Upwork Inc.’s (Nasdaq: UPWK) family of companies connects businesses with global, AI-enabled talent across every contingent work type including freelance, fractional, and payrolled. This portfolio includes the Upwork Marketplace, which connects businesses with on-demand access to highly skilled talent across the globe, and Lifted, which provides a purpose-built solution for enterprise organizations to source, contract, manage, and pay talent across the full spectrum of contingent work. From Fortune 100 enterprises to entrepreneurs, businesses rely on Upwork Inc. to find and hire expert talent, leverage AI-powered work solutions, and drive business transformation. With access to professionals spanning more than 10,000 skills across AI & machine learning, software development, sales & marketing, customer support, finance & accounting, and more, the Upwork family of companies enables businesses of all sizes to scale, innovate, and transform their workforces for the age of AI and beyond. Since its founding, Upwork Inc. has facilitated more than $30 billion in total transactions and services as it fulfills its purpose to create opportunity in every era of work. Learn more about the Upwork Marketplace at Upwork.com and follow us on LinkedIn , Facebook , Instagram , TikTok , and X ; and learn more about Lifted at Go-Lifted and follow on LinkedIn . As a Senior People Operations Specialist, you will play a key role in delivering thoughtful, scalable people programs and operational support across the employee lifecycle. As part of our People Operations team, you’ll combine strong operational expertise with the judgment and partnership skills needed to support HR Business Partners, managers, and employees through both day-to-day needs and more complex people matters. You’ll own and continuously improve key people programs and processes, with a particular focus on employee lifecycle operations, immigration
Jobs in Canada
Senior Systems Designer in Toronto
167 active opportunities · Updated October 2026
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15 jobs
Explore current senior systems designer jobs in Toronto. Filter by work mode, employment type, experience, department, date posted and distance.
From C$136K/yr
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 Software Engineer, Device Identity 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. Device Identity and Access Organization The Device Identity and Access organization is at the forefront of Okta’s Zero Trust vision. As a foundational pillar within Okta Research and Development (ORD), our mission is to transform the device itself into a secure, trusted, and effortless identity factor. We are the teams responsible for ensuring users can seamlessly interact with their work from any endpoint, anywhere in the world. We engineer the end-to-end device experience—from our flagship FastPass , Okta Device Access (ODA), and Device Assurance . Our teams own the continuous authentication pipeline, device lifecycle management, and the sophisticated cloud services that analyze real-time trust and assurance signals to make frictionless, passwordless access a reality across Windows, macOS, iOS, Linux and Android. Our organization is comprised of engineers who thrive at the intersectio
From C$108K/yr
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 As the Okta Research & Design (ORD) Jira Owner & Administrator , nested within the Technical Program Management (TPM) organization, you will define and execute the strategy for how ORD plans, tracks, and reports on engineering work within the full toolchain of Atlassian Jira, Jira Advanced Roadmaps (Plans), Confluence, Rovo, and AI integrations. In this role, you act as a critical bridge between product & technical leadership, agile teams, and cross-functional business units — translating methodology, best practices, and process frameworks into practical workflow improvements that accelerate delivery and reduce manual overhead for a 1,000+ person engineering, product, and design organization. By optimizing tooling configurations, automating reporting, and eliminating fragmented management processes, you will directly accelerate ORD’s developer velocity and strengthen operational efficiency. Core Responsibilities 1. Platform Ownership & Strategic Tooling Direction Strategic Vision: Define, implement, govern an AI-led strategy for utilizing Jira for product planning, tracking, and reporting tooling that supports end-to-end portfolio tracking from high-level corporate objectives down to sprint-level stories. E2E Ecosystem Management: Complete ORD ownership of the toolchain (Jira, Jira advanced Roadmaps, AI integrations, Confluence), overseeing architecture, schema updates, workflow management, screen/notification schemes, cu
Our Purpose Mastercard powers economies and empowers people in 200+ countries and territories worldwide. Together with our customers, we’re helping build a sustainable economy where everyone can prosper. We support a wide range of digital payments choices, making transactions secure, simple, smart and accessible. Our technology and innovation, partnerships and networks combine to deliver a unique set of products and services that help people, businesses and governments realize their greatest potential. Title and Summary Senior Analyst - Public Sector, Business Development (Tourism, Insights & Innovation) Overview The Mastercard Public Sector team partners globally to help governments create sustainable, inclusive, and efficient economies while achieving commercial success. Our market leaders are supported by Global Public Sector team specializing in Agentic, CyberSecurity, Urban Mobility, Government Payments, SMEs, and Tourism. We are seeking a highly motivated and curious professional to join our team and support governments, National Tourism Organizations (NTOs), Destination Management Organizations (DMOs), and tourism ecosystem partners globally. The Senior Analyst, Tourism, Insights & Innovation will support the Vice President responsible for Tourism and the Vice President responsible for AI within Mastercard's Global Public Sector team. The role will drive tourism market intelligence, commercial opportunity development, AI-enabled innovation, and customer engagement activities globally. The ideal candidate is passionate about the tourism industry, interested in emerging technologies, and able to connect Mastercard's capabilities with the priorities of governments and tourism stakeholders. Role & Key responsibilities Tourism Market Intelligence • Monitor global tourism trends, de
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 Auth0 Delivery Enablement & Operations team is seeking a Senior Technical Program Manager to drive the cross-functional delivery of our most strategic portfolio of work in Platform Infrastructure. We are seeking an individual with a passion for technology, infrastructure, and operational excellence. The Senior Technical Program Manager will partner with Product and Engineering teams to implement, maintain, and optimize complex operational processes, inclusive of clarifying needs and value, securing commitment from teams across the organization, setting timelines, and facilitating ongoing delivery and execution. This role will report to the Senior Manager, Technical Program Management. You will: Drive large-scale, complex, cross-functional programs from design through delivery. Partner with Product and Engineering to define scope, value, and technical requirements, securing commitments across organizations. Orchestrate planning, prioritization, and execution, managing the integrated program plan and timelines across disparate functions. Proactively identify and resolve risks, dependencies, and impediments, clearly communicating trade-offs and solutions to stakeholders. Build and maintain strong relationships , serving as the central point of contact and providing consistent transparency into program goals, progress, and quality. Energize cross-functional teams to achieve ambitious objectives and uphold world-class operational excellence and sec
From C$204K/yr
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
C$162K – C$420K/yr
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. Ready to build the future of mobile app monitoring? This is no ordinary engineering role. At Sentry, our Mobile SDK team creates the next generation of tools for developers worldwide, processing over a billion events every single day. We're looking for a talented Senior iOS SDK Engineer to join our team of experts. You'll dive deep into Apple's most advanced technology, from powerful new APIs and SwiftUI to Foundation Models. If you love using cutting-edge tech to solve complex challenges, you've found your team. What you will achieve in this role As the owner of our iOS SDK, you will guide its development from the core architecture to the final product experience. You'll pioneer exciting new features like Session Replay and next-generation performance monitoring, all while mastering Apple's latest innovations like modern concurrency and on-device AI. You will design robust, high-quality APIs built to handle massive scale, and you'll get to shape the overall vision for mobile at Sentry. Ultimately, you will be the go-to expert, helping our teams solve the most complex and interesting customer challenges. Why you will love this role We're looking for someone who is passionate about their craft and loves building elegant, intuitive tools that other developers are excited to use. You'll have the chance to contribute full-time to a major open-source project and see the immediate impact of your work in our fast-paced environment. You will be surrounded by thoughtful, collaborative engineers who are dedicated to a culture of excellence, constantly pushing each other to learn, grow, and produce their best work. Qualifications 5+ ye
C$162K – C$420K/yr
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
C$200K – C$295K/yr
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: 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
From C$107.1K/yr
This posting is for a future vacancy. We’re looking for a Senior Account Executive, Enterprise Sales to help us develop and close new business with larger enterprise customers within our landmark industries. You will work in a fast paced sales environment selling Hootsuite solutions to prospective customers. This role is a full sales cycle role from opportunity creation to close. You will be responsible for owning your own pipeline and generating outbound opportunities with companies that could benefit from Hootsuite as their social media management partner. This is a hybrid role and is open to applicants located within commuting distance of our Vancouver or Toronto offices. In this role, you will report to the Manager, Enterprise Sales. WHAT YOU’LL DO: Successfully acquire new enterprise customers within our landmark industries in order to achieve and exceed individual quota targets. Develop and execute an industry-specific account growth strategy in order to identify, generate and develop a net new sales pipeline. Take ownership of your quarterly target by crafting and executing a strategy in order to identify, generate and develop net new sales pipeline and achieve/exceed quota targets. Accurately forecast sales activity and revenue attainment. Lead longer end to end sales cycles from value creation to negotiation and closing, and present the value of our solutions to senior and C-suite prospective customers. Lead strategic, high-impact conversations that uncover business priorities, align solutions to executive objectives, and drive long-term partnerships. Manage complex, global evaluations and manage stakeholders in different regions and departments. Proactively and strategically seek out market information and understand the product-market fit in order to effectively develop rapport with customers. As a subject matter expert in Social Media Management and in our customers unique industry, advise and recommend relevant solut
C$189K – C$244K/yr
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
C$188K – C$242K/yr
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 You are self-driven and like to work with others to remove roadblocks. You are curious and love to explore and learn new technologies. You have demonstrated the ability to build, deploy, and maintain large-scale, complex applications. You care more about solutions and impacting the customer experience than using a particular tool or framework. About the role: You will join a small, highly autonomous cross-functional team to build AI agents that fundamentally transform how operations work at scale. Instead of writing bespoke software for every workflow, we are developing an agent platform that can read operational knowledge, reason about it in context, and execute tasks end-to-end. This approach allows us to scale complexity through knowledge and reasoning, rather than simply through code. This is an opportunity to join a foundational team, which currently consists of fewer than five engineers. The work spans critical areas including LLM-powered agent design, robust backend service architecture, tool and integration development, and sophisticated knowledge infrastructure. We are seeking a Senior Software Engineer with a strong pas
Upwork Inc.'s (Nasdaq: UPWK) family of companies connects businesses with global, AI-enabled talent across every contingent work type including freelance, fractional, and payrolled. This portfolio includes the Upwork Marketplace, which connects businesses with on-demand access to highly skilled talent across the globe, and Lifted, which provides a purpose-built solution for enterprise organizations to source, contract, manage, and pay talent across the full spectrum of contingent work. From Fortune 100 enterprises to entrepreneurs, businesses rely on Upwork Inc. to find and hire expert talent, leverage AI-powered work solutions, and drive business transformation. With access to professionals spanning more than 10,000 skills across AI & machine learning, software development, sales & marketing, customer support, finance & accounting, and more, the Upwork family of companies enables businesses of all sizes to scale, innovate, and transform their workforces for the age of AI and beyond. Since its founding, Upwork Inc. has facilitated more than $30 billion in total transactions and services as it fulfills its purpose to create opportunity in every era of work. Learn more about the Upwork Marketplace at Upwork.com and follow us on LinkedIn , Facebook , Instagram , TikTok , and X ; and learn more about Lifted at Go-Lifted and follow on LinkedIn . Upwork's Match Platform team sits at the heart of how clients and freelancers find each other. As Senior Product Manager for Match Platform, you will own the shared infrastructure that powers matching, personalization, embeddings, and evaluation across multiple product surfaces. This is a high-leverage role: the models, features, and frameworks you build become the foundation that other product and ML teams build on. You will partner closely with engineering, data science, machine learning, analytics, and marketplace operations to reduce duplication, increase reuse of shared capabilities, and drive measurable improvem
From C$146K/yr
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. Auth0 is an easy-to-implement, authentication and authorization platform designed by developers for developers. We make applications’ login boxes safe, secure, and seamless for anyone logging in. About the Role We are seeking a Senior Product Manager to join our Enterprise Federation team. In this role, you will partner closely with engineering teams to shape the future of Auth0's core B2B platform. We need a creative, engineering-minded leader to uncover and solve the complex operational realities our customers face when deploying high-scale, multi-tenant B2B applications on Auth0. As the owner of the "front door" to Auth0 B2B, you will directly shape how our enterprise customers—and their end-users—experience our platform. Core Responsibilities & Ownership You will lead two critical product areas: Enterprise Connections: A suite of pre-built connectors that integrate workforce Identity Providers (IdPs), enabling a seamless onboarding experience for enterprise B2B customers. B2B Connect: An innovative offering that allows Auth0 to be deployed on top of—rather than instead of—a customer's existing IdP. In addition to managing these areas, you will: Drive Modularization: Focus on modularizing Auth0’s B2B offerings so customers can quickly adopt high-value features without needing a full identity migration. Lead the Standards Roadmap: Deepen your understanding of regional and vertical identity standards to build, drive, and propel a highly competiti
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