Ai Tech Lead 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 role The Events Analytics Platform (EAP) team is responsible for the infrastructure that powers all of Sentry's time-series data and searching capabilities across billions of events with sub-second latency. We started this initiative by building Snuba, the primary storage and query service for Sentry's event data powered by ClickHouse, and we are now focused on unlocking deeper visibility and reporting across the terabytes of event data our users generate. As a Senior Software Engineer, you will lead efforts to push the boundaries of data visibility at Sentry. You will do this by expanding the capabilities of our search infrastructure, building new capabilities on top of our state-of-the-art storage layer and increasing the performance and integrity of Sentry’s core data services. You will also help shape Infrastructure's technical direction at Sentry and collaborate with Product and other Engineering teams to turn that vision into a reality. If you want to solve the hard problems that come with scaling event data into the petabyte range, this could be the job for you. In this role you will: Expand EAP's ability to deliver data at world-class speed and reliability. Architect and automate services and systems to scale reliably under growing demand. Make architectural trade-offs that balance product requirements with engineering constraints. Maintain and grow the team's code quality initiatives by regularly reviewing code and contributing to design decisions. Lead design and discussions around deliverables the team is working towards. Improve the maintainability and developer experience of the codebases EAP owns. Exa

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

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 this role Are you ready to redefine the future of JavaScript development? Are you a seasoned JavaScript expert who gets a thrill from tackling complex challenges across the entire JavaScript ecosystem? Do you believe that AI can be a powerful partner in crafting elegant, high-impact code? If you're ready to leave the mundane behind and join a team that's shaping the tools used by millions of developers globally, we've got an opportunity for you at Sentry. This isn't your typical Senior Software Engineer position. As a key member of our growing JavaScript SDK team, you'll be at the forefront of innovation, working on everything from our cutting-edge SDKs for the React, Next.js, Vue, Nuxt, Hono, NestJS, and beyond. You won't just be maintaining code; you'll be pushing the boundaries of what's possible in developer tooling across the full spectrum of the modern JavaScript framework landscape. In this role you will Join our JavaScript SDK team and get ready to build the future. You'll be at the forefront, working on: A Universe of JavaScript Challenges: Dive deep into our extensive suite of JavaScript SDKs, with a broad focus on framework support spanning the modern JS ecosystem — from frontend frameworks like React, Vue, and their meta-frameworks Next.js and Nuxt, to server-side and edge runtimes like NestJS and Hono. Your work will directly empower millions of developers to build better, more reliable software, regardless of their framework of choice End-to-End Ownership: We believe in giving our engineers the autonomy to see their vision through. You'll have the freedom to plan, implement, and ship your code, from writi

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 this role Are you ready to redefine the future of JavaScript development? Are you a seasoned JavaScript expert who gets a thrill from tackling complex challenges across the entire JavaScript ecosystem? Do you believe that AI can be a powerful partner in crafting elegant, high-impact code? If you're ready to leave the mundane behind and join a team that's shaping the tools used by millions of developers globally, we've got an opportunity for you at Sentry. This isn't your typical Senior Software Engineer position. As a key member of our growing JavaScript SDK team, you'll be at the forefront of innovation, working on everything from our cutting-edge SDKs for Node.js, Bun, Deno, Cloudflare Workers, and other modern server runtimes. You won't just be maintaining code; you'll be pushing the boundaries of what's possible in developer tooling across the rapidly evolving server-side JavaScript landscape. In this role you will Join our JavaScript SDK team and get ready to build the future. You'll be at the forefront, working on: A Universe of JavaScript Challenges: Dive deep into our extensive suite of JavaScript SDKs, with a sharp focus on server-side and edge runtimes — from the battle-tested Node.js ecosystem to cutting-edge alternatives like Bun and Deno, and distributed edge environments like Cloudflare Workers. Your work will directly empower millions of developers to build better, more reliable software, no matter which runtime powers their stack End-to-End Ownership: We believe in giving our engineers the autonomy to see their vision through. You'll have the freedom to plan, implement, and ship your code, from writing

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 Issue Workflow is Sentry's primary product surface. Our issue platform processes billions events daily and turns them into actionable insights that help millions of developers fix bugs faster. As a Staff Software Engineer on the Issue Workflow team, you'll architect the systems that power this experience. You'll work at the intersection of high-scale distributed systems and product engineering, building real-time data pipelines, search backends, and analysis systems that surface signal from noise. This is product engineering at massive scale—where every architectural decision impacts millions of debugging sessions. You'll be the technical leader who shapes how Sentry groups issues, how we make search lightning-fast, how we enable sophisticated agentic workflows, and how we ensure that the product is performant even at billions-of-events scale. Your work will define what's possible for the most trafficked part of Sentry's platform. In this role you will Drive technical strategy and roadmap. Partner with engineering leadership, product, and design to shape the multi-quarter technical vision for Issue Workflow platform. Make strategic calls about architectural direction, technology choices, and technical debt. Ensure the team is building a strong foundation to scale with Sentry's growth. Solve complex performance and scalability challenges. Champion product quality and user experience. Build features that don't just work—they delight. You understand that milliseconds matter in the developer experience. You sweat the details of interfaces, error messages, loading states, and edge cases. You instrument everything s

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 Robinhood Wallet team’s mission is to democratize access to financial services worldwide by leveraging DeFi protocols and Robinhood Chain! We build secure, intuitive, and decentralized products that enable our users to custody and manage their digital assets. Our team works at the intersection of traditional finance and web3, driving progress in cryptocurrency and blockchain applications. We work closely across multiple engineering and design areas to deliver highly reliable, high-performance systems for customers worldwide. As a Software Developer , you will build and own the backend services, infrastructure, and data systems that support Robinhood Wallet products. You will develop new features and system enhancements to deliver a highly secure and efficient trading experience for cryptocurrencies and tokenized stocks, including perpetual futures, to customers worldwide. In this role, you will design scalable architectures and maintain high-quality codebases. You will also collaborate with other engineering teams to guide key technical decisions and raise our team's engineering standards. This role is based in our Toronto, ON office(s), with in-person attendance e

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 Red Team team’s mission is to proactively identify and simulate real-world threats against Robinhood’s platforms, properties, and people. Through red teaming and adversarial simulations, the team evaluates security controls, uncovers vulnerabilities, and helps continuously strengthen Robinhood’s overall security posture in close partnership with Detection & Response, Physical Security, and Engineering. As a Staff Offensive Security Engineer, you will take a hands-on role in designing and executing stealthy adversarial simulations to validate assumptions and uncover gaps in detection and response. You’ll leverage threat modeling, penetration testing, and research-driven techniques to emulate sophisticated attackers, while collaborating cross-functionally to improve defenses and shape more secure systems. This role is based in our Toronto, Canada office(s), with in-person attendance expected at least 3 days per week. At Robinhood, we believe in the power of in-person work to accelerate progress, spark innovation, and strengthen community. Our office experience is intentional, energizing, and designed to fully support high-performing teams. What you’ll

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 Robinhood Wallet team’s mission is to democratize access to financial services worldwide by leveraging DeFi protocols and Robinhood Chain! We build secure, intuitive, and decentralized products that enable our users to custody and manage their digital assets. Our team works at the intersection of traditional finance and web3, driving progress in cryptocurrency and blockchain applications. We work closely with product managers, product designers, and security engineers to deliver highly reliable, high-performance systems for customers worldwide. We pride ourselves on a culture of shared learning, high technical standards, and respectful collaboration. As a Senior Software Developer , you’ll build and own the backend services, infrastructure, and data systems that support Robinhood Wallet products. You will develop reliable and secure solutions to deliver a high-quality trading experience for cryptocurrencies and tokenized stocks, including perpetual futures, to customers worldwide. In this role, you will take lead responsibility for designing scalable architectures and maintaining high-quality codebases. You will collaborate closely with client engineers, security profess

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. Our ultimate goal is to be a leader in democratizing access to private and public equity markets by making those assets available on-chain and be tradable 24/7. As a Staff Software Engineer in this role, you will work on the most critical projects across Tokenization, Robinhood Chain, and the Robinhood Wallet. Most importantly, you will proactively coach and uplift other team members, drive engineering excellence, and set the highest bar for quality. This role is based in our Toronto office, with in-person attendance expected at least 3 days per week. At Robinhood, we believe in the power of in-person work to accelerate progress, spark innovation, and strengthen community. Our office experience is intentional, energizing, and designed to fully support high-performing teams. What you’ll do Own the technical vision and execution for Robinhood Chain, the Tokenization Engine, and the Robinhood Wallet Design, build, and operate the core services that power Robinhood Chain, the Tokenization Engine, and the Robinhood Wallet Remain deeply hands-on by writing production code, leading complex implementations, and setting the standard for engineering quality across the platform Improve

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 Robinhood Wallet team’s mission is to democratize access to financial services worldwide by leveraging DeFi protocols and Robinhood Chain! We build secure, intuitive, and decentralized products that enable our users to custody and manage their digital assets. Our team works at the intersection of traditional finance and web3, driving progress in cryptocurrency and blockchain applications. We work closely with product managers, product designers, and backend engineers to deliver highly reliable, high-performance systems for customers worldwide. We pride ourselves on a culture of shared learning, high technical standards, and respectful collaboration. As a Senior Android Developer , you’ll build and own new product features for the Robinhood Wallet Android app. You will develop reliable and secure solutions to deliver a high-quality trading experience for cryptocurrencies and tokenized stocks, including perpetual futures, to customers worldwide. In this role, you will take lead responsibility for designing scalable mobile architectures, defining code standards, and maintaining high-quality codebases. You will collaborate closely with client engineers, backend develop

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. At Robinhood, Quality Engineering (QE) is a critical function within our broader engineering organization. We serve as the final line of defense for product quality—empowering teams to ship confidently by embedding robust test strategies, running critical end-to-end checks, and maintaining automation systems that scale with our product velocity. Our mission is to uphold a high bar for customer experience, especially during P0 launches, through a mix of technical expertise, test execution, and cross-functional collaboration. As a Quality Engineer, you will support high-impact product launches by designing test strategies, executing manual and automated testing, and partnering with our contractor team on regression test cycles. This role requires someone who thrives in fast-paced environments, cares deeply about the customer experience, and is eager to shape the test infrastructure behind Robinhood’s iOS, Android, and Web apps. This role is based in our Toronto office, with in-person attendance expected at least 3 days per week. At Robinhood, we believe in the power of in-person work to accelerate progress, spark innovation, and strengthen community. Our office experienc

At Lyft, our purpose is to serve and connect. We aim to achieve this by cultivating a work environment where all team members belong and have the opportunity to thrive. Lyft is hiring a Senior Financial Data Analyst to lead the Reporting sub-team within Finance Data & Insights. This sub-team is core to ensuring all key Run the Business (RTB) financial reports are complete, accurate, and operationally reliable on a day-to-day basis. The mandate is two-fold: build repeatable systems, playbooks, and documented workflows that reduce reactive work, and own the primary stakeholder relationships for RTB work across teams. This is a high-visibility role that combines hands-on ownership of critical reporting with team leadership and process-building. Responsibilities: Own all RTB and Compliance reporting (tax, airports, audit requests, etc.), ensuring accuracy, completeness, and operational reliability Build and maintain process documentation, checklists, and operational playbooks that make reporting workflows repeatable and resilient Receive and operationalize reports stabilized by Finance Data Products, integrating them into day-to-day RTB reporting operations Reduce fire-drill, ad-hoc response patterns by replacing them with documented, recurring workflows and automation Identify and drive automation opportunities across RTB reporting processes to improve efficiency, reduce manual effort, and further reduce ad-hoc work Own primary stakeholder relationships for RTB work, serving as the go-to point of contact across teams Lead large-scale, cross-functional initiatives with significant autonomy — from problem definition through execution — proactively communicating progress and risks to stakeholders and management Proactively identify risks, gaps, and opportunities for improvement within RTB reporting and drive initiatives to address them Experience: BA/BS with 5+ years of experience in finance, accounting, business, consulting, or analytics Advanced proficiency in

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. Trust and confidence is fundamental to the Lyft marketplace, and the Pay, Integrity & Identity (PII) Analytics team is charged with providing and ensuring that trust and safety to all customers. The PII Analytics team is one of the most critical teams that helps protect Lyft and enables the company to grow in a sustainable way. The team is fast-paced, high-energy, and meticulous in diagnosing emerging fraud patterns and preventing fraud loss before it can happen. We drill holes in all the products we launch and obsess over how to make our business impervious to fraud vectors. The team conducts a rigorous analysis of complex data sets and sets up multiple layers of business rules, models, and other processes to prevent potential fraud. We are a highly cross-functional team and regularly engage in discussion and reviews with stakeholders to prioritize plans for reducing fraud impact and introducing safety features. We’re looking for a rock-star to join a fast-paced environment to contribute to Fraud-related analysis and operations. This individual is responsible for investigating and developing solutions to prevent and mitigate third party fraud. This person will proactively identify fraud patterns and sources to minimize the company’s exposure to financial and reputational risk. The Senior Analyst will take ownership over multiple discrete fraud segments to develop and execute a strategy which addresses fraud in the earliest stages of detection. The Senior Analyst will define fraud prevention measures that are mindful of the impact on good user experience while inhibiting fraud actors’ ability to reach our platform. This person is quantitatively driven, detail-focused, and operations-savvy while ensuring the best possible customer experience. This individual possesses a high level of subject matte

At Lyft, our purpose is to serve and connect. We aim to achieve this by cultivating a work environment where all team members belong and have the opportunity to thrive. Lyft is looking for an IT Systems Engineer to lead the technical side of integrating newly acquired companies into Lyft's IT environment. You'll be responsible for migrating collaboration tools, SaaS platforms, and identity systems from acquired teams into Lyft's stack, with minimal disruption to either side. We're looking for a self-starter who's equally comfortable driving projects independently and partnering with others to get things done. The ideal candidate brings strong attention to detail, creative problem-solving, and a genuine drive to automate processes and improve efficiency across the IT organization. Responsibilities: Manage SaaS integration and consolidation during merger and acquisition activity, ensuring smooth platform migrations, data integrity, and minimal disruption across merged organizations Provide architectural, engineering, and operational support for corporate IT systems at Lyft Support single sign on integrations with Lyft’s primary identity provider, Okta. Leverage various APIs to write scripts and applications to automate IT Operations Support and work with IT, Security and other internal departments by building automation for repetitive tasks Write detailed and concise documentation and runbooks Engage with vendors to implement and improve services to best support Lyft’s needs Be a mentor to others in IT and act as a source for others Experience & Skills: 5+ years of experience managing corporate IT Systems Proven experience supporting IT integration during mergers, acquisitions, or divestitures, including SaaS platform consolidation and system migrations SaaS system application management including but not limited to: Gsuite, Okta, Atlassian, Slack Scripting experience leveraging GAM, Python, Bash, and/or equivalent tools Comfortable consuming RES

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 Data Scientist in the Pay, Integrity & Identity org, you will collaborate with our world class team of engineers, product managers, analysts and other data scientists to help create best in class pay platforms, stop fraudulent actors from harming our riders & drivers fraud and build user trust on the Lyft platform. You will run experiments (A/B tests) and develop data driven solutions to launch new features and remove the bad actors from the Lyft platform while maintaining a positive experience for genuine users. We’re looking for an intellectually curious individual who has extraordinary attention to detail, a track record of analytical problem-solving and skilled communication. Prior experience in the fintech, fraud or identity space is preferred. Responsibilities: Design and analyze experiments in collaboration with other scientists, product & engineering; communicate findings to stakeholders and facilitate launch decisions Leverage advanced statistical techniques to generate quantitative insights and develop machine learning models Analyze the wide variety of signals available to identify patterns in large datasets and uncover root causes Partner with product managers, engineers, and operators to translate analytical insights into decisions and action Build data pipelines and develop analytical frameworks to monitor business and product performance Set business metrics that measure the health of our products, as well as passenger and driver experience Collaborate with product and engineering and communicate findings to stakeholders in a clear and concise manner Experience: Degree in a quantitative field such as statistics, economics, applied math, operations research or engineering (advanced degrees preferred), or relevant work experience 4-6+ years of industry experi