Jobs in Canada

Complex Head in Canada

467 active opportunities · Updated October 2026

Explore current complex head jobs across Canada. Filter by work mode, employment type, experience, department, date posted and distance.

S
📍 San Francisco, Canada
✓ Quality checkedCompany trend -91.7%

Who we are About Stripe Stripe is a financial infrastructure platform for businesses. Millions of companies - from the world’s largest enterprises to the most ambitious startups - use Stripe to accept payments, grow their revenue, and accelerate new business opportunities. Our mission is to increase the GDP of the internet, and we have a staggering amount of work ahead. That means you have an unprecedented opportunity to put the global economy within everyone's reach while doing the most important work of your career. About the team The AI team is focused on one of Stripe’s most strategic growth areas: enabling the monetization and scaling of AI-native and AI-enabled businesses. We’re in a unique position – partnering with the world’s most ambitious AI companies (the likes of OpenAI, Anthropic, NVIDIA, etc) building on the frontier of artificial intelligence -- across infrastructure, foundation models, agents, and applications -- to help them grow and commercialize globally using Stripe’s full financial stack. As part of Stripe’s GTM / Sales organization, this team works closely with Product, Engineering, and Marketing to shape Stripe’s AI GTM strategy and ensure that the world’s leading AI companies -- from early-stage innovators to the largest public players -- choose Stripe as their monetization platform. What you’ll do Work with existing Stripe customers in the AI Industry to develop and execute long-term sales strategies to expand Stripe’s revenue Own the full sales cycle, from business case development, to deal structuring and negotiating, to close Develop account plans and cross sell into your list of strategic AI customers, driving growth through expansion and new revenue streams Drive deal strategy and commercial negotiations for large, complex renewals Develop relationships with executive stakeholders within your book of business, deeply understanding problems they are solving and helping drive to solutions Be responsible for account mapping and coor

Artificial IntelligenceAI
L
📍 Toronto, Canada· Full-time
✓ High-confidence listingCompany trend -86.7%

From C$108K/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. Marketplace teams are at the heart of our products and decision-making, owning everything from rider pricing to driver earnings, incentives, and efficient matching. We’re looking for passionate, driven engineers to build systems that empower our riders and drivers to have the best transportation experience possible through prediction, adaptivity, and personalization. We’re looking for someone who is excited about working in a fast-paced, innovative, and impactful environment to create reliable solutions to distributed computing, ML, and data problems. The Pricing team is a centerpiece of Lyft’s Marketplace org, determining prices for all rideshare products and supporting new initiatives. Rider Engagement develops rider-facing engagement levers and optimizes user pricing experience to drive both short term and long term business outcomes. We work with Product & Science to solve and implement complex pricing requirements, balancing the needs of riders, drivers, and the business goals. As an owner of one of the most critical flows in the company, you will work on a wide array of challenges such as latency-sensitive concurrency problems, large scale distributed systems, and experimentation. If you’re interested in playing a large part in demand / supply management and improving the Lyft customer experience, this could be a great fit for you. Responsibilities: Drive high-impact projects and innovate new solutions to provide the best user experience. Work closely with cross-functional teams and partner teams to develop solutions based on technology and business needs, and advance team’s goals and priorities Independently lead features from idea to positive execution and launch Unblock, support and communicate with internal partners to achieve results Write well-crafted, well-tested, readable, maintaina

PythonAWSRestAI
N
📍 San Francisco, Canada· Full-time
✓ High-confidence listingCompany trend -100%

$210K – $270K/yr

Quick readStrong listing-quality and freshness signals

#Team Nextdoor Nextdoor (NYSE: NXDR) is the essential neighborhood network. Neighbors, public agencies, and businesses use Nextdoor to connect around local information that matters in more than 350,000 neighborhoods across 11 countries. Nextdoor builds innovative technology to foster local community, share important news, and create neighborhood connections at scale. Download the app and join the neighborhood at nextdoor.com . Meet Your Future Neighbors Nextdoor's Client Partner team is a diverse, driven, and strategic group of sales professionals focused on connecting brands with our community of neighbors through our growing portfolio of advertising solutions. The team culture mirrors our broader business, relying on trusted relationships, collaboration, and a shared commitment to delivering value for both advertisers and neighbors. We're a purpose-driven company looking for curious, customer-focused sales professionals who are passionate about helping businesses grow, solving complex marketing challenges, and building a culture of belonging. At Nextdoor, we operate in an AI-first environment. We value people who thoughtfully integrate AI into their daily work—not simply to automate tasks, but to improve decision making, deepen customer insights, and enhance execution. We look for candidates who combine AI curiosity with strong human judgment and accountability for the final outcome. We also offer a warm and inclusive work environment that embraces a hybrid employment model, blending an in office presence and work from home experience for our valued employees. The hiring team will go over these expectations with you if you are being considered for a role near one of our offices in San Francisco, Los Angeles, Chicago, Dallas, New York, and London. The Impact You’ll Make As a Client Partner, you'll play a critical role in driving growth across Nextdoor's San Francisco and greater West Coast markets. You'll own a strategic territory across the regio

GitRestAIGo
I
📍 Canada· Remote
✓ Quality checkedCompany trend -90.3%

We're transforming the grocery industry At Instacart, we invite the world to share love through food because we believe everyone should have access to the food they love and more time to enjoy it together. Where others see a simple need for grocery delivery, we see exciting complexity and endless opportunity to serve the varied needs of our community. We work to deliver an essential service that customers rely on to get their groceries and household goods, while also offering safe and flexible earnings opportunities to Instacart Personal Shoppers. Instacart has become a lifeline for millions of people, and we’re building the team to help push our shopping cart forward. If you’re ready to do the best work of your life, come join our table. Instacart is a Flex First team There’s no one-size fits all approach to how we do our best work. Our employees have the flexibility to choose where they do their best work—whether it’s from home, an office, or your favorite coffee shop—while staying connected and building community through regular in-person events. Learn more about our flexible approach to where we work. Overview Instacarts Detection Engineering team sits at the core of our Security organization, building and operating the systems that identify, surface, and respond to threats across one of North America's largest grocery technology platforms. We own the full detection lifecycle, from telemetry collection and signal design to automated response, across a complex, cloud-native environment spanning endpoint, cloud, container, and SaaS. As a Senior Detection Engineer II, you'll be a technical anchor on the team: developing high-fidelity detection logic, hunting for novel attacker techniques, and raising the bar for how we think about coverage, quality, and scale. You'll work closely with Engineering, Red Team, Incident Response, Fraud, and Trust & Safety to ensure our detections reflect real-world adversary behavior; not just signatures. We operate with a detectio

PythonAWSAzureGCP
S
📍 South San Francisco, Canada· Full-time
✓ High-confidence listingCompany trend -91.7%

$274.5K – $334.6K/yr

Quick readStrong listing-quality and freshness signals

Who we are About Stripe Stripe, LLC. is a financial infrastructure platform for businesses. Millions of companies - from the world’s largest enterprises to the most ambitious startups - use Stripe to accept payments, grow their revenue, and accelerate new business opportunities. Our mission is to increase the GDP of the internet, and we have a staggering amount of work ahead. That means you have an unprecedented opportunity to put the global economy within everyone's reach while doing the most important work of your career. What you’ll do Responsibilities Partner with the Tax team stakeholders to design and implement features of our financial systems that include Oracle Cloud Applications (Financials, TRCS, Fusion Tax), Stripe homegrown Tax Solutions and many other tools. Identify opportunities to automate Tax processes, work on transformation initiatives, implement SOX controls and maintain our financial Applications. Lead Finance systems (primarily Tax area including but not limited to Direct and Indirect Taxes) projects and strategic initiatives - including implementation of new tools and business process changes - from requirements, tool selection, system design, implementation, UAT, training, go-live & post go-live support. Serve as a technology liaison with Tax stakeholders to understand their pain points, opportunities for process improvements, automation & efficiency gains, create strategic roadmap and provide them with technology solutions. Demonstrate an understanding of increasingly complex sales tax, transfer pricing and Tax provisioning concepts and effectively apply knowledge to develop and maintain tax systems and data flows. Design solutions and make architecture decisions by benchmarking with industry best practices to help us scale for the future. Partner with Engineering product teams to develop & deliver technical solutions to optimize financial workflow and integration with other Stripe internal sy

SQLAIGoProject Management
L
📍 Toronto, Canada· Full-time
✓ High-confidence listingCompany trend -86.7%

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
S
📍 San Francisco, Canada· Full-time
✓ Quality checkedCompany trend -100%

Employee Applicant Privacy Notice Who we are: Shape a brighter financial future with us. Together with our members, we’re changing the way people think about and interact with personal finance. We’re a next-generation financial services company and national bank using innovative, mobile-first technology to help our millions of members reach their goals. The industry is going through an unprecedented transformation, and we’re at the forefront. We’re proud to come to work every day knowing that what we do has a direct impact on people’s lives, with our core values guiding us every step of the way. Join us to invest in yourself, your career, and the financial world. The Role: We’re building Commercial Banking from the ground up and are looking for a Principal Product Manager to lead the strategy, roadmap, and delivery of our next-generation business banking platform. This is a 0→1, company-level role responsible for defining how businesses move and manage money across modern rails — including Wires, ACH, FedNow, and emerging real-time/stablecoin settlement. You will set the vision, drive the roadmap and deliver the experiences and infrastructure that commercial clients need to run their businesses. You’ll operate with high autonomy, influence executive strategy, and lead complex, regulated financial systems from concept through scale. What you’ll do: Define the multi-year product vision and roadmap for Commercial Banking Own and deliver client facing experiences and APIs and end-to-end platform: business accounts, payments rails (Wires, ACH, FedNow), treasury capabilities, and APIs Lead 0→1 product development from discovery through launch and scale Manage and grow a product team to drive roadmap and delivery as business scales Partner cross-functionally with Business, Engineering, Risk, Compliance, Treasury, Finance, Sales and Operations teams to bring product roadmap to life Translate regulatory and operational constraints into elegant product

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

JavaScriptTypeScriptJavaReact
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 seeking a Principal Frontend Engineer to drive the long-term technical vision for frontend engineering at ClickUp. In this role, you will lead architectural strategy across major product surfaces, solve company-wide frontend challenges, and influence how teams build and ship at scale. You will partner deeply with engineering, product, design, backend, and integrations leadership to ensure ClickUp’s frontend systems remain fast, reliable, and adaptable as the business grows. This is a hands-on technical leadership role for someone who can operate at both strategic and implementation levels, especially in a high-growth, fast-paced environment. What You’ll Do Define and drive frontend architecture strategy across product areas and platform investments Lead the design of scalable, performant systems in Angular 2+ and React that support rapid product development Solve complex cross-team technical challenges related to performance, state management, scalability, and developer productivity Partner with backend and integrations teams to shape end-to-end architecture for major features and systems Raise the bar for quality, testing, maintainability, and engineering rigor across the frontend organization Provide technical leadership on the highest-impact initiatives and unblock teams working through ambiguous or difficult problems Guide teams toward pragmatic decisions that support both speed and long-term product quality Mentor senior and staff engineers, and help shape frontend engineering culture and standards Influence roadmap and organizational decisions through strong technical judgment

TypeScriptReactAngularAWS
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 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
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

PE
📍 Palo Alto, Canada· Full-time· Hybrid
✓ Quality checked

A World-Changing Company Palantir builds the world’s leading software for data-driven decisions and operations. By bringing the right data to the people who need it, our platforms empower our partners to develop lifesaving drugs, forecast supply chain disruptions, locate missing children, and more. The Role Our Deal Team members collaborate with multiple Palantir teams to proactively engage with existing and prospective commercial customers, leading the structuring and negotiation of deal terms so that Palantir can continue to drive positive impact in the world. As a member of the Deal Team, you will partner closely with Palantir’s Legal, Finance, Sales, and Engineering teams to drive deal execution and support our growth efforts at scale, while directly owning the development and negotiation of commercial terms for commercial customers. You will use your expertise to unite our customer’s needs and considerations with our company’s strategy, using your creativity to identify the right commercial structure and approach for each customer. You will also utilize your understanding of the business landscape and build relationships with internal partners, increasing the visibility of deal progress and forecasting impact across all levels of our organization, from analysts to C-suite executives. In this role, you will also support various special projects that arise at our fast-paced, mission-focused company. We’re a team that values both creativity and teamwork. Whether operating solo or collaboratively, we endeavor to achieve great results on challenging, time-sensitive deal discussions and projects. You'll be given open ended objectives and expected to find ways to turn them into outcomes. By focusing on the broad vision without losing sight of the details, you'll bring large and multi-phase deals to successful completion while prioritizing team outcomes over individual wins. You are able to deliver complex commercial contract and deal information in an unde

PE
📍 Palo Alto, Canada· Full-time· Hybrid
✓ Quality checked

A World-Changing Company Palantir builds the world’s leading software for data-driven decisions and operations. By bringing the right data to the people who need it, our platforms empower our partners to develop lifesaving drugs, forecast supply chain disruptions, locate missing children, and more. The Role Palantir’s in‑house legal team works to proactively address legal issues so that Palantir can continue to drive positive impact in the world. As Corporate Counsel, you will serve as a key advisor on corporate governance and securities matters, leveraging your public company experience to ensure our compliance and support our growth as a public company. You will take ownership of critical areas such as investment management, trading compliance, strategic transactions, corporate governance, and public company reporting. In addition, you’ll play a central role in structuring, implementing, and administering equity compensation plans for employees globally, collaborating with cross-functional teams to align our equity programs with Palantir’s mission and values. This is a high-impact role where you will consistently work cross-functionally and with leadership teams (including the Chief Financial Officer, Chief Accounting Officer, and Chief Revenue Officer and Chief Legal Officer), and will translate complex legal requirements into clear communications and actionable strategies that support Palantir’s continued innovation and success as a public company. In this role, you will join a team that values broad-based experience and a relentless drive to learn quickly in a dynamic environment. We prioritize practical solutions and outcomes that ensure compliance with public company requirements while maximizing benefits for our employee base and advancing Palantir’s mission. Your ability to adapt, think creatively, and work collaboratively will be essential as you take on complex issues and transactions.

PE
📍 Palo Alto, Canada· Full-time· Hybrid
✓ Quality checked

A World-Changing Company Palantir builds the world’s leading software for data-driven decisions and operations. By bringing the right data to the people who need it, our platforms empower our partners to develop lifesaving drugs, forecast supply chain disruptions, locate missing children, and more. The Role Palantir’s in-house legal team works to proactively address legal issues so that Palantir can continue to drive positive impact in the world. As a Commercial Contracts Specialist, you will be a non-attorney partnering closely with Commercial Counsel to effectively support our rapidly growing portfolio of commercial customers. In this role, you will also work closely with Palantir’s Sales, Legal, Finance, and Engineering teams, while owning the drafting, administration, and negotiation of commercial customer contracts, and building infrastructure to support our commercial customers at scale. As you develop expertise with our commercial contracts and build relationships with our internal partners, you will become adept at quickly researching and answering factual and interpretive contractual questions as needed. You will also support various special projects that arise at our fast-paced, mission-focused company. We’re a team that values both creativity and teamwork - whether operating solo or collaboratively, we seek to achieve great results on challenging, time-sensitive projects. You'll be given open ended objectives and will find ways to turn them into outcomes. By focusing on the broad vision without losing sight of the details, you'll bring large and multi-phase projects to successful completion while prioritizing team outcomes over individual wins. You are able to deliver complex information in an understandable way, and can manage high touch stakeholders in a constantly shifting landscape. You are ready to become an expert on the intricate details of the contracts that enable Palantir to implement its cutting-edge technology to solve real-world pro

PE
📍 Palo Alto, Canada· Full-time· Hybrid
✓ Quality checked

A World-Changing Company Palantir builds the world’s leading software for data-driven decisions and operations. By bringing the right data to the people who need it, our platforms empower our partners to develop lifesaving drugs, forecast supply chain disruptions, locate missing children, and more. The Role We are seeking a Senior Software Engineer to join a customer-facing product engineering team focused on developing advanced Command and Control (C2) and Agentic Autonomy Software for Autonomous Systems for use in operational and tactical missions. This role involves building, integrating, and deploying state-of-the-art software solutions that combine sensors, actuators, unmanned vehicles, and intelligent decision-making systems including self-hosted and commercial LLMs to enable users to employ and manage robotic and autonomous systems across a variety of mission sets. You will work alongside other experts in sensing, artificial intelligence, physics and simulations, user experience, and edge system engineering to build and deliver solutions that redefine complex military and civilian mission scenarios in the real world. As a part of this team, you will contribute directly to the development of cloud and edge software to command and control autonomous systems, including interfacing with onboard sensors (radar, cameras, RF, and other modalities) and real-time kinetic and non-kinetic systems for individual and swarms of systems. You will work alongside other experts in sensing, artificial intelligence, and systems engineering to shape solutions that redefine complex area defense scenarios.

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