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.

O
📍 Toronto, Ontario, Canada· Full-time
✓ High-confidence listingCompany trend -72.4%

From C$118K/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 role At Okta, we believe AI will fundamentally transform how design, research, and product development happen. We are looking for a Senior Design Operations Program Manager, Agentic Design to lead the operationalization and enablement of internal AI agents, plug-ins, and automated workflows across our Design team — reimaging how designers create in the AI era through internal AI agents. In this role, you will bridge the gap between AI tooling capabilities and practical design ops execution. You will partner closely with design, product management and design systems to govern, evaluate, deploy, and scale AI-driven design capabilities — making our 60+ person design org dramatically faster, more consistent, and highly innovative. This is a tactical, execution-focused builder role for an operations leader who is deeply curious about AI tools, understands modern UX workflows, and excels at change management, team enablement, and operationalizing new frameworks. What you'll do AI & Agentic Design Enablement Serve as the operational connective tissue driving AI adoption, evaluation, and workflow integration across Product Design, UX Research, and Content Design. Manage the intake, evaluation, and approval process for design plug-ins, Model Context Protocol (MCP) integrations, and generative AI tools (e.g., custom content design assistants, design-to-code agents). Partner with internal engineering teams to operationalize, ship, and drive adopt

AWSRestMachine LearningAI
I
📍 Canada· Full-time· Remote
✓ High-confidence listingCompany trend -90.3%

From C$189K/yr

Quick readStrong listing-quality and freshness signals

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 About the Role We are looking for a Principal Supply Chain Partner Manager to join the Instacart Business & Supply Chain team. This is a senior individual contributor role for someone who operates at the intersection of strategy, enterprise partnership, and cross-functional leadership. You will own Instacart's most complex and highest-impact supply chain relationships, setting the strategic direction for how we engage with and grow our largest distributors and network partners. Beyond managing a portfolio of partners, you will shape how the broader team operates — establishing playbooks, influencing product direction, and serving as a thought leader internally and externally. You will be a trusted advisor to C-suite stakeholders on the partner side and a key voice in executive conversations internally. This role requires someone who can navigate deep a

AIGoRustMarketing
O
📍 Canada· Full-time· Remote
✓ Quality checkedCompany trend -100%

About the Team OpenAI’s User Operations team ensures that our customers' experience is nothing short of exceptional. We resolve complex issues, provide guidance, and support customers in maximizing value with our products. Within User Operations, Ads Safety Operations helps OpenAI grow advertising in a way that is safe, trusted, and sustainable for advertisers, users and the business. The Ads Safety Support team sits within Ads Safety Operations and owns the advertiser-facing support journey: helping advertisers navigate ads products, policies, reviews, and enforcement decisions while turning frontline insights into better guidance, tooling, and product experiences. About the Role We’re looking for a Senior Advertiser Support Specialist to help build and scale advertiser support within Ads Safety Operations. You’ll work directly with advertisers through support tickets, escalations, owning high-impact questions related to ads policies, review outcomes, product behavior, and operational processes. Many cases will be novel or ambiguous, and you’ll be expected to investigate carefully, communicate clearly, and drive them to resolution in a fast-moving product environment. As OpenAI’s advertising ecosystem grows, your work will help advertisers operate successfully at scale while serving as a critical bridge between frontline support and the teams responsible for product quality, policy integrity, and platform safety. Beyond resolving individual cases, you’ll help define what world-class support looks like in an AI-native environment. You’ll turn support interactions into operational intelligence, identifying recurring friction, gaps in guidance, and emerging issues to improve support at scale, and protect the quality and safety of OpenAI’s ad ecosystem. You’ll partner closely with Engineering, Product, Policy, Legal and Go To Market partners to improve systems, reduce bugs, and elevate the customer experience, while leveraging automation, agents, and our own AI technol

PythonAWSRestAI
NR
📍 Toronto, Canada· Full-time
✓ High-confidence listing

From C$132K/yr

Quick readStrong listing-quality and freshness signals

We are a global team of innovators and pioneers dedicated to shaping the future of observability. At New Relic, we build an intelligent platform that empowers companies to thrive in an AI-first world by giving them unparalleled insight into their complex systems. As we continue to expand our global footprint, we're looking for passionate people to join our mission. If you're ready to help the world's best companies optimize their digital applications, we invite you to explore a career with us! Your opportunity As the Manager, GTM Engineering (AI and Automation), you will be key to constructing and maintaining our "Revenue Velocity" engine with a specialized team of architects. In this high impact role, you will report to the Director of Enterprise Systems & Solutions. You will be responsible for the successful technical integration of advanced AI and automation tools throughout our Go-To-Market (GTM) technology stack. This role requires a proactive player-coach who balances thinking strategically about our revenue systems while remaining deeply involved in the creation of durable, data-driven automation frameworks. What you'll do GTM Tech Stack Management: Integrate with and optimize the core Sales and Marketing technology stack (Salesforce, Clay, Rox, Boomi, Salesloft) in alignment with customer-centric initiatives. Workflow & AI Automation: Execute end-to-end automated workflows (lead scoring, routing, alerts) and deploy AI/ML solutions to scale business outreach efficiency. Data Integrity & Analytics: Manage data pipelines and routine hygiene (deduplication, enrichment) across systems; maintain dashboards to track key GTM metrics and deliver forecasting to leadership. Process Execution & Enablement: Work with Program teams to map GTM workflows and drive technical projects from requirements gathering through implementation and user adoption. This role requires 2+ years of people management or relevant leadership experience, such as lead

PythonGitRestAI
O
📍 Canada· Full-time
✓ Quality checkedCompany trend -100%

About the Team OpenAI’s User Operations team shepherds our customer’s adoption of AI and ensures that our customers' product experience is nothing short of exceptional. We are building the very first post-AGI support team. We resolve complex issues, provide technical guidance, and support customers in maximizing value and adoption from deploying our products. We work closely with Sales, Technical Success, Product, Engineering and others to deliver the best possible experience to our customers at scale. OpenAI's customers represent a range of diverse backgrounds and maturity, from early-stage startups to established global enterprises. About the Role We are looking for a leader to build and scale our Support Engineering team, which will collaborate directly with our strategic enterprise accounts, our product and engineering teams, as well as our field teams to solve some of the most difficult technical problems faced by our customers. You will lead one of the best technical troubleshooting teams at OpenAI, and our customers and Engineering teams will look to you for technical guidance in addressing the most technically difficult issues in our environment. You will play an integral role in building knowledge within the team and be part of strategic initiatives for organizational and process improvements. Working directly with our most strategic customers - You will be crucial to the success of the most innovative, disruptive, and high-scale AI solutions being built with the OpenAI platform. This team will handle high difficulty situations and issues. The team will be global, providing 24x7 technical coverage for our customers. This will be an opportunity to build this new team from first principles - your leadership will determine the future of this organization. The ideal candidate will have a combination of technical capabilities mixed with strong leadership and systems building strength. This Toronto-based role is currently remote and is expected to transition to a

AWSRestAIGo
O
📍 Canada· Full-time
✓ Quality checkedCompany trend -100%

About the Team The Technical Support team is responsible for ensuring that developers and enterprises can reliably build mission critical solutions using OpenAI models. We provide technical guidance, resolve complex issues and support customers in maximizing value and adoption from deploying our highly-capable models. We work closely with Technical Success, Product, Engineering and others to deliver the best possible experience to our customers at scale. We think from an automation-first mindset and leverage the latest in AI to scale our support operations. Join the Senior Support Engineering (SSE) team at OpenAI and help shape the future of Technical Support in the age of AI. About the Role We are looking for a Senior Support Engineer to collaborate directly with our strategic enterprise accounts and product teams, helping solve some of the most difficult problems faced by our Customers. You will be part of the best technical troubleshooting team at OpenAI, and our Customers and Engineering teams will look to you for technical guidance in addressing the most technically difficult issues in our environment. As a Senior Support Engineer, you will design and run operational processes to monitor our top strategic customers and a 24x7 response team. You’ll work closely with our Infrastructure and Engineering teams to deliver the best possible experience to customers at scale. Working directly with our most strategic Customers - You will be crucial to the success of the most innovative, disruptive, and high-scale AI solutions being built with the OpenAI API platform. The nature of this role will be low volume, high difficulty. This Toronto-based role is currently remote and is expected to transition to an in-office arrangement. In this role, you will: Be among the foremost technical and troubleshooting experts for our API platform at OpenAI. You are the last line of defense before the core Engineering team. Proactively identify and implement opportunities to scale suppor

PythonAWSRestAI
O
📍 Canada· Full-time
✓ Quality checkedCompany trend -100%

About the Team OpenAI’s User Operations team shepherds our customers’ adoption of AI and ensures that our customers' product experience is nothing short of exceptional. We are building the very first post-AGI support team. We resolve complex issues, provide technical guidance, and support customers in maximizing value and adoption from deploying our products. We work closely with Sales, Technical Success, Product, Engineering and others, to deliver the best possible experience to our customers at scale. OpenAI's customers represent a range of diverse backgrounds and maturity, from early-stage startups to established global enterprises. About the Role We’re looking for dedicated, experienced, and deeply curious individuals to help solve some of the most complex challenges faced by our customers while building the future of post-AGI support alongside us. In this role, you’ll work directly with customers through support tickets and live calls, troubleshooting high-impact issues and resolving novel, often ambiguous technical problems in one of the fastest-moving environments in technology. As AI adoption rapidly accelerates, the work you do will directly support mission-critical systems being built on OpenAI’s platform, serving as a critical line of defense for customers operating at massive scale. Beyond resolving technical issues, you’ll help define what world-class support looks like in an AGI-driven future. You’ll partner closely with Engineering, Product, and Operations to improve systems, reduce bugs, and elevate the customer experience, while leveraging automation, agents, and our own AI technology to transform how support operates at scale. This Toronto-based role is currently remote and is expected to transition to an in-office arrangement. In this role, you will: Work directly with customers to troubleshoot and resolve their most complex technical issues, including API failures, integration challenges, authentication errors, and production incidents. Providing

PythonAWSRestAI
O
📍 Toronto, Ontario, Canada
✓ High-confidence listingCompany trend -72.4%
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 Engineering Manager, SDET — Okta Identity Governance (OIG) 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 Okta Identity Governance Team Okta Identity Governance (OIG) is Okta's Identity Governance and Administration solution, responsible for some of the most critical and visible workflows in enterprise identity: how people request access, how approvers grant it, how entitlements are enforced, and how organizations prove to auditors that only the right people have the right access. OIG is the leading contributor to Okta's new product bookings, and it runs inside some of the largest enterprises in the world — the kind of accounts where a single tenant carries hundreds of thousands of identities across thousands of applications. Quality here is a compliance bar, not just a user experience one. When a governance product has a defect, a company can stay over-provisioned on access it believes it revoked, or hand an auditor evidence that isn't true. The Senior Engineering Manager, SDET Oppo

TypeScriptPythonJavaDocker
O
📍 Toronto, Ontario, Canada
✓ High-confidence listingCompany trend -72.4%
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. Okta Workflows is the secure, no-code automation platform that empowers organizations to build identity-centric workflows across cloud applications — all without writing code. Our intuitive drag-and-drop interface allows enterprises to automate complex business processes at scale, enhancing productivity, enforcing security, and simplifying IT operations. Customers like Netflix, MGM, and NTT rely on Workflows to automate high-impact identity scenarios with speed and confidence. As we continue to scale, we’re investing in extensibility, developer experience, and performance. Join us to help shape the future of cloud automation and low-code development. Position Description We’re hiring a Staff Full-Stack Engineer to join the Integration Builder team within Okta Workflows. This team owns the core no-code surface that enables both internal teams and third-party developers (ISVs) to build powerful integrations and automation experiences with ease. As a Staff Engineer, you’ll lead initiatives that span front-end and back-end services — delivering performant, secure, and scalable features. You’ll help define architecture, drive implementation, and collaborate closely with Design, PM, and Platform teams. You’ll also work directly with our technical architects to help shape what we build — and how we build it. This is a high-impact role in a growing, strategic product area with strong executive visibility. Role Details: Design, build, and maintain end-to-end feature

JavaScriptTypeScriptReactNode.js
DC
📍 Vancouver, British Columbia, Canada
✓ High-confidence listing

From $86K/yr

Quick readStrong listing-quality and freshness signals

Position Overview As a Solutions Engineer at Diligent, you will partner closely with Sales to help organizations understand how our platform can transform the way they identify and mitigate risk, perform audits, strengthen controls, and operationalize broader GRC programs. You’ll independently lead the SE workstream on small to mid-sized opportunities, while partnering with more senior Solutions Engineers on complex, multi-pillar deals, acting as a trusted partner to customer stakeholders and helping translate Risk & Audit and broader GRC challenges into clear, compelling solutions that drive business value. If you enjoy combining domain expertise, storytelling, solution design, and customer interaction and are looking to build your career in a commercial, customer-facing environment, this is a strong next step. Key Responsibilities Customer & Commercial Partnership Partner with Sales to lead the full pre-sales lifecycle for small to mid-sized opportunities, helping customers understand how Diligent solves real-world risk, audit, and control management challenges. Deliver independent, well-prepared, tailored software demonstrations that clearly articulate business value, while seeking coaching and feedback from senior team members for continuous improvement. Engage confidently with stakeholders across Internal Audit, Risk, Compliance, IT, Controls, and Governance teams, owning day-to-day customer conversations and escalating to senior SEs for high-risk or complex topics as needed. Translate customer pain points into clear solution narratives, including outcomes and success criteria, to support deal progression and closure. Own the technical win for small to mid-sized opportunities, and contribute to the technical strategy on larger, multi-stakeholder deals in partnership with senior SEs. Solution Design & Thought Leadership Design and present solu

AIRecruitment
O
📍 Toronto, Ontario, Canada
✓ High-confidence listingCompany trend -72.4%
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 Okta Privileged Access Management (PAM) is an identity-centric approach to a common and critical privileged access use case. Our elegant Zero Trust architecture is purpose-built for the modern cloud and helps customers solve challenging security and operations pain points at scale. We are looking for a software engineer to join our fast-growing team with a focus on scalability, reliability, and enhancing the core building blocks of the product. In this role you will: Be deeply involved in evolving the core architecture of PAM. Work in our product development teams to build scalable, composable components of our platform. Be responsible for designing and implementing scalable architecture patterns. Delight our customers by providing world class UX using our React-based design system Design and build APIs that customers rely on for access to production infrastructure. Work on backend components written in Go and frontend components written in React. You might be a good fit if you: Have 3-5 years of software development experience with a background in Golang or similar programming languages. Proficient in React or similar front-end UI stacks. Experienced working with relational databases like PostgreSQL or similar RDBMS technologies. have the ability to complete a feature end to end from designing database models to backend APIs and frontend UI components. Experienced working with any cloud provider such as AWS, GCP or Azure. Thrive in a collaborativ

ReactPostgreSQLAWSAzure
O
📍 Toronto, Ontario, Canada
✓ High-confidence listingCompany trend -72.4%
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 Data Enablement Team Auth0 is an easy-to-implement authentication and authorization platform designed by developers for developers. We make access to applications safe, secure, and seamless for the more than 100 million daily logins around the world. Our modern approach to identity enables this Tier 0 global service to deliver convenience, privacy, and security so customers can focus on innovation. Within the Data organization, the Data Enablement team is chartered with creating scalable semantic models that make it safe for anyone to see and understand data. By partnering with product and engineering leaders, this team owns the data lifecycle from strategy to prototyping to implementation, executive dashboard and product level self-service support. The Senior Data Analyst Opportunity Reporting to the Manager, Data Enablement - this role will be responsible for unlocking analytics across the company. You will do this through a combination of data lifecycle ownership, data tooling enablement and outreach programs designed to foster the safe usage of scalable data models for reporting and analytic consumption. You'll serve as a critical data and technical partner that empowers our Sales, TAM, and Customer Success teams with the deep product insights they need to succeed. An average week will find you partnering with these teams to understand their measurement needs, reviewing engineering plans to ensure we capture critical data signals from the Auth

PythonSQLGitMachine Learning
O
📍 Toronto, Ontario, Canada
✓ High-confidence listingCompany trend -72.4%
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. Position Description: You will proactively construct and own an AI-forward research roadmap for key product pillars at Okta, operating at the intersection of Identity, Security, and Artificial Intelligence. As a Staff-level individual contributor, you will drive both qualitative and quantitative methodologies to define user experiences for non-deterministic AI agents, automated workflows, and enterprise platforms. Additionally, you leverage agentic tools and AI workflows internally to scale qualitative coding, synthesis, and research operations across the organization. In this role, you’ll get to: Drive Product-shaping Research: Lead foundational and evaluative research to inform strategic and tactical product decisions. Execute Balanced Mixed-Methods: Drive qualitative depth (contextual inquiry, cognitive walkthroughs) and quantitative rigor (large-scale surveys, behavioral telemetry, statistical modeling) to evaluate AI products. Pioneer AI Research Operations: Integrate AI tools, prompt engineering, and agentic research workflows into your daily practice to accelerate quality research outputs. Lead Cross-Discipline Collaboration: Facilitate research to drive cross-discipline clarity, executive alignment, and decision-making across complex security and admin workflows. Solve Complex Problems: Bring stakeholders together across multiple teams to scope problems and collaborate on research in ways that nurture a culture of curiosity and learning. Cultivate E

PythonSQLMachine LearningArtificial Intelligence
HI
📍 San Francisco, Canada
✓ High-confidence listing

$149.9K – $270K/yr

Quick readStrong listing-quality and freshness signals

Who We Are HP IQ is HP’s new AI innovation lab. Combining startup agility with HP’s global scale, we’re building intelligent technologies that redefine how the world works, creates, and collaborates. We’re assembling a diverse, world-class team—engineers, designers, researchers, and product minds—focused on creating an intelligent ecosystem across HP’s portfolio. Together, we’re developing intuitive, adaptive solutions that spark creativity, boost productivity, and make collaboration seamless. We create breakthrough solutions that make complex tasks feel effortless, teamwork more natural, and ideas more impactful—always with a human-centric mindset. By embedding AI advancements into every HP product and service, we’re expanding what’s possible for individuals, organisations, and the future of work. Join us as we reinvent work, so people everywhere can do their best work. About The Role As a Senior Platform Engineer at HP IQ, you will help build and evolve the infrastructure, tooling, and shared platform capabilities that enable our engineering teams to develop and operate reliable, secure, and scalable services across cloud and edge environments . You will work closely with application, services, AI/ML, and security teams to improve developer velocity, production readiness, reliability, and operational efficiency across a heterogeneous infrastructure footprint. What You Might Do Design, build, and maintain shared infrastructure and platform capabilities across cloud and edge environments. Build automation and self-service tooling that improves engineering velocity and operational consistency. Develop and maintain Infrastructure-as-Code, deployment workflows, and environment provisioning. Partner with engineering teams on production readiness, including reliability, security, observability, scalability, and recovery. Improve monitoring, alerting, incident response, and operational tooling across distributed environments. Automate repetitive operational t

PythonKubernetesAI
SC
📍 San Francisco, Canada
✓ High-confidence listing
Quick readStrong listing-quality and freshness signals

The Sales Compensation Manager is vital for scaling and operationalizing Sigma's sales compensation process. You will ensure accurate, timely compensation payouts using expert analysis and refine processes, tools, and reporting to align compensation with business results. This role is ideal for a self-starter who thrives on ownership, data integrity, and cross-functional collaboration between Finance, Revenue Operations, and GTM leadership. Key Responsibilities Commission & Incentive Processing Execute end-to-end commission calculation validation and processing for sales commissions and incentive payouts with high accuracy and precision. Identify, troubleshoot, and resolve calculation discrepancies and stakeholder escalations efficiently. Support compensation accruals and roll-up reporting in coordination with Finance close cycles. Systems & Platform Administration Manage Sigma’s compensation platform with the broader team. Ensure clean data flows between CRM (Salesforce), HRIS, ERP, and comp systems. Plan Governance & Communication Support administration of quota rules, crediting structures, and payout policies. Prepare clear plan documentation, and communication for GTM teams. Cross-Functional Collaboration Partner closely with Finance, Sales Operations, HR/People, and Data to align comp mechanics with business strategy. Identify, prioritize, and implement process improvements that increase accuracy and reduce manual effort. Qualifications: 5+ years of experience in sales compensation, ideally within fast-scaling SaaS orgs. Advanced proficiency with Salesforce CRM, Sigma and spreadsheet tools. Familiarity with consumption-based models and usage-driven GTM strategies. Exceptional attention to detail, robust problem-solving skills, and a strong systems mindset. Effective communication skills with the ability to clearly translate complex compensation logic for both technical and non-technical audiences. Bo

PythonSQLArtificial IntelligenceAI
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