Jobs in Canada

Senior Technology Leadership Professional in Canada

507 active opportunities · Updated October 2026

Explore current senior technology leadership professional jobs across Canada. Filter by work mode, employment type, experience, department, date posted and distance.

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📍 Toronto, Canada· Full-time
✓ High-confidence listingCompany trend -73.4%

From C$136K/yr

Quick readStrong listing-quality and freshness signals

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 software engineers from a scope of disciplines. We are growing our team with people who want to build, improve and incorporate technologies that make the lives of our community more enriched. As an engineer at Lyft, you'll collaborate with teams like product, data science, analytics, and operations on code that empowers us to iterate quickly, while focusing on delighting our passengers and drivers. The Applied AI team is looking for a senior software Engineer to join the Recommendations team. You will build the backend systems that decide what we surface to riders. You will architect the pipelines and services that turn rider context and signals into the right offer at the right moment, driving a measurable impact on rider experience. Responsibilities: Establish engineering best practices and patterns; help uplift the team's craft and drive a culture of engineering excellence Drive high-impact projects and innovate new solutions to deliver the best user experience Produce and drive scalable system design for large, complex features — from idea through execution and launch Mentor engineers on the team, providing technical guidance and supporting their growth Champion and evangelize the use of AI tools to accelerate engineering productivity across the team, sharing patterns and best practices that raise the bar for how the team builds Write well-crafted, well-tested, readable, maintainable code Participate in code reviews to ensure code quality and share knowledge across the team Participate in the team's on-call rotation; identify, triage, debug, and resolve issues across our applications and platforms Excellent communication skills and the ability to explain the various trade offs made in decisions Manage project priorities, deadlines, and deliverables. Experience: BS/MS or

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

From C$204K/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. Senior Solutions Engineer, Okta (Canada) Secure Every Identity, from Human to AI Agent About the Role At Okta, we believe that identity is the foundation of security and digital transformation. As a Senior Solutions Engineer, you will be the trusted technical advisor to our largest, most complex enterprise customers and a critical driver of our sales organization. We are looking for a highly strategic Pre-Sales professional whose consultative expertise, emotional intelligence, and enterprise sales acumen are their defining strengths. While technical agility is required, your primary focus will be owning the technical sales cycle by anchoring technical features to positive business outcomes. You will partner closely with Account Executives to uncover top-of-mind business challenges—specifically around mitigating risk, reducing costs, and driving operational efficiency. By establishing value-based conversations, you will prove how Okta’s independent, neutral, and end-to-end identity platform can transform their architecture and secure the "Tech Win" on large-scale deals. What You'll Be Doing Master the Discovery Process: Leverage exceptional active listening to dig deep into customer pain points. You will uncover the 'why' behind the initiative, focusing on how Okta's vast pre-built integrations and scalable architecture can solve their most complex, diverse environmental challenges. Navigate Complex Organizations: Translate highly technical concepts into cle

AWSGitRestMachine Learning
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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, 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 Senior 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 ex

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

At Vanta, our mission is to help businesses earn and prove trust. We believe that security should be monitored and verified continuously, and we empower companies to practice better security and prove it with ease. Vanta has a kind and talented team, and while some have prior security experience, many have been successful at Vanta without it. We are looking for a Senior Software Engineer to join our Product Platform org - the group that powers product development across Vanta by building the shared foundations that every engineering team builds on top of. This hire will join one of two closely-aligned teams within the org, each working on foundational challenges with company-wide impact. Application Primitives is responsible for the shared, customer-facing platform components that product teams implement across the product: examples include comments, notifications platform, event log infrastructure, and agentic audit trails. This team sits at the intersection of platform and product - not pure infrastructure, not pure product - building the reusable building blocks that let other teams ship faster and more consistently. Libraries & Foundations is a brand-new team that owns Vanta's internal engineering libraries and golden-path patterns. Sitting between core platform and product platform in the stack, this team builds the TypeScript-first abstractions and shared foundations that all Vanta engineers build on top of - including event-driven architecture libraries, code quality tooling, and test frameworks. You'll be evaluated for both teams based on your background and interests, and the decision on team placement will reflect where your skills and passions are the strongest fit. Visit our Vanta Engineering Blog to learn more about what our team is working on! What you’ll do as a Senior Software Engineer, Product Platform at Vanta: Design and build high-quality, scalable systems and shared libraries that multiple engineering teams depend on - whether that's shared

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

At Vanta, our mission is to help businesses earn and prove trust. We believe that security should be monitored and verified continuously, and we empower companies to practice better security and prove it with ease. Vanta has a kind and talented team, and while some have prior security experience, many have been successful at Vanta without it. Our business has found incredible product-market fit and has monetized effectively since the day we signed our first customer. We're growing at a blistering pace, which presents career-defining opportunities for engineers to accelerate their growth and to contribute to a rapidly-scaling company. We are hiring Senior Fullstack Product Engineers (React, Typescript, Node, GraphQL & MongoDB) to build emerging products and to contribute to efforts to build features used across our Product Platform; applications through this link put you into consideration for the following teams: Expansion: This team focuses on the full post-activation lifecycle—driving retention, expansion, and revenue automation across the product. You’ll build the core systems that power Vanta’s purchasing, trial, and renewal experiences for existing clients. This includes creating seamless checkout flows, self-serve upgrade paths, and intuitive renewal pages, as well as integrating with our evolving billing infrastructure. You’ll also develop the platform that enables “try before you buy” experiences across Vanta, giving prospects hands-on access and empowering other product teams to plug into a unified trials framework. Activation: Responsible for rethinking the downmarket audit experience in the AI era . We leverage applied AI to automate and personalize the customer journey — reducing the time and effort it takes for customers to reach their compliance goals. Rather than optimizing for engagement alone, we focus on driving real outcomes: getting customers audit-ready, faster. Our work spans the full stack, requires deep leveraging of AI, and cuts across t

TypeScriptReactNode.jsMongoDB
C
📍 Canada· Full-time
✓ Quality checkedCompany trend -100%

At ClickUp, we're building the future of work: the first truly converged AI workspace unifying tasks, docs, chat, calendar, and enterprise search, all supercharged by context-driven AI. We are an AI-native company. Every team member is expected to leverage AI daily, and we evaluate AI fluency as part of our hiring process. Join us and help redefine what's possible. 🚀 Role Overview We’re looking for a Senior Frontend Engineer to help build and improve core product experiences at ClickUp. You’ll work closely with product, design, backend, and integrations teams to deliver high-impact features in a fast-moving environment. This role is ideal for someone who can move quickly, write high-quality code, and balance speed with long-term maintainability. What You’ll Do Build product features in Angular 2+ and React in partnership with designers, product managers, and engineers Architect efficient, reusable frontend code that powers the ClickUp user experience Collaborate closely with backend and integrations teams to deliver end-to-end features Work with QA to ensure strong test coverage and high product quality across edge cases Identify and resolve performance, scalability, and usability issues Build and maintain unit and integration tests Fix bugs quickly and deliver durable solutions to complex product challenges Follow established frontend architecture and state management patterns across the app Manage project priorities, deadlines, and deliverables in a fast-paced environment Qualifications 5+ years of experience with JavaScript and modern frontend frameworks, with Angular 2+ or React required Strong experience with TypeScript, RxJS, and NgRx or similar Redux-style state management Solid understanding of reusable component architecture and frontend performance Strong HTML/CSS fundamentals, including layout, accessibility, cross-browser compatibility, and maintainable styling practices Proven ability to move quickly, take ownership, and execute with urgency Strong com

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📍 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 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

PythonSQLPostgreSQLRedis
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 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

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

C$200K – C$295K/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 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

JavaScriptTypeScriptJavaNode.js
S
📍 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: Sentry is expanding our Technical Customer Success team to support our growing customer base and drive deeper adoption of the Sentry Platform worldwide. As a Technical Customer Success Manager (TCSM), you’ll be a Sentry product expert responsible for ensuring customers are successfully onboarded, achieve maximum value from our platform, and uncover new opportunities for growth through additional use cases and products. You’ll play a key role in helping customers realize measurable outcomes with Sentry. In this highly cross-functional role, you’ll collaborate closely with Account Executives (AEs), Sales Engineers (SEs), and Engineering teams to ensure customers’ technical and business goals are met. This role requires strong technical expertise and a deep understanding of the Software Development Life Cycle (SDLC) and related technologies. If you’re a technologist with experience supporting technical products in customer-facing roles—and you’re eager to join a fast-growing team delivering real value through an exceptional product—we’d love to meet you. In this role you will: Become a Sentry product expert and support customers by understanding their needs and helping them achieve their goals using the Sentry Platform. Drive customer success and health through effective onboarding, adoption, value realization, and retention. Collaborate with customer key stakeholders to define business and technical objectives, and work with the customer team to achieve them. Act as a trusted, strategic advisor to each assigned customer—driving best practices, innovation, and long-term success. Partner closely with the sales te

AIGoRustDevOps
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 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

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