Jobs in Canada

Lead Strategist in Toronto

132 active opportunities · Updated October 2026

Explore current lead strategist jobs in Toronto. Filter by work mode, employment type, experience, department, date posted and distance.

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

From C$146K/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. Okta enables universal, secure access to technology for every user and organization. The Device Identity and Access team ensures that every endpoint interacting with corporate resources is trusted, healthy, and secure. Our pillar spans four domains: Device Identity, Device Authentication, Device Security Posture, and Endpoint AI Security. We are hiring a Senior Product Manager to drive our Zero Trust Authentication group. In this role, you will lead the core execution, performance, and deployment strategy for Okta’s foundational endpoint products. You will own the operational excellence of Okta Verify , FastPass , and Device Assurance , ensuring that our core passwordless authentication flows and device posture engines remain performant, secure, and incredibly easy for global enterprises to deploy at scale. This is a critical, high-impact role designed for a highly autonomous product manager. You will take on the tactical execution and smaller strategic investments for our endpoint authenticators, acting as the team's operational anchor so that our senior product leaders can continuously expand our strategic frontiers. What you will own You will bridge user experience and deep systems engineering to ensure our core authentication products scale reliably for millions of global users. Core Device Assurance Execution: Own the roadmap for our baseline security posture checks (such as OS version validation, disk encryption, and firewall status). You will m

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📍 Toronto, Ontario, Canada· Full-time
✓ Quality checkedCompany trend -91.5%

Who are we? Cohere is the leading security-first enterprise AI company. We build cutting-edge foundation AI models and end-to-end products that are designed to solve real-world business problems. We’re training and deploying frontier models for enterprises who are building AI systems. We believe that our work is instrumental to the widespread adoption of AI and we are looking for folks that want to be part of that. We obsess over what we build. Each one of us is responsible for contributing to increasing the capabilities of our models and the value they drive for our customers. Cohere is a team of researchers, engineers, designers, and more, who are all passionate about their craft. We are a global technology company headquartered in Toronto with key offices in London, New York City, San Francisco, Montreal, Paris, Berlin and Seoul. Join us! About the Role Cohere is seeking an experienced Tax Counsel to lead our global tax planning function. This critical position will focus on strategic tax planning across global M&A transactions, Canadian income tax compliance and planning, global tax planning, and transfer pricing optimization. You'll play a key role in shaping Cohere's tax strategy while working closely with leadership, Finance, Legal, and external advisors. Key Responsibilities Lead tax due diligence and preliminary planning for all M&A transactions, coordinating with internal teams and external advisors to support business objectives Design and implement global tax planning structures that optimize Canadian and foreign tax positions, transfer pricing outcomes, and US GAAP compliance Oversee domestic Canadian income tax planning, compliance, and routine filings, establishing efficient processes with service provider coordination Provide expert tax guidance to Legal and business teams on commercial arrangements and strategic initiatives, translating complex tax implications into actionable insights Monitor global tax developments and assess their impact

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📍 Toronto, Ontario, Canada· Full-time
✓ Quality checkedCompany trend -91.5%

Who are we? Cohere is the leading security-first enterprise AI company. We build cutting-edge foundation AI models and end-to-end products that are designed to solve real-world business problems. We’re training and deploying frontier models for enterprises who are building AI systems. We believe that our work is instrumental to the widespread adoption of AI and we are looking for folks that want to be part of that. We obsess over what we build. Each one of us is responsible for contributing to increasing the capabilities of our models and the value they drive for our customers. Cohere is a team of researchers, engineers, designers, and more, who are all passionate about their craft. We are a global technology company headquartered in Toronto with key offices in London, New York City, San Francisco, Montreal, Paris, Berlin and Seoul. Join us! Cohere is the leading security-first enterprise AI company building cutting-edge foundation models and end-to-end AI solutions that solve real-world business problems. Our mission is to scale intelligence to serve humanity. We believe AI's highest purpose is to enhance human wellbeing and empower businesses to drive progress that reaches everyone. As Head of Impact at Cohere, you'll lead our environmental, social, and governance (ESG) accountability strategy while building and overseeing our philanthropic foundation and employee giving initiatives. You'll be responsible for developing and executing a comprehensive impact strategy that aligns with Cohere's mission. Key responsibilities include: Develop and implement a measurable ESG strategy that integrates environmental sustainability, social responsibility, and governance excellence across all company operations Establish and manage Cohere's philanthropic foundation, identifying strategic giving priorities and partnerships that align with our mission and values Lead our philanthropy, research collaboration and engagement with universities. Create and scale employee giving and v

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

$100K – $125K/yr

Quick readStrong listing-quality and freshness signals

About Sentry Software runs the world and the pace is faster than ever. Sentry helps developers fix errors and performance issues before users notice, so teams can spend less time firefighting and more time building. Trusted by 200,000+ organizations, Sentry is today’s application monitoring standard and our team is building its AI-native future. About the Role At Sentry, Support is an engineering discipline. Our customers are the greatest technical minds in the world—developers at elite enterprises building the future of software—and they deserve answers that go deeper than a knowledge base link. We are architecting the Technical Support engine . We’re looking for a veteran engineer to help us redefine the standard of technical support by combining deep human expertise with autonomous agentic systems. You are a debugger of both code and systems. You will treat support volume as a data signal to build automated resolution paths, ensuring our human engineers only touch the most complex, high-impact architectural puzzles. Sentry Support Engineers aren't just clearing queues; they are Orchestrators . You will engage with our users across GitHub, Discord, and our internal systems, while acting as the Technical Lead for our Agentic Ops. You ensure that when a developer asks a complex question, our systems have the right context and a seamless "Human-in-the-Loop" path to you when deep, nuanced expertise is required. In this role you will Master the Sentry Ecosystem & Support Elite Developers Deep-Dive Debugging: Perform root-cause analysis on complex issues and distributed tracing gaps across polyglot environments. Support the Great Minds: Act as a strategic consultant for senior engineers at our largest enterprise customers, solving high-stakes architectural challenges that push the boundaries of observability. Troubleshoot SDK Implementations: Go deep into the source code of Sentry’s SDKs to help developers instrument complex frameworks and custom environments. Engin

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📍 Toronto, Ontario, Canada· Full-time
✓ High-confidence listingCompany trend -80%

From $10K/yr

Quick readStrong listing-quality and freshness signals

About Ramp Ramp is building the smart infrastructure for finance teams, embedded in the transaction flow of every dollar a business spends. We automate how over $200B in annualized spend flows in and out of 70,000+ companies: authorizing payments, flagging risk, categorizing spend, and closing books. The problems are high-stakes, data-dense, and unforgiving. We hire people with high agency and high urgency. We look for slope over intercept. We care less about where you trained and more about what you’ve built. At Ramp, everyone is a builder who owns problems end to end and makes consequential decisions that shape the outcome. The median Ramp customer saves 5% and grows revenue 16% in their first year – far in excess of businesses operating without Ramp. We believe every ambitious company deserves the same. If you want to build systems that directly shape how companies move and manage billions, Ramp is the place to do it. About the Role Commercial Account Managers at Ramp are the primary relationship owners post-implementation, responsible for driving product adoption, spend activation, and long-term account growth across a portfolio of 150–200 commercial customers. As Ramp’s first Account Manager dedicated to Canadian-based customers, you’ll own a portfolio of Canadian commercial accounts; deepening relationships, leading strategic conversations, and identifying opportunities to expand Ramp’s footprint while developing a deep understanding of their local needs and helping shape Ramp’s growing presence in Canada. What You’ll Do Build and nurture strong relationships across new and existing high-value commercial customers to better achieve their needs and manage all reporting of health within accounts Develop deep, multi-threaded relationships with decision makers at your customers Drive spend across your book of business by owning retention, adoption, expansion within existing products, and growth across your your accounts Lead Executive Business Reviews within your

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

From C$160K/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 Streaming Foundations team builds services and operates data pipeline infrastructure to support event streaming, messaging, and analytics use cases. We are looking for a Software Engineer who is passionate about distributed systems, platform engineering, and solving data-intensive problems at scale. In this high-impact role, you will get to work with engineers throughout the organization to build foundational infrastructure that allows Auth0 to scale for years to come. What you’ll be doing Help set the technical direction for the team and influence the engineering roadmap for the Platform’s streaming capabilities Design and lead the implementation of our most complex and critical systems for data-intensive use cases. Research and champion new technologies and architectural patterns to solve strategic challenges and scale the platform. Lead and influence cross-functional initiatives, ensuring technical alignment and successful execution across multiple teams. Improve the operational posture of our systems by designing for observability, reliability, and scalability, and by mentoring others in operational best practices. Coach and mentor senior engineers and act as a technical leader across the engineering organization. Collaborate with different stakeholders like product teams whenever needed. What you’ll bring to our teams 7+ years of software development experience in a fast-paced, agile environment Experience working with Golang or Java is preferred H

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

C$149.6K – C$187K/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. With a billion rides per year and counting, Lyft is solving hard problems in a rapidly growing domain with a lot of data and creative solutions in Rider, Marketplace, Growth, and beyond. While traditional approaches to optimization and problem decomposition are sufficient to disrupt transportation, building a next-generation platform for low-cost, ultra-immersive transportation to improve people's lives warrants modern ML utilizing peta-byte scale data. Our highly motivated Machine Learning Engineers work on these challenging problems and define solutions to directly impact various aspects of our core business. If you are a critical thinker with experience in machine learning workflows and LLMs, passionate about solving business problems using data and working in a dynamic, creative, and collaborative environment, we are searching for you. We are seeking a Senior Machine Learning Engineer to join the Rider Applied AI team and lead the design, development, and deployment of state-of-the-art machine learning and artificial intelligence systems. This role requires a strategic thinker who can balance high-level system architecture with hands-on technical implementation. You will collaborate across teams to shape the future of ride-sharing by leveraging AI, Machine learning and Data science. Responsibilities: Model Development & Research: Design, build, and deploy machine learning models for real-time applications, including translating state-of-the-art research into production-ready solutions. System Design: Architect scalable, reliable ML pipelines that integrate seamlessly with existing backend systems. Innovation & Applied Research: Stay ahead of the curve by exploring emerging algorithms, technologies (such as LLMs and LLM-based applications), and frameworks — critically eva

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

From C$1.3M/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. The Safety and Customer Care (SCC) team at Lyft manages over 1.7 million monthly human and AI interactions and serves as Lyft's primary direct touchpoint with riders and drivers. We handle critical infrastructure that powers both human associates and AI agents to make riders and drivers feel safe and comfortable while riding or driving with Lyft, transforming every support interaction into a moment of genuine connection. As a Data Scientist working on Causal Inference in SCC, you'll partner with a strong team of engineers, product managers, designers, and operations leaders to deliver a personalized and exceptional experience for Lyft customers, using rigorous causal inference to guide the highest-stakes decisions we make. We're looking for a motivated and talented Data Scientist with deep causal inference expertise to join the SCC Data Science team. You'll partner closely with the area's tech lead on high-impact work spanning AI-powered support products, differentiated service, and operations optimization. The ideal candidate brings sharp applied inference intuition, a bias toward impact, and the ability to cut through ambiguity in complex problem spaces. You'll work on projects like: Design rigorous experiments and quasi-experiments to measure the causal impact of SCC product and AI-agent launches, and drive data-informed launch decisions. Build causal ML models to optimize concession budget allocation, targeting the right support credit, to the right rider or driver, at the right moment to maximize trust and business impact. Quantify the long-term effects of support-experience changes on rider and driver retention, and uncover heterogeneous treatment effects across our community. Deliver strategic insights on quality–cost tradeoffs, empowering leadership to balance service quality, coverage,

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

From C$102K/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. Our core corporate finance functions are critical to Lyft’s success. The health and sustainability of our applications, systems, tooling and processes are critical for daily operations and for Lyft’s ability to grow. The Oracle EPM Engineer possesses both business and technical acumen. This engineering role provides support for Lyft’s Corporate consolidations systems, managing their daily performance and incidents, creating automated workflows, building customer solutions, configuring applications, providing end user training and protecting all system related information assets. In this pivotal role, you will leverage your deep expertise in FCCS, ARCS, Data Exchange and EDMCS to drive innovation across our financial consolidation, reporting, reconciliation, and planning processes. Working at the intersection of finance, technology, and strategy, you'll collaborate with key stakeholders to architect solutions that enhance accuracy, efficiency, and compliance while positioning our organization for continued growth and adaptability in a dynamic business environment. Responsibilities: Strategic Leadership & Expertise Lead all aspects of the front-end administration of the FCCS, ARCS, Data Exchange, EDMCS systems including maintaining metadata, rules, forms, developing reports, creating locations, mappings, and granting user access. Serve as the support person and subject matter expert for FCCS, Data Exchange and ARCS configurations, setting technical standards and driving continuous improvement initiatives Strong understanding of complex EPM implementation projects from conception to completion, ensuring on-time, within-budget delivery while exceeding stakeholder expectations Advanced System Configuration & Development Design and implement sophisticated FCCS business rules, incl

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

Who Are We? Postman is the world’s leading API platform, used by more than 45 million+ developers and 500,000 organizations, including 98% of the Fortune 500. Postman is helping developers and professionals across the globe build the API-first world by simplifying each step of the API lifecycle and streamlining collaboration—enabling users to create better APIs, faster. The company is headquartered in San Francisco and has offices in Boston, New York, Austin, Tokyo, London, and Bangalore - where Postman was founded. Postman is privately held, with funding from Battery Ventures, BOND, Coatue, CRV, Insight Partners, and Nexus Venture Partners. Learn more at postman.com or connect with Postman on X via @getpostman. P.S: We highly recommend reading The "API-First World" graphic novel to understand the bigger picture and our vision at Postman. The Opportunity We are looking for a Key Account Director to lead growth within a set of Postman’s most important enterprise accounts. This role is part of a new strategic go-to-market motion designed to deepen our engagement with large enterprises, expand our footprint, and deliver the full value of the Postman platform. You will be paired with a pod that includes a Principal Solutions Engineer and a Field CTO, forming a high-caliber account team focused on building long-term, value-based relationships. Together, you’ll engage senior technology leaders, uncover complex challenges, and drive adoption of Postman’s enterprise and platform solutions at scale. This is not a traditional “low-hanging fruit” sales role—this is about strategic account expansion, multi-threaded enterprise engagement, and solution selling. Location: This is a fully remote position. What You’ll Do Own and grow a portfolio of strategic enterprise accounts (e.g., Fortune 500, cloud-first companies, large-scale developer organizations). Deeply engage with senior buyers—CIOs, CTOs, VPs of Engineering, Platform, Security, and Collaboration—to position Postm

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📍 Toronto, Canada
✓ High-confidence listingCompany trend +37.5%
Quick readStrong listing-quality and freshness signals

Our Purpose Mastercard powers economies and empowers people in 200&#43; countries and territories worldwide. Together with our customers, we’re helping build a sustainable economy where everyone can prosper. We support a wide range of digital payments choices, making transactions secure, simple, smart and accessible. Our technology and innovation, partnerships and networks combine to deliver a unique set of products and services that help people, businesses and governments realize their greatest potential. Title and Summary Lead Data Scientist Overview: Services within Mastercard is responsible for acquiring, engaging, and retaining customers by managing fraud and risk, enhancing cybersecurity, and improving the digital payments experience. We provide value-added services and leverage expertise, data-driven insights, and execution. The Cyber and Intelligence Solutions team is responsible for innovation, development and management of our products and services to address evolving risk and security needs for all of Mastercard’s customers across the world including Banks, Merchants, Fintechs and of course consumers. The Lead Data Scientist will be a key contributor in helping Mastercard develop and deliver actionable insights and products to help issuers, acquirers and merchants reduce fraud. What will you do? -You will be a key player in helping Mastercard extract value from existing data sources in order to better understand, detect and prevent fraud. -Use your data science expertise and skills to analyze worldwide fraud data to gain insights regarding fraud. -Apply modeling techniques to identify and understand fraud to protect the MasterCard payment network. -Build and manage new fraud related products and services that will provide value to our customers and increase revenue. All about you: <br

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📍 Toronto, Ontario, Canada· Full-time
✓ High-confidence listing
Quick readStrong listing-quality and freshness signals

Upwork Inc.’s (Nasdaq: UPWK) family of companies connects businesses with global, AI-enabled talent across every contingent work type including freelance, fractional, and payrolled. This portfolio includes the Upwork Marketplace, which connects businesses with on-demand access to highly skilled talent across the globe, and Lifted, which provides a purpose-built solution for enterprise organizations to source, contract, manage, and pay talent across the full spectrum of contingent work. From Fortune 100 enterprises to entrepreneurs, businesses rely on Upwork Inc. to find and hire expert talent, leverage AI-powered work solutions, and drive business transformation. With access to professionals spanning more than 10,000 skills across AI & machine learning, software development, sales & marketing, customer support, finance & accounting, and more, the Upwork family of companies enables businesses of all sizes to scale, innovate, and transform their workforces for the age of AI and beyond. Since its founding, Upwork Inc. has facilitated more than $30 billion in total transactions and services as it fulfills its purpose to create opportunity in every era of work. Learn more about the Upwork Marketplace at Upwork.com and follow us on LinkedIn, Facebook, Instagram, TikTok, and X; and learn more about Lifted at Go-Lifted and follow on LinkedIn. Lifecycle Marketing is a horizontal team that shapes how we engage clients and talent across the full journey, and this role sits in our demand-side acquisition lane. We’re hiring a Lifecycle Marketing Lead, Growth & Acquisition to own high-impact lifecycle programs that help close the new-client acquisition gap through smarter demand capture and stronger engagement with SMB audiences. You’ll lead key initiatives across outbound prospecting and always-on content, translate performance signals into clear recommendations, and help shape how lifecycle marketing contributes to Upwork’s 2026 priorities. This is a senior indi

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📍 Toronto, ON, Canada· Full-time
✓ High-confidence listingCompany trend -100%
Quick readStrong listing-quality and freshness signals

About Pinterest: Millions of people around the world come to our platform to find creative ideas, dream about new possibilities and plan for memories that will last a lifetime. At Pinterest, we’re on a mission to bring everyone the inspiration to create a life they love, and that starts with the people behind the product. Discover a career where you ignite innovation for millions, transform passion into growth opportunities, celebrate each other’s unique experiences and embrace the flexibility to do your best work. Creating a career you love? It’s Possible. At Pinterest, AI isn't just a feature, it's a powerful partner that augments our creativity and amplifies our impact, and we’re looking for candidates who are excited to be a part of that. To get a complete picture of your experience and abilities, we’ll explore your foundational skills and how you collaborate with AI. Through our interview process, what matters most is that you can always explain your approach, showing us not just what you know, but how you think. You can read more about our AI interview philosophy and how we use AI in our recruiting process here . The Lead Industry Manager will manage the SMB Agency Sales Account Management business, responsible for revenue delivery and growth. They will lead a large vendor sales team in executing and operationalizing the strategy. What you’ll do: Drive retention and upsell across our 1K+ SMB agencies Retain and grow 7K+ managed advertisers Define the operational sales strategy by developing and standardizing operational systems to empower the SMB team to operate at scale Lead a high-performing team of sellers to deliver against quarterly revenue targets through effective planning, goal-setting, data analysis, and forecasting Manage relationship with Pinterest’s vendor partner Support team strategy for media planning, campaign management, media measurement and media channels (e-commerce, branding, formats and targeting) Motivate, m

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

$175K – $225K/yr

Quick readStrong listing-quality and freshness signals

About Clutch Clutch is Canada's largest online used car retailer, delivering a seamless, hassle-free car-buying experience to drivers everywhere. Customers can browse hundreds of cars from the comfort of their home, get the right one delivered to their door, and enjoy peace of mind with our 10-Day Money-Back Guarantee. Named one of Canada's Top Growing Companies two years in a row and awarded a spot on LinkedIn's Top Canadian Startups list, we're looking to add curious, hard-working, and driven individuals to our growing team. Headquartered in Toronto, Clutch was founded in 2017. Clutch is backed by world-class investors including Canaan, BrandProject, Real Ventures, D1 Capital, and Upper90. To learn more, visit clutch.ca Technology Full TypeScript stack for front- and back-end, with some legacy JavaScript Front-end: ReactJS app with functional components and context API Back-end: ExpressJS with PostgreSQL database and Sequelize ORM Microservices architecture using Docker, Terraform, AWS ECS, and other AWS services Interservice communication via RabbitMQ and Apache Kafka About the role Clutch is seeking a Team Lead, Software Engineering to lead a team of engineers building and scaling our platform. This is a player-coach role: you'll split your time roughly evenly between hands-on engineering and team leadership, mentoring engineers, owning team delivery, and partnering with product to ship work that moves the business forward. You'll partner closely with other engineering leaders on technical direction and cross-team initiatives while owning the health, growth, and execution of your team. What you'll do Lead a team of 3–5 engineers, owning their growth, performance, career development, and day-to-day delivery Stay hands-on, contributing roughly half your time to code, architecture, and technical design across the stack Partner with Product, Design, and Data to translate business priorities into a clear roadmap and well-scoped engineering work Drive execution and de

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