Jobs in Canada

Systems Administrator in Toronto

204 active opportunities · Updated October 2026

Explore current systems administrator jobs in Toronto. Filter by work mode, employment type, experience, department, date posted and distance.

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📍 Toronto, Ontario, Canada· Full-time
✓ Quality checkedCompany trend -91.5%

Who are we? Cohere is the leading security-first enterprise AI company. We build cutting-edge foundation AI models and end-to-end products that are designed to solve real-world business problems. We’re training and deploying frontier models for enterprises who are building AI systems. We believe that our work is instrumental to the widespread adoption of AI and we are looking for folks that want to be part of that. We obsess over what we build. Each one of us is responsible for contributing to increasing the capabilities of our models and the value they drive for our customers. Cohere is a team of researchers, engineers, designers, and more, who are all passionate about their craft. We are a global technology company headquartered in Toronto with key offices in London, New York City, San Francisco, Montreal, Paris, Berlin and Seoul. Join us! About North North is Cohere's agentic AI platform: it securely deploys AI agents and automations inside an organization's own infrastructure, combining generative and search models with customizable integrations to drive productivity at scale. Overview North is only as valuable as the systems it can reach - CRM, ITSM, productivity suites, data warehouses, knowledge stores, and identity. You'll own that integrations surface end to end. It’s a dual mandate: own the integrations themselves (prioritize, ship, and drive adoption) and build the underlying platform capabilities they depend on when those don't yet exist. Outcomes Family of integrations that are adopted and driving customer value, measured by usage and retention. Reusable, platform-level capabilities and a developer and partner on-ramp that scale across use cases. Responsibilities Define the integration ecosystem strategy for North - roadmap, catalogue priorities, and partner posture - anchored to customer demand and revenue. Own North's integrations end to end, and partner with strategic customers to define transformative, integrations-based workflows. Derive generic, p

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📍 Toronto, Ontario, Canada· Full-time
✓ Quality checkedCompany trend -91.5%

Who are we? Cohere is the leading security-first enterprise AI company. We build cutting-edge foundation AI models and end-to-end products that are designed to solve real-world business problems. We’re training and deploying frontier models for enterprises who are building AI systems. We believe that our work is instrumental to the widespread adoption of AI and we are looking for folks that want to be part of that. We obsess over what we build. Each one of us is responsible for contributing to increasing the capabilities of our models and the value they drive for our customers. Cohere is a team of researchers, engineers, designers, and more, who are all passionate about their craft. We are a global technology company headquartered in Toronto with key offices in London, New York City, San Francisco, Montreal, Paris, Berlin and Seoul. Join us! Cohere is the leading security-first enterprise AI company building cutting-edge foundation models and end-to-end AI solutions that solve real-world business problems. Our mission is to scale intelligence to serve humanity. We believe AI's highest purpose is to enhance human wellbeing and empower businesses to drive progress that reaches everyone. As Head of Impact at Cohere, you'll lead our environmental, social, and governance (ESG) accountability strategy while building and overseeing our philanthropic foundation and employee giving initiatives. You'll be responsible for developing and executing a comprehensive impact strategy that aligns with Cohere's mission. Key responsibilities include: Develop and implement a measurable ESG strategy that integrates environmental sustainability, social responsibility, and governance excellence across all company operations Establish and manage Cohere's philanthropic foundation, identifying strategic giving priorities and partnerships that align with our mission and values Lead our philanthropy, research collaboration and engagement with universities. Create and scale employee giving and v

C
📍 Toronto, Ontario, Canada· Full-time
✓ Quality checkedCompany trend -91.5%

Who are we? Cohere is the leading security-first enterprise AI company. We build cutting-edge foundation AI models and end-to-end products that are designed to solve real-world business problems. We’re training and deploying frontier models for enterprises who are building AI systems. We believe that our work is instrumental to the widespread adoption of AI and we are looking for folks that want to be part of that. We obsess over what we build. Each one of us is responsible for contributing to increasing the capabilities of our models and the value they drive for our customers. Cohere is a team of researchers, engineers, designers, and more, who are all passionate about their craft. We are a global technology company headquartered in Toronto with key offices in London, New York City, San Francisco, Montreal, Paris, Berlin and Seoul. Join us! Why this role? As a Machine Learning Engineer specializing in pretraining data, you will play a pivotal role in developing the data pipeline that underpins Cohere’s advanced language models. In this role, you will conduct data ablations to evaluate data quality and construct pre-training data mixtures to enhance model performance. By combining research and engineering, you will bridge the gap between raw data and cutting-edge AI models, directly contributing to improvements in critical training metrics like throughput and accelerator utilization. Your work will be essential to Cohere’s mission of delivering efficient and reliable language understanding and generation capabilities, driving innovation in natural language processing. If you are passionate about transforming data into the foundation of AI systems, this role offers a unique opportunity to make a meaningful impact. Please Note: We have offices in London, Paris, Toronto, San Francisco and New York but also embrace being remote-friendly! There are no restrictions on where you can be located for this role between EST and EU. As a Member of Technical Staff, Pre-Training D

PythonGitRestMachine Learning
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📍 Toronto, Ontario, Canada· Full-time
✓ Quality checkedCompany trend -91.5%

Who are we? Cohere is the leading security-first enterprise AI company. We build cutting-edge foundation AI models and end-to-end products that are designed to solve real-world business problems. We’re training and deploying frontier models for enterprises who are building AI systems. We believe that our work is instrumental to the widespread adoption of AI and we are looking for folks that want to be part of that. We obsess over what we build. Each one of us is responsible for contributing to increasing the capabilities of our models and the value they drive for our customers. Cohere is a team of researchers, engineers, designers, and more, who are all passionate about their craft. We are a global technology company headquartered in Toronto with key offices in London, New York City, San Francisco, Montreal, Paris, Berlin and Seoul. Join us! The Opportunity Cohere seeks a Chief Information Security Officer who can help shape Cohere’s security strategy & the broader conversation around securing AI at scale. You know how to build trust across organizations and communicate trade-offs clearly in environments where speed, innovation, and security must coexist. You will build the playbook and lead the evolution of Cohere’s global security program across corporate systems, cloud infrastructure, AI development, and enterprise operations. As a visible leader for Cohere’s security vision internally and externally you will navigate risk, represent Cohere in industry discussions, and reinforcing our commitment to building AI responsibly. In this role you will: Define and Scale Cohere’s Security Strategy: Define and execute Cohere’s overarching information security strategy in alignment with business priorities and long-term company growth. Build a Modern Risk, Governance & Compliance Program: Lead Cohere in identifying, assessing, and mitigating security risk across all business functions. Secure AI Systems and Technical Infrastructure: Lead the security architecture st

GitAIGoRust
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📍 Toronto, Ontario, Canada· Full-time
✓ Quality checkedCompany trend -100%

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

TypeScriptPythonSQLPostgreSQL
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📍 Toronto, Ontario, Canada· Full-time
✓ High-confidence listingCompany trend -80%

From $10K/yr

Quick readStrong listing-quality and freshness signals

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 Commercial Account Managers at Ramp are the primary relationship owners post-implementation, responsible for driving product adoption, spend activation, and long-term account growth across a portfolio of 150–200 commercial customers. As Ramp’s first Account Manager dedicated to Canadian-based customers, you’ll own a portfolio of Canadian commercial accounts; deepening relationships, leading strategic conversations, and identifying opportunities to expand Ramp’s footprint while developing a deep understanding of their local needs and helping shape Ramp’s growing presence in Canada. What You’ll Do Build and nurture strong relationships across new and existing high-value commercial customers to better achieve their needs and manage all reporting of health within accounts Develop deep, multi-threaded relationships with decision makers at your customers Drive spend across your book of business by owning retention, adoption, expansion within existing products, and growth across your your accounts Lead Executive Business Reviews within your

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📍 Toronto, Ontario, Canada· Full-time
✓ High-confidence listingCompany trend -80%

From $120K/yr

Quick readStrong listing-quality and freshness signals

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 Team and Role Scaled Customer Activation owns the onboarding, activation, and early growth of Ramp’s self-service customers. We are placing a big bet on the belief that there is significant untapped potential in our self-service accounts. As an early member of the team, you will have the opportunity to help build and refine Ramp’s International Customer Success team and define the scaled customer implementation motion to drive activation. What You'll Do Become an expert in the full range of integration and configuration options for Ramp’s suite of products, and in turn drive efficient, thorough, and complete onboarding of new Ramp customers at scale Directly own micro-SMB and SMB accounts 1:1, ensuring they can fully onboard onto Ramp in 60 days and <2 calls Balance priorities and multiple tasks supporting implementation, follow-up, and proactive outreach Partner closely with the Product team to ensure customer feedback and pain points are heard, reviewed, and prioritized when needed Identify areas of opportunity where we could automate

S
📍 Toronto, Ontario, Canada· Full-time
✓ High-confidence listingCompany trend -100%

C$162K – C$420K/yr

Quick readStrong listing-quality and freshness signals

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

R
📍 Toronto, Ontario, Canada· Full-time
✓ High-confidence listingCompany trend -80%

From $10K/yr

Quick readStrong listing-quality and freshness signals

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 a Business Development Representative in our Toronto office, you will be focused on building Ramp’s presence in the Canadian market. In this high-velocity, high-impact outbound role, you will create qualified opportunities for Ramp’s Account Executives and bring in high-quality pipeline. Our sales organization is looking for someone who is hungry, highly coachable, self-motivated and has a natural inclination for selling – a builder who can perform in ambiguity. As part of our early-stage team, you’ll act as the initial point of contact in prospecting and qualifying leads. If you’re eager to make an impact, embrace challenges and are passionate about playing a key role in defining Ramp’s presence in Canada and accelerating growth in this new market, this role is for you. What you’ll do Source new business across Canada through outbound prospecting and outreach Identify the right finance, operations, and executive stakeholders within target accounts. Execute thoughtful, personalized multi-channel outbound campaigns Run confident col

R
📍 Toronto, Ontario, Canada· Full-time
✓ High-confidence listingCompany trend -80%

From $120K/yr

Quick readStrong listing-quality and freshness signals

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

O
📍 Toronto, Ontario, Canada· Full-time
✓ High-confidence listingCompany trend -63.6%

From C$184K/yr

Quick readStrong listing-quality and freshness signals

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. Get to know the team The Developer Platform team at Auth0 (an Okta company) owns the platform that developers build identity on. Increasingly they build alongside AI agents, and that raises the bar on everything underneath: interfaces have to hold up whether a person or an agent is calling them, and the systems behind them have to stay reliable and coherent as usage grows. We move fast, we own problems end to end, and we care deeply about the platform we put in front of the developers and agents who depend on it. The opportunity We're hiring a Principal Engineer (P5) to serve as the technical leader and compass for the Developer Platform team. You'll work across the breadth of the platform, tackling the highly complex, vaguely specified problems that span it and turning them into clear technical direction the team can execute against, without day-to-day oversight. Above all, you'll own how the platform is architected to scale: the distributed systems behind it, the reliability and consistency guarantees developers depend on, and the coherence that keeps it easy to build on as usage grows. You'll champion the team's technical execution, raise the engineering bar, mentor the people around you, and partner with tech leads across teams to keep the wider platform aligned. You'll have real influence over how our platform holds up in a world where developers and agents are both first-class consumers. What you'll be doing Own the platform architecture: Set the tech

Node.jsAWSRestMachine Learning
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📍 Toronto, Ontario, Canada· Full-time
✓ High-confidence listingCompany trend -63.6%

From C$160K/yr

Quick readStrong listing-quality and freshness signals

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

TypeScriptJavaReactAWS
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📍 Toronto, Ontario, Canada· Full-time
✓ High-confidence listingCompany trend -63.6%

From C$104K/yr

Quick readStrong listing-quality and freshness signals

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. Role Overview We are seeking a Senior Software Engineer to build and evolve Okta’s web platform using React and Next.js. In this role, you will bring deep frontend expertise to solve complex engineering problems autonomously from designing scalable page systems and optimizing performance to integrating CMS APIs and refining developer workflows. You work independently on ambiguous problems but thrive in collaboration with designers, content architects, and fellow engineers. AI-assisted development tools are part of how this team works, and you leverage them fluently to move faster while maintaining high standards. This is a hands-on IC role with significant autonomy and real ownership, ideal for an engineer who combines deep technical understanding with strong collaborative instincts. Key Responsibilities Frontend Development & Architecture: Build and maintain reusable page templates, features, and component systems in Next.js using TypeScript and React. Design scalable data-fetching patterns from headless CMS APIs (GraphQL and REST), transforming structured content into polished frontend experiences. Collaborate on content model design with content architects, ensuring CMS data maps cleanly to frontend templates. Implement responsive, accessible, high-performance UI following established design system patterns and propose improvements when existing patterns fall short. Design System Collaboration: Work closely with the design system team to assemble pag

TypeScriptReactAWSCI/CD
O
📍 Toronto, Ontario, Canada· Full-time
✓ High-confidence listingCompany trend -63.6%

From C$160K/yr

Quick readStrong listing-quality and freshness signals

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

JavaAWSKubernetesRest
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📍 Toronto, Canada· Full-time
✓ High-confidence listingCompany trend -76.2%
Quick readStrong listing-quality and freshness signals

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 of bold thinkers and sharp problem-solvers who are wired to make an impact. The Ops Platform organization develops internal platforms that replace repetitive manual processes with AI-driven systems. These tools support key areas such as Fraud Operations, Account Operations, Financial Crimes Operations, and Retirement Services. The team works closely with product, data science, and operations partners to deliver reliable systems that improve decision-making and efficiency! As a Software Developer, you will design and build platforms that enable operational teams to investigate and resolve issues more quickly and accurately. You will work with large datasets and signals to create tooling that supports fraud investigation and other operational workflows. You will collaborate with data scientists and machine learning engineers to translate manual processes into automated systems. Your work will focus on improving system reliability, reducing operational effort, and increasing the speed at which new products and features can be supported across Robinhood’s offerings. This role is based in our Toronto, ON 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 You will define technical direction and make architectural decisions for systems that support operational workflows across multiple product lines You will build tools that proces

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