scaling high volume, low-latency, distributed data-platform services & data products. In this role, you will get to work with engineers throughout the organization to build foundational infrastructure that allows Okta to scale for years to come. As a member of the Data Platform team, you will be responsible for designing, building, and deploying the systems that power our data analytics and ML. Our analytics infrastructure stack sits on top of many modern technologies, including Kinesis, Flink, ElasticSearch, and Snowflake. We are looking for experienced Software Engineers who can help desi

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 Product Okta’s Auth0 is an easy-to-implement authentication and authorization platform designed by developers for developers. We make access to applications safe, secure, and seamless for the more than 100 million daily logins around the world. Our modern approach to identity enables this Tier-Ø global service to deliver convenience, privacy, and security so customers can focus on innovation. The Team The Delegated Administration team is expanding Auth0 to help B2B SaaS applications easily manage access for their own customers and partners, at scale. We make it possible for enterprise SaaS users to log in with the right set of permissions within the right context, and for our B2B customers to onboard access for their customers easily. Our work is cross-cutting and always heavily customer driven. We work in NodeJS (JavaScript and TypeScript) and use PostgreSQL for our data needs. Our services run on AWS and Azure and we lean heavily on containers for both our development and production needs. If you have a keen eye for good user experiences and enjoy solving hard problems at scale we can’t wait to talk to you. What you’ll be doing Help drive architectural vision and strategy on the team to design and deliver powerful new enterprise functionality for our SaaS customers - both for the login flow itself and for Auth0’s direct and self-service management capabilities Identify and implement strategic technical improvements to our codebase and arch

Join us in building the future of finance. Our mission is to democratize finance for all. An estimated $124 trillion of assets will be inherited by younger generations in the next two decades. The largest transfer of wealth in human history. If you’re ready to be at the epicenter of this historic cultural and financial shift, keep reading. About the team + role We are building an elite team, applying frontier technologies to the world's biggest financial problems. We're looking for bold thinkers. Sharp problem-solvers. Builders who are wired to make an impact. Robinhood isn't a place for complacency, it's where ambitious people do the best work of their careers. We're a high-performing, fast-moving team with ethics at the center of everything we do. Expectations are high, and so are the rewards. The Software Platform team accelerates developer velocity and increases system reliability by building the foundational platforms and tools that power Robinhood engineering. Within this group, the Kubernetes Compute team focuses on building and operating a highly available, scalable Kubernetes-powered container platform. We ensure that our infrastructure seamlessly supports reliable application deployments, integrates core platform capabilities, and enables multi-region scalability. We are expanding our core container systems to support our next phase of technical growth! As a Senior Software Develope r, you will focus heavily on building, operating, and expanding our container provisioning platforms. You will be responsible for designing resilient container infrastructure and contributing to our technical migration to Amazon EKS to improve platform reliability. In this position, you will collaborate with engineering teams across Robinhood to deliver reliable platform integrations for core capabilities like networking and security. Your work will directly help our infrastructure scale efficiently while maintaining a high standard of safety and system uptime. This role is bas

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