Jobs in Canada

Ai Senior Systems Engineer in Canada

1,268 active opportunities · Updated October 2026

Explore current ai senior systems engineer jobs across Canada. Filter by work mode, employment type, experience, department, date posted and distance.

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

At Vanta, our mission is to help businesses earn and prove trust. We believe that security should be monitored and verified continuously, and we empower companies to practice better security and prove it with ease. Vanta has a kind and talented team, and while some have prior security experience, many have been successful at Vanta without it. As an Engineering Manager leading our Reporting team, you will lead a newly structured team focused on a critical product area within GRC Program Orchestration. This role represents an exciting opportunity to shape the future of how Vanta customers understand, visualize, and operationalize their compliance and security programs. This team is focused on evolving Vanta’s reporting platform beyond dashboards into a scalable, AI-powered reporting experience. The team owns core initiatives across enterprise reporting, historical analytics, AI-assisted insights, and certified data infrastructure powering in-product experiences. This role sits at the intersection of data products, enterprise scalability, and product innovation. As reporting becomes increasingly foundational to enterprise growth, customer retention, and Vanta’s long-term AI strategy, this role will play a key role in shaping engineering execution, cross-functional alignment, and the long-term technical direction of one of Vanta’s critical product investments. Visit our Vanta Engineering Blog to learn more about what our team is working on! What you’ll do as an Engineering Manager at Vanta: Build and scale a high-performing team: lead, coach, and grow the team while hiring strategically, identifying operational gaps, and raising the engineering bar Drive execution across strategic initiatives: Deliver against a multi-quarter roadmap spanning reporting infrastructure, enterprise reporting capabilities, AI-powered insights, and scalable data foundations Shape technical and product strategy: Partner closely with Product and cross-functional engineering teams to define the

RestAIRust
C
📍 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

C
📍 Canada· Contract
✓ Quality checkedCompany trend -91.5%

Who are we? Our mission is to scale intelligence to serve humanity. We’re training and deploying frontier models for developers and enterprises who are building AI systems to power magical experiences like content generation, semantic search, RAG, and agents. We believe that our work is instrumental to the widespread adoption of AI. 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. We like to work hard and move fast to do what’s best for our customers. Cohere is a team of researchers, engineers, designers, and more, who are passionate about their craft. Each person is one of the best in the world at what they do. We believe that a diverse range of perspectives is a requirement for building great products. Join us on our mission and shape the future! Why this role? We are on a mission to build machines that understand the world and make them safely accessible to all. Data quality is foundational to this process. Machines (or Large Language Models to be exact) learn in similar ways to humans - by way of feedback. By labelling, ranking, auditing, and correcting text output, you will improve Large Language Model’s performance for iterations to come, thus having a lasting impact on Cohere’s tech. Cohere seeks dynamic and dedicated Data Annotators with exceptional Modern Standard German Writing, Translation, and Data Manipulation skill. Please Note: This is a part-time independent contractor position available within Canada . We seek candidates who are able to commit to 16 hours per week minimum at a 30 CAD/hour contract rate. This role is BYOD 💻 - Bring Your Own Device (laptop). Remote work within Canada. 12 months contract. Performance incentives included! As a Data Annotation Specialist, you will: Label and Rank: Accurately label and rank machine learning data with advanced proficiency in German, ensuring data integrity and quality. Audit and Correct: Sc

Machine LearningAIGo
C
📍 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 We're looking for an Engineering Manager to lead our Deployment Engineering team in North America. This isn't a typical management role - we need someone who thrives in a fast-paced, high-growth environment and leads from the front: technically sharp, hands-on, and relentlessly focused on impact. You'll manage a team of Forward Deployed Engineers on the front lines of building agentic solutions with Cohere's North platform, balancing technical excellence with the kind of team leadership that actually moves things forward. You'll be solving complex problems and securely integrating AI into critical sectors such as finance, healthcare, and telecommunications. What You'll Do Lead and mentor a team of Forward Deployed Engineers focused on building agentic solutions with North in on-premises environments. Take ownership of customer success from technical implementation through delivery. Collaborate closely with Product, Engineering, and Sales to shape how we deliver AI to enterprises. Build relationships with technical stakeholders on the customer end. Foster a culture of continuous improvement and innovation, focusing

C
📍 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! Role Overview We are seeking a Platform Experience and Developer PM to own how developers and enterprise technical teams build on, integrate with, and operate Cohere's model platform. This is a high-leverage role sitting at the intersection of three domains: Managed Services and Models as a Service. Own Cohere's managed service offerings as a product. This is broader than model serving alone. It includes the full range of how enterprises consume and operate Cohere's capabilities, from shared multi-tenant model access to dedicated single-tenant deployments, and from synchronous real-time inference to high-volume asynchronous workloads. You will own the product thinking around deployment models, data residency and regional compliance requirements, self-serve provisioning, and the operational controls that give enterprises confidence in running production workloads on Cohere’s infrastructure. API and SDK. Own the roadmap for how developers build on Cohere. This means setting the direction for our APIs and SDKs, thinking carefully about interface design and ergonomics, and ensuring we ship developer primitives that are stable, well-

C
📍 Toronto, Ontario, Canada· Full-time
✓ High-confidence listingCompany trend -91.5%

From £140K/yr

Quick readStrong listing-quality and freshness signals

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! Contract Manager Remote (North America) Who are we? Our mission is to scale intelligence to serve humanity. We’re training and deploying frontier models for developers and enterprises who are building AI systems to power magical experiences like content generation, semantic search, RAG, and agents. We believe that our work is instrumental to the widespread adoption of AI. 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. We like to work hard and move fast to do what’s best for our customers. Cohere is a team of researchers, engineers, designers, and more, who are passionate about their craft. Each person is one of the best in the world at what they do. We believe that a diverse range of perspectives is a requirement for building great products. Join us on our mission and shape the future! Why this role? The legal team at Cohere is dynamic, fast-paced and cross-functional, supporting all areas of the organization with an aim to provide efficient, scalable legal processes and support. This role offers a unique opport

C
📍 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 North North is Cohere's agentic AI platform: it securely deploys AI agents and automations inside an organization's own infrastructure, combining generative and search models with customizable integrations to drive productivity at scale. Overview North is only as valuable as the systems it can reach - CRM, ITSM, productivity suites, data warehouses, knowledge stores, and identity. You'll own that integrations surface end to end. It’s a dual mandate: own the integrations themselves (prioritize, ship, and drive adoption) and build the underlying platform capabilities they depend on when those don't yet exist. Outcomes Family of integrations that are adopted and driving customer value, measured by usage and retention. Reusable, platform-level capabilities and a developer and partner on-ramp that scale across use cases. Responsibilities Define the integration ecosystem strategy for North - roadmap, catalogue priorities, and partner posture - anchored to customer demand and revenue. Own North's integrations end to end, and partner with strategic customers to define transformative, integrations-based workflows. Derive generic, p

C
📍 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

C
📍 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! The Opportunity Cohere seeks a Chief Information Security Officer who can help shape Cohere’s security strategy & the broader conversation around securing AI at scale. You know how to build trust across organizations and communicate trade-offs clearly in environments where speed, innovation, and security must coexist. You will build the playbook and lead the evolution of Cohere’s global security program across corporate systems, cloud infrastructure, AI development, and enterprise operations. As a visible leader for Cohere’s security vision internally and externally you will navigate risk, represent Cohere in industry discussions, and reinforcing our commitment to building AI responsibly. In this role you will: Define and Scale Cohere’s Security Strategy: Define and execute Cohere’s overarching information security strategy in alignment with business priorities and long-term company growth. Build a Modern Risk, Governance & Compliance Program: Lead Cohere in identifying, assessing, and mitigating security risk across all business functions. Secure AI Systems and Technical Infrastructure: Lead the security architecture st

GitAIGoRust
R
📍 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

R
📍 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 As the founding Channel Partner Manager for Canada, you will build the partner motion that helps Canadian businesses discover, evaluate, and adopt Ramp through trusted advisors and ecosystem partners. This is a zero-to-one role. You will own the full partner lifecycle, from identifying and engaging Canadian accounting, advisory, private equity, and venture capital partners through signing, enablement, activation, and partner-sourced pipeline. Your early results will help determine how Ramp scales its Canadian channel motion. You will work closely with Sales, Growth, Product, Engineering, and the broader Partnerships organization. The right person is a hands-on builder: equally comfortable opening a new relationship, running a partner meeting, solving an operational blocker, and turning early learnings into a repeatable playbook. What you’ll do Build Ramp’s Canadian channel strategy and operating rhythm from the ground up. Research, identify, source, qualify and sign net-new Canadian partners. Create joint go-to-market and activation p

RestAIGoRust
R
📍 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 As a Business Development Representative in our Toronto office, you will be focused on building Ramp’s presence in the Canadian market. In this high-velocity, high-impact outbound role, you will create qualified opportunities for Ramp’s Account Executives and bring in high-quality pipeline. Our sales organization is looking for someone who is hungry, highly coachable, self-motivated and has a natural inclination for selling – a builder who can perform in ambiguity. As part of our early-stage team, you’ll act as the initial point of contact in prospecting and qualifying leads. If you’re eager to make an impact, embrace challenges and are passionate about playing a key role in defining Ramp’s presence in Canada and accelerating growth in this new market, this role is for you. What you’ll do Source new business across Canada through outbound prospecting and outreach Identify the right finance, operations, and executive stakeholders within target accounts. Execute thoughtful, personalized multi-channel outbound campaigns Run confident col

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

From $120K/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 As an Account Executive focused on high-velocity sales in Canada, you will drive Ramp’s growth by closing a large volume of small, repeatable deals with speed and consistency. This role is designed for sellers who thrive in fast sales cycles, high activity, and a process-drive environment. You’ll primarily sell to small businesses and early-stage companies, running a transactional sales motion that emphasizes quick qualification, clear ROI, and rapid decision-making. You’ll work closely with SDRs, efficiently move deals forward, and help Ramp scale its presence across Canada. What You’ll Do Close a high volume of deals by managing opportunities from first contact to signature in short, efficient sales cycles. Quickly qualify prospects based on firmographics, use case, and urgency, advancing strong-fit deals and disqualifying others early. Run concise, repeatable demos and sales conversations focused on immediate value, ease of adoption, and clear next steps. Manage a large pipeline of simultaneous opportunities, maintaining responsive

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

From C$140K/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 Team Our Login and MFA team owns the most consequential surface in software: the exact moment someone proves who they are. Getting this right means designing security that's invisible when it works, flows that guide without friction, and experiences that people trust without thinking twice. We're looking for a designer who obsesses over the details that make that possible. You'll join a distributed and diverse team of designers who see design as both craft and catalyst. We believe design is never static, it evolves with our users, our products, and our own curiosity. Some days that means diving deep into research and validation, others it's refining existing flows, and often it's imagining bold new ways to move our product forward. Our team thrives on collaboration and feedback. We learn from one another, challenge ourselves to raise the bar, and create space to experiment and grow. Designers here have real ownership, influencing product direction alongside engineering and product management while shaping experiences that reach millions of people worldwide. If you're energized by complex problems, motivated to push boundaries, and eager to hone your craft while making a lasting impact, this is the place to do it. The Role As a Staff Product Designer, you'll tackle some of the hardest design challenges in identity: making authentication seamless for end users while remaining powerful and configurable for the developers who build on it. You'll lead d

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

From C$142K/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. COMPANY DESCRIPTION: Okta is the foundation for secure connections between people and technology. By harnessing the power of the cloud, Okta allows people to access applications on any device at any time, while allowing for strong security protection. The Okta service integrates directly with an organization’s existing directories and identity systems, as well as 6,500+ applications. Because Okta runs on an integrated platform, organizations can implement Okta quickly at large scale and low total cost. Thousands of customers, including Adobe, Allergan, Chiquita, LinkedIn, and Western Union, trust Okta to help their organizations work faster, boost revenue, and stay secure. To learn more about Okta, visit https://www.okta.com . JOB PURPOSE: In this role, you will be tasked with providing hands-on implementation and deployment services to our customers. We are looking for an experienced, enthusiastic and hands-on leader who can rapidly learn the Okta platform, our technology and the value proposition that we bring to customers of all sizes. You will lead multiple concurrent customer deployment projects with the number one goal to ensure long-term customer success. Additionally you will engage with the full Customer Success team in order to assure a smooth transition post-deployment to the support/maintenance phases. Finally, you will also be responsible for the continuous improvement of delivery processes and m

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