Jobs in Canada

Strategic Leader in Canada

540 active opportunities · Updated October 2026

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

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

C$135K – C$210K/yr

Quick readStrong listing-quality and freshness signals

Overview: Guidepoint seeks an experienced Data/AI Engineer as an integral member of the Toronto-based AI team. The Toronto Technology Hub serves as the base of our Data/AI/ML team, dedicated to building a modern data infrastructure for advanced analytics and the development of responsible AI. This strategic investment is integral to Guidepoint’s vision for the future, aiming to develop cutting-edge Generative AI and analytical capabilities that will underpin Guidepoint’s Next-Gen research enablement platform and data products. This role demands exceptional leadership and technical prowess to drive the development of next-generation research enablement platforms and AI-driven data products. You will develop and scale Generative AI-powered systems, including large language model (LLM) applications and research agents, while ensuring the integration of responsible AI and best-in-class MLOps. The Senior AI/ML Engineer will be a primary contributor to building scalable AI/ML capabilities using Databricks and other state-of-the-art tools across all of Guidepoint’s products. Guidepoint’s Technology team thrives on problem-solving and creating happier users. As Guidepoint works to achieve its mission of making individuals, businesses, and the world smarter through personalized knowledge-sharing solutions, the engineering team is taking on challenges to improve our internal application architecture and create new AI-enabled products to optimize the seamless delivery of our services. This is a hybrid position based in Toronto. What You'll Do: Architect and Build Production Systems: Design, build, and operate scalable, low-latency backend services and APIs that serve Generative AI features, from retrieval-augmented generation (RAG) pipelines to complex agentic systems. Own the AI Application Lifecycle: Own the end-to-end lifecycle of AI-powered applications, including system design, development, deployment (CI/CD), monitoring, and optimization

PythonReactAWSAzure
G
📍 Toronto, Ontario, Canada· Full-time
✓ High-confidence listing

C$135K – C$210K/yr

Quick readStrong listing-quality and freshness signals

Overview: Guidepoint seeks an experienced AI Engineer as an integral member of the Toronto-based AI team. The Toronto Technology Hub serves as the base of our Data/AI/ML team, dedicated to building a modern data infrastructure for advanced analytics and the development of responsible AI. This strategic investment is integral to Guidepoint’s vision for the future, aiming to develop cutting-edge Generative AI and analytical capabilities that will underpin Guidepoint’s Next-Gen research enablement platform and data products. This role demands exceptional leadership and technical prowess to drive the development of next-generation research enablement platforms and AI-driven data products. You will develop and scale Generative AI-powered systems, including large language model (LLM) applications and research agents, while ensuring the integration of responsible AI and best-in-class MLOps. The AI/ML Engineer will be a primary contributor to building scalable AI/ML capabilities using Databricks and other state-of-the-art tools across all of Guidepoint’s products. Guidepoint’s Technology team thrives on problem-solving and creating happier users. As Guidepoint works to achieve its mission of making individuals, businesses, and the world smarter through personalized knowledge-sharing solutions, the engineering team is taking on challenges to improve our internal application architecture and create new AI-enabled products to optimize the seamless delivery of our services. This is a hybrid position based in Toronto. What You'll Do: Architect and Build Production Systems: Design, build, and operate scalable, low-latency backend services and APIs that serve Generative AI features, from retrieval-augmented generation (RAG) pipelines to complex agentic systems. Own the AI Application Lifecycle: Own the end-to-end lifecycle of AI-powered applications, including system design, development, deployment (CI/CD), monitoring, and optimization in production

PythonReactAWSAzure
J
📍 Toronto, Canada· Full-time
✓ High-confidence listingCompany trend -100%

From $87K/yr

Quick readStrong listing-quality and freshness signals

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 a strategic advisor and a jurisdictional expert in the Americas (Canada, LATAM, etc.) with a proven track record of helping customers navigate high-stakes complexities. You are consultative, proactive, and passionate about turning nuanced challenges into actionable solutions. You are comfortable solving open-ended, high-risk problems and serving as the final authority on complex global employment and Employer of Record (EOR) practices. You build trust easily, collaborate across teams, and advocate for customers while strategically mitigating risk for the business. As an International Consultant, you are the subject matter expert and trusted advisor for Justworks’ international customers. While the Support Specialist team handles tactical platform navigation and payroll inquiries, you focus on the complex moments—including jurisdictional separation guidance, international benefits strategy, and global regulatory compliance. You own the strategic relationship for customers expanding into diverse international markets, ensuring they maximize the value of Justworks' global offerings while maintaining total compliance. Your Su

AWSRestAIGo
L
📍 San Francisco, CA· Full-time
✓ High-confidence listingCompany trend -73.4%
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. We are building out Finance business operations to drive disciplined execution of both organic and inorganic initiatives, including M&A integration, strategic programs (AVs, Luxury), and other new product initiatives (NPIs). This is a strategy-to-execution role that requires strong judgment, cross-functional leadership, and the ability to drive outcomes in ambiguous, high-stakes environments. We are seeking a high-impact Finance BizOps leader to sit at the center of this effort, owning finance integration execution (in partnership with Lyft’s Corp Dev IMO), NPI financial readiness, and the intake/governance layer that connects Finance to the company’s most strategic initiatives. This role is the operating backbone for Finance – ensuring acquisitions integrate seamlessly, new products launch cleanly, and Finance work is prioritized with rigor and transparency. As the company scales, the volume and complexity of strategic initiatives—M&A, new products, and cross-functional programs—continues to increase. This role establishes a centralized operating model that ensures: Strategic initiatives are executed with discipline and completeness Finance is embedded early and effectively ensuring strong planning to execution across multiple teams to deliver strong customer and business results The organization scales without accumulating operational debt or technical debt Responsibilities: Strategic program Readiness Act as the central Finance lead for new product initiatives and large strategic programs Build strong working relationships with key product and business leaders and stay “in the know” on planned launches Partner with Finance SMEs, Product, Engineering, and GTM teams to ensure: Financial workflows and requirements are defined Systems, processes, and financ

L
📍 San Francisco, CA· Full-time
✓ High-confidence listingCompany trend -73.4%
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. As an Engineering Manager on the Core Rider team, you will act as a critical technical leader in a highly visible area of the Rider Organization. Taking holistic ownership of our foundational systems and core rider functionality, you will be directly responsible for moving top-line business metrics and delivering a seamless rideshare experience. You will partner with multiple product managers, data scientists, and cross-functional teams to develop complex systems, define strategic roadmaps, scale the product and infrastructure that powers how millions of riders request and experience their rides every day. Responsibilities: Drive team execution, proactively resolve bottlenecks and make decisive trade-offs. Partner with cross-functional teams (Product, Design, Marketing, Science, and Analytics) to define the team's strategic direction. Translate high-level business goals into actionable projects. Own a team roadmap from conception to delivery, managing cross-team dependencies and mitigating risks. Maintain operational excellence through contributing to best practices for observability, reliability, and on-call processes. Ensure technical excellence through architecture reviews, tech debt management, and engineering guidance. Maintain team health by creating and refining team processes, fostering a supportive team culture, and managing resourcing. Develop team member careers by matching them with opportunities, setting clear expectations, and providing timely feedback. Build relationships across engineering teams to share learnings, align on standards, and identify collaboration opportunities. Serve as a dependable, high-bar interviewer and active participant in Lyft’s broader community. Experience: BS/MS or equivalent in Computer Engineering, Computer Science, or a related field, or equivalent practic

L
📍 San Francisco, CA· Full-time
✓ High-confidence listingCompany trend -73.4%
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. The Lyft Business organization builds the platform that lets organizations move the people they depend on employees, clients, and customers. From the foundational mechanics of a company funding and provisioning a ride to the tailored workflows that get an employee to a client meeting or home after a late shift, we sweat the small stuff to make Lyft the transportation solution businesses build their programs on. As a Staff Software Engineer on the Lyft Business Team, you will act as a critical technical leader, taking holistic ownership of complex systems that span the rider experience, the administrator experience, and the enterprise integrations behind them — defining strategic roadmaps, driving cross-functional alignment, and driving engineering excellence to improve how organizations move their people. Responsibilities: Shape the long-term architecture for systems, taking accountability for both short-term functionality and long-term health Translate high-level business goals into actionable engineering projects. Own the technical roadmap from conception to delivery, managing cross-team dependencies and mitigating risks Champion improvements in system, observability, performance, and tech debt reduction, extending your influence beyond your immediate team Establish best practices for deployment, alerting, and on-call health. Take holistic ownership of the platform's stability, tracking down issues root causes and building preventive safeguards for your immediate scope and beyond. Drive alignment across product, design, and operations. Proactively resolve bottlenecks and make decisive trade-offs to protect system architecture from competing organizational priorities Mentor and level up the engineers around you. Delegate stretch opportunities, lead cross-team reviews, and foster a culture of s

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

From C$136K/yr

Quick readStrong listing-quality and freshness signals

At Lyft, our purpose is to serve and connect. We aim to achieve this by cultivating a work environment where all team members belong and have the opportunity to thrive. Lyft is looking for experienced software engineers from a variety 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 empower us to iterate quickly, while focusing on delighting our passengers and drivers. As a Senior Software Engineer on the Marketplace team, you will lead work streams to improve business operations in Lyft’s Marketplace. You'll design AI driven data analytics platforms, data pipelines and metric governance systems that our business leaders use on a daily basis to make key strategic decisions. You will partner with business leaders and data scientists across our organizations to enable running the business more efficiently. Responsibilities: Help define the roadmap and architecture based on technology and business needs Drive AI innovation for business analytics and operations Write well-crafted, well-tested, readable, maintainable code Have a good grasp and ability to explain the various tradeoffs made in decisions Participate in code reviews to ensure code quality and distribute knowledge Lead projects from idea to positive execution Incorporate considerations for business context and failure modes in your work Proactively participate in resolving ongoing incidents Unblock, support, effectively communicate, and obtain buy-in across teams to achieve results Share your knowledge by giving brown bags, tech talks, and evangelizing appropriate tech and engineering best practices Experience: 5+ years of software engineering industry experience with a high level programming language (bonus points for experience with Python or Go) AI Experience in Agen

PythonMicroservicesAIGo
L
📍 San Francisco, CA· Full-time
✓ Quality checkedCompany trend -73.4%

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 in a defining moment — from turnaround to international growth, from traditional rideshare to the autonomous future. The Chief of Staff to the CEO sits at the center of that transformation, serving as a force multiplier for CEO David Risher and the senior leadership team. This is a rare opportunity for a builder, strategist, and trusted advisor who can operate at altitude while staying close to the detail. The Chief of Staff to the CEO is the CEO's most trusted operational and strategic partner. You will: Own the rhythms, narrative, strategy, and operations of the Executive Office, translating the CEO’s vision into organizational execution across Lyft. Work in lockstep with our Executive Business Partner to ensure the CEO and executive team operate at their highest and best use at all times. Lead the internal community of Chiefs of Staff that act as the operational backbone for the company This role demands exceptional range: you'll build organizational frameworks, draft corporate strategy, manage high-stakes communications, run executive meetings and offsites, hold confidential context with grace, and know when to drive decisions and when to get out of the way. You are here to make the organization smarter, faster, and more aligned. Responsibilities: Executive partnership & decision support Serve as a strategic thought partner and sounding board for the CEO on organizational strategy, business priorities, and leadership effectiveness Prepare the CEO for high-stakes meetings, board sessions, investor engagements, and external appearances — including briefing materials, talking points, and post-meeting follow-through, whether drafted by you or in partnership with cross-functional partners Identify decisions that need to be made, surface the right information at the right

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

From C$216K/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 connects people to transportation to change the way we live and get around our communities. We are looking for a Senior Staff Technical Program Manager who brings exceptional technical and analytical skills to drive execution across high-impact product initiatives. Come be part of a team at Lyft focused on enabling and empowering engineering teams to deliver at scale. Technical Program Managers at Lyft drive cross-functional initiatives, leveraging strong leadership, planning, communication, and collaboration skills. Our TPMs are technically strong with deep product and software engineering experience. They are problem solvers who make things happen by setting clear goals and inspiring teams to deliver. TPMs at Lyft are both strategic and tactical, doing what it takes to successfully deliver top-priority programs that have a material impact on the business. This role will support product-facing teams within Rideshare, focusing initially on the Partnerships, Loyalty and Payments organization, where you will be responsible for helping them to create a singular loyalty offering that is accessible, emotional, rewarding, and which makes it simple to choose Lyft. You will collaborate with engineering, product, data science, design, analytics, and operations to drive iterative delivery that delights our riders and drivers. Responsibilities Lead cross-functional product initiatives from ideation through planning, execution, launch, and post-launch — ensuring alignment, accountability, and measurable outcomes at every phase. Provide hands-on support across all phases of the software development lifecycle, including project planning, resource allocation, progress tracking, risk mitigation, KPI ownership and measurement, and leadership communications. Partner with engineering, product, data science, design

L
📍 San Francisco, CA· Full-time
✓ High-confidence listingCompany trend -73.4%
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 Ads is one of the fastest-growing commerce media businesses in the industry, connecting brands to a high-intent, on-the-move audience across Lyft's rider and driver networks. With proprietary first-party data spanning millions of rides and real-world consumer journeys, Lyft Ads offers advertisers a unique combination of targeting, context, and measurement that traditional platforms cannot replicate. We are building the future of mobility media — and we are looking for exceptional talent to help lead that charge. We are seeking a strategic, highly cross-functional leader to join Lyft Ads as our Sr. Product Marketing Manager for Programmatic Ad Solutions. This is a unique and high-impact role at the intersection of programmatic advertising, revenue partnership development, and go-to-market strategy. You will own three interconnected pillars that are core to Lyft Ads' growth: building our programmatic and Audience Extension business, managing key channel and demand partners, and developing the packaging and pricing strategy that powers our sales organization. This role requires a rare blend of strategic thinking, commercial acumen, and operational execution. You will work closely with Product, Data Science, Sales, and external partners to define how Lyft Ads goes to market — both on-platform and off — and to ensure we are positioned to win against competitors in the rapidly evolving commerce media landscape. Responsibilities: Programmatic Strategy & Audience Extension Go-to-Market Own the end-to-end strategy and go-to-market for Lyft Ads' programmatic business, with a primary focus on Audience Extension solutions that extend Lyft's first-party data and targeting capabilities beyond the app. Develop compelling narratives, positioning frameworks, and packaging structures that clearly articulate L

L
📍 San Francisco, CA· Full-time
✓ High-confidence listingCompany trend -73.4%
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 Ads is one of the fastest-growing commerce media businesses in the industry, connecting brands to a high-intent, on-the-move audience across Lyft's rider and driver networks. With proprietary first-party data spanning millions of rides and real-world consumer journeys, Lyft Ads offers advertisers a unique combination of targeting, context, and measurement that traditional platforms cannot replicate. We are building the future of mobility media — and we are looking for exceptional talent to help lead that charge. We are seeking a strategic, highly cross-functional leader to join Lyft Ads as our Sr. Product Marketing Manager for Measurement, Data & Audiences. This is a unique and high-impact role at the intersection of data commercialization, advanced measurement strategy, and go-to-market execution. As the direct commercial counterpart to our Ad Infrastructure Product Management team , you will translate back-end data signals, in-house attribution models, and reporting tools into compelling, market-facing solutions. You will own the strategy for how Lyft Ads packages and positions its first-party mobility data, validates performance through third-party measurement partners, and delivers trusted ROI clarity to brands and agencies. Additionally, you will lead the identification, evaluation, and commercialization of custom, bespoke data partnerships that unlock strategic value and incremental revenue streams for Lyft Ads. This role requires a rare blend of technical data literacy, commercial acumen, and operational execution. You will work closely with Product, Data Science, Engineering, Sales, and external partners to define how Lyft Ads goes to market and proves its value in the rapidly evolving commerce media landscape Responsibilities: Data Commercialization & Audience

GitAIGoRust
AC
📍 Toronto, Canada· Full-time
✓ High-confidence listing

From C$75K/yr

Quick readStrong listing-quality and freshness signals

Here at Appian, our values of Intensity and Excellence define who we are. We set high standards and live up to them, ensuring that everything we do is done with care and quality. We approach every challenge with ambition and commitment, holding ourselves and each other accountable to achieve the best results. When you join Appian, you’ll be part of a passionate team dedicated to accomplishing hard things, together. About the Team Appian Customer Success is obsessed with delivering exceptional customer outcomes and high-velocity business impact. Our Public Sector team acts as a trusted strategic partner to government agencies and organizations, bringing their most vital ideas to life. By joining this high-performing team, you will strengthen and evolve your technical consulting skills while accelerating the adoption of our AI-Powered Process Automation platform across critical public infrastructure. As a Senior Consultant, you will step into a pivotal leadership role at the intersection of public sector strategy and modern technical innovation. This is your opportunity to move beyond isolated coding tasks and own the end-to-end delivery of highly visible, complex enterprise systems. You will lead small engineering teams, architect robust integrations, and serve as a trusted technical advisor to client stakeholders - enabling enterprise organizations to achieve true Enterprise-Grade Orchestration . What You’ll Do Lead Project Delivery: Oversee and drive the entire project lifecycle to define, design, and implement custom automation solutions using the Appian platform. Mentor & Develop Talent: Actively lead, coach, and mentor junior consultants through fast-paced software implementations, fostering a culture of technical excellence. Architect Integrations: Build seamless data pipelines and robust APIs to integrate multiple external enterprise systems using REST, SOAP, and JDBC connections. Drive Data Modeling: Design and launch sophisticated relational data

SQLAWSRestAgile
A
📍 San Francisco, Canada· Full-time
✓ High-confidence listing

From $224K/yr

Quick readStrong listing-quality and freshness signals

Airtable is the no-code app platform that empowers people closest to the work to accelerate their most critical business processes. More than 500,000 organizations, including 80% of the Fortune 100, rely on Airtable to transform how work gets done. AI will transform every business, but we’re still just scratching the surface of its potential. Its true power lies in its ability to automate the often overlooked workflows that are the lifeblood of organizations. At Airtable, we are evolving into an AI-native platform, and we have the unique opportunity to provide AI tools that are deeply embedded within a team’s data and workflows. We’re looking for a talented senior design leader to join our team and help guide this transformation by driving the creation of new experiences. How might AI transform user intent into data schema, workflows, and interfaces? How do we give users meaningful control when automation is doing work on their behalf? How do we design complex, multi-step experiences that feel simple? If you’re ready to dig into these questions with a crew of humble, talented, and deeply thoughtful designers, we can't wait for you to apply. You’ll be an integral part of a collaborative team, contributing to both strategic vision and design execution. What you'll do Craft exceptional experiences Using your full range of product design skills to discover, design, and deliver intuitive, well-crafted experiences. You’ll elevate some Airtable’s most critical workflows while holding a high bar for overall design quality. Contribute to a vision of Airtable The platform is evolving rapidly and we want you to help define a strong point of view about where we are going. You’ll shape not just features but the broader arc of how Airtable grows. We are committed to becoming an AI-native platform, and we’re looking for a designer to help steer this evolution and shape how these new capabilities integrate into the core user experience. Experiment with AI-assisted proto

AWSRestAIGo
SA
📍 San Francisco, Canada· Full-time
✓ High-confidence listing

From $182K/yr

Quick readStrong listing-quality and freshness signals

At Scale, we develop reliable AI systems for the world’s most important decisions. Scale’s product marketing team is responsible for developing and executing strategies that drive awareness and engagement for Scale’s offerings amongst our core audiences. We take a data-driven approach to understand our customers’ needs and challenges, ensuring that their voices are reflected in product development and messaging. We partner closely with product, engineering, research, sales, comms, and the broader marketing team to create a cohesive customer experience across all our channels. We aim to provide valuable insights and resources that help our customers execute on their AI transformation journey. This role will focus on developing and optimizing vertical-specific messaging and content for Scale’s applications business to ensure our messaging resonates with core buyers across verticals. The ideal candidate combines strategic thinking with hands-on execution. You will: Develop clear, compelling messaging for enterprise offerings tailored to key personas within target verticals Create marketing assets, including slide decks, videos, blog posts, and one-pagers, that effectively communicate our value propositions to vertical leaders and support our sales team’s pursuits Lead positioning and sales enablement efforts to drive awareness and engagement for Scale’s offerings. Drive cross-functional marketing programs around target verticals, in conjunction with product, engineering, sales, and growth marketing to create a cohesive customer experience and contribute to pipeline targets Collaborate with field marketing and events teams to develop vertical-specific event strategies, content, and experiences that drive engagement within customer and target accounts Drive customer marketing efforts, creating both strategy and tactics to maximize the value Scale and customers get from our shared success, including case studies, testimonials, visual assets and event particip

AWSRestAIGo
DC
📍 Vancouver, British Columbia, Canada· Full-time
✓ High-confidence listing

From C$173K/yr

Quick readStrong listing-quality and freshness signals

Position Overview We are seeking a transformative Senior Director, Talent Acquisition to lead the overall recruiting function and deliver a high-impact, modern, and scalable hiring experience across the organization. In this role, the successful candidate will partner closely with senior business leaders and HR stakeholders to align hiring priorities, shape workforce plans, and support business growth through innovative, data-driven talent strategies. This leader will oversee end-to-end recruitment strategy and operations, guide team performance, and drive process improvements that strengthen hiring outcomes, scalability, speed, and quality of hire. A key focus of the role will be leading the successful implementation and optimization of Workday Recruiting and related processes, while advancing the use of AI-enabled recruiting tools, automation, talent intelligence, and analytics to improve sourcing effectiveness, decision quality, operational efficiency, and candidate experience. The ideal candidate is an AI-forward talent acquisition leader who brings strong leadership, stakeholder management, strategic thinking, and communication skills, along with deep expertise in recruiting operations, team development, talent analytics, recruiting technology, and enterprise process transformation. They will bring experience leading large-scale systems and process change, including Workday implementation or optimization, as well as a thoughtful approach to the responsible use of AI and technology across the hiring lifecycle. They will also bring a fresh and creative approach to attracting top talent and play a key role in advancing and strengthening our employer brand in the market. Key Responsibilities Lead the global Talent Acquisition function across a broad team or portfolio, with accountability for recruiting strategy, delivery, team capability, technology adoption, and performance against hiring goals. Partner closely with senior business leaders, HR

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