Jobs in Canada

Ai Senior Systems Engineer in Toronto

363 active opportunities · Updated October 2026

Explore current ai senior systems engineer 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$124K/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. Join the Okta Device Access (ODA) team as an outcome-driven and customer-focused Product Manager. Okta Device Access unifies access management from any device to all applications to minimize modern security risks and improve business efficiency. As a Product Manager for Okta Device Access, you will own key product areas and contribute to the continued evolution of ODA to meet customer and business needs. You will work closely with senior product leaders, engineering, and design to define how enterprise organizations secure and manage identity on Windows and macOS endpoints - from deploying the first device, to day two troubleshooting, to fleet level visibility. If you’re passionate about improving customer security and engaging with a vibrant community, we’re looking for you. Your primary responsibilities in these areas will include: Define and execute the roadmap for the Okta Device Access Experience & Lifecycle Own the administrator experience for fleets of devices with Okta Device Access across multiple platforms Drive the Okta-joined administrator experience end-to-end: from enrollment and provisioning to support troubleshooting to device lifecycle management. Collaborate with engineering, design and research teams to define and document user stories and use-cases to guide product development. Conduct research and analysis to identify customer needs and pain points, and use this information to inform innovation, product decisions and prioritiz

AWSRestMachine LearningAI
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 Role You are a deep technical architect. Whether it's a Fortune 500 CTO or a startup founder, you know how to read the room and steer it. You have handled enough OAuth token flows, SCIM failures, and multi-product integration edge cases to spot root issues fast. In this role, you will help shape how developers understand identity at scale. You serve as the top technical escalation point for our support team. You are our domain expert. You influence product roadmaps. You mentor engineers. You challenge standard practices. You raise the bar across the entire global team. You handle ambiguity well. You operate with full autonomy. You focus on delivering outcomes that unblock our most complex accounts. What You Do Strategic Escalations and Architecture This is not primarily a queue role. You will mostly engage on cases that exceed senior engineer scope, the ones that need architecture judgment, not triage. End-to-End Ownership: Resolve our most complex developer cases, including multi-product architectures, ISV integration designs, and strategic account escalations. Cross-Functional Bridge: Serve as the technical link between Developer Support and ISV Partnerships, working directly with strategic partners on integration design. Architectural Consulting: Join customer and partner calls to advise on architecture and resolve issues beyond standard support scope. Product and Executive Engagement Roadmap Influence: Partner with Product Management and Engineering

JavaScriptPythonJavaNode.js
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. Get to know the team The Developer Platform team at Auth0 (an Okta company) owns the surfaces developers use to build with Auth0 - APIs, SDKs, CLIs, and the tooling that shapes how developers experience identity. Software is increasingly built by developers working alongside AI agents, and that shift raises the bar on every interface we ship: APIs have to be consumable by agents, tools have to be discoverable, and our platform has to hold up when an agent - not just a person, is the one calling it. We're looking for an engineer who already builds with those skills. We move fast, we own problems end-to-end, and we care deeply about the developer experience we put in front of people. The opportunity We're hiring a Staff Software Engineer to build the platform surfaces that developers and AI agents use to configure, extend, and interact with Auth0. You'll work at the intersection of API platform design, developer tooling, and emerging standards like MCP (Model Context Protocol). You'll take on ambiguous, high-leverage problems alongside a group of strong senior and staff engineers, and you'll have real influence over how our platform is built for a world where agents are first-class consumers. What you'll be doing Design and build developer-facing platform surfaces - APIs, MCP tools, CLI integrations, that hold up whether the caller is a developer or an agent Own technical direction for key platform surfaces that make Auth0 consumable by agents Drive cross-cut

Node.jsAWSRestMachine Learning
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📍 Toronto, Canada· Full-time
✓ High-confidence listingCompany trend -76.2%
Quick readStrong listing-quality and freshness signals

Join us in building the future of finance. Our mission is to democratize finance for all. An estimated $124 trillion of assets will be inherited by younger generations in the next two decades. The largest transfer of wealth in human history. If you’re ready to be at the epicenter of this historic cultural and financial shift, keep reading. About the team + role We are building an elite team, applying frontier technologies to the world’s biggest financial problems. We’re looking for bold thinkers. Sharp problem-solvers. Builders who are wired to make an impact. Robinhood isn’t a place for complacency, it’s where ambitious people do the best work of their careers. We’re a high-performing, fast-moving team with ethics at the center of everything we do. Expectations are high, and so are the rewards. We are looking for an experienced and innovative attorney to join our regulatory and product counsel team as Assistant General Counsel, reporting to the Senior Director and Deputy General Counsel, Crypto at Robinhood. In this role, you’ll partner directly with our product and compliance teams on product launches and provide legal counsel to them on an ongoing basis. The successful candidate will be an engaged and resourceful self-starter, comfortable working in a fast-paced and dynamic environment, and excellent at building strong relationships. This is an exciting opportunity to join a growing company and add to our mission to democratize finance for all. This role is based in our Toronto office with in-person attendance expected at least 3 days per week. At Robinhood, we believe in the power of in-person work to accelerate progress, spark innovation, and strengthen community. Our office experience is intentional, energizing, and designed to fully support high-performing teams. What you’ll do Provide end-to-end counseling on a range of retail cryptocurrency products and services, collaborating with colleagues and cross-functional stakeholders across the company Respon

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

From C$90K/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 People Analytics team at Lyft exists to build data trust — turning people data into clear, reliable insights that help our HR Business Partners, talent leaders, and executives make better decisions. We're a small, high-impact team in the middle of a meaningful BI transformation: we recently moved to ThoughtSpot as our primary analytics platform, and we're not just replicating old dashboards — we're rethinking what self-service analytics looks like for a People team. That includes exploring ThoughtSpot's AI capabilities to surface proactive insights, enable natural language querying, and reduce the friction between a business question and a data answer. There's real greenfield work here, and we're looking for someone who wants to help define what AI-powered people analytics looks like at Lyft. We're looking for a Data Analyst to join our People Analytics team, based in Toronto. You'll report to the Senior Manager, People Analytics and serve as the first point of contact for incoming data requests across the People organization — triaging, scoping, and delivering on analytical needs ranging from quick ad-hoc pulls to fully built ThoughtSpot dashboards. This role is well-timed: you'll be joining as we complete our migration from Tableau to ThoughtSpot, which means you'll have genuine influence over how we build our reporting layer and push into ThoughtSpot's AI features — think natural language search, AI-generated insights, and proactive anomaly detection applied to people data. This isn't a "maintain the dashboard" role. It's a chance to help build something new. You'll be a self-starter who is equally comfortable writing SQL and presenting findings to a VP. Responsibilities: Serve as the first point of contact for incoming data requests from across the People organization — scoping needs, setting

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

Reddit is a community of communities. It’s built on shared interests, passion, and trust, and is home to the most open and authentic conversations on the internet. Every day, Reddit users submit, vote, and comment on the topics they care most about. With 100,000+ active communities and approximately 130 million daily active unique visitors, Reddit is one of the internet’s largest sources of information. For more information, visit www.redditinc.com . We are seeking a senior leader to lead Revenue Strategy & Operations for Reddit’s Global Large Customer Sales (LCS) channel. This role will serve as the operating partner to the global LCS leadership team, helping translate company and channel strategy into clear goals, disciplined execution, and measurable revenue outcomes across regions, verticals, and customer segments. You will own the strategy and operations that drive LCS growth—from annual and quarterly planning through weekly performance management, forecasting, resource allocation, and execution of the highest-impact growth initiatives. You will partner closely with Sales, Finance, Marketing, Product, Business Operations, and other cross-functional leaders to improve sales productivity, unlock new pockets of demand, and scale a globally consistent go-to-market model. This is one role that will lead Strategy & Operations for the Global Large Customer Sales channel. The role is required to be based within commuting distance (50mi) of one of our North America sales hubs in San Francisco, Los Angeles, Chicago, New York, or Toronto. Responsibilities: Serve as a trusted strategic partner to the Global LCS leadership team, shaping channel strategy, priorities, operating model, and investment decisions. Lead the annual and quarterly planning processes for Global LCS, partnering with Finance as well as regional and vertical sales leaders to build credible goals, capacity plans, coverage models, and resource recommendations. Establish and run the global business

GitRestAIGo
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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

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

From C$96K/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 vision of the Safety & Customer Care (SCC) team is to foster long-term loyalty to Lyft with every support interaction. If we are successful, a Lyft customer will rarely interact with Lyft Support. But when that interaction occurs, their issue is resolved quickly, effectively, and with true care. For a Lyft customer, their experience of Support should be that “Lyft cares about me and made the experience easy.” As a Data Analytics Lead, you’ll partner directly with cross-functional stakeholders to identify opportunities and design solutions for improving our customers’ support experience. You’ll leverage your analytical expertise to deliver actionable insights and recommendations to drive quality business decisions with customer-facing impact. The ideal candidate is a critical thinker and exceptional problem solver who can build strong relationships with different teams, and who is eager to serve as a leader within the broader Support organization to drive our business forward. Responsibilities Partner with Product, Engineering, Data Science & Analytics, Business Operations and other cross-functional stakeholders to achieve business goals Develop frameworks and scalable processes to drive decision-making and prioritization Define the metrics used to measure the success of strategic initiatives and health of our support platform; build dashboards to track metrics over time Design A/B tests and execute analyses to evaluate the impact of new product features and operational improvements Work closely with cross-functional partners to deliver data-driven insights and actionable recommendations for continuously improving the customer support experience Monitor and diagnose KPI performance and present findings to senior leadership Experience Degree in a quantitative field like statisti

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

From C$96K/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. Trust and confidence is fundamental to the Lyft marketplace, and the Pay, Integrity & Identity (PII) Analytics team is charged with providing and ensuring that trust and safety to all customers. The PII Analytics team is one of the most critical teams that helps protect Lyft and enables the company to grow in a sustainable way. The team is fast-paced, high-energy, and meticulous in diagnosing emerging fraud patterns and preventing fraud loss before it can happen. We drill holes in all the products we launch and obsess over how to make our business impervious to fraud vectors. The team conducts a rigorous analysis of complex data sets and sets up multiple layers of business rules, models, and other processes to prevent potential fraud. We are a highly cross-functional team and regularly engage in discussion and reviews with stakeholders to prioritize plans for reducing fraud impact and introducing safety features. We’re looking for a rock-star to join a fast-paced environment to contribute to Fraud-related analysis and operations. This individual is responsible for investigating and developing solutions to prevent and mitigate third party fraud. This person will proactively identify fraud patterns and sources to minimize the company’s exposure to financial and reputational risk. The Senior Analyst will take ownership over multiple discrete fraud segments to develop and execute a strategy which addresses fraud in the earliest stages of detection. The Senior Analyst will define fraud prevention measures that are mindful of the impact on good user experience while inhibiting fraud actors’ ability to reach our platform. This person is quantitatively driven, detail-focused, and operations-savvy while ensuring the best possible customer experience. This individual possesses a high level of subject matte

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

$100K – $500K/yr

Quick readStrong listing-quality and freshness signals

Tenstorrent is leading the industry on cutting-edge AI technology, revolutionizing performance expectations, ease of use, and cost efficiency. With AI redefining the computing paradigm, solutions must evolve to unify innovations in software models, compilers, platforms, networking, and semiconductors. Our diverse team of technologists have developed a high performance RISC-V CPU from scratch, and share a passion for AI and a deep desire to build the best AI platform possible. We value collaboration, curiosity, and a commitment to solving hard problems. We are growing our team and looking for contributors of all seniorities. We are seeking a Verification Lead for our next-generation AI hardware. You’ll guide a top-tier team of Verification Engineers, shaping test strategies to validate functionality and performance of our AI core. This role requires expertise in AI-specific data types, common AI data-movement compute patterns, and on-chip network validation, combined with strong leadership and collaboration skills. This role is hybrid, based out Toronto, ON. We welcome candidates at various experience levels for this role. During the interview process, candidates will be assessed for the appropriate level, and offers will align with that level, which may differ from the one in this posting. Who You Are A Seasoned Verification Leader: An experienced ASIC/SoC lead with proven track record of leading teams through complex tape-outs. An AI Hardware Specialist: An expert in the nuances of high-performance compute, specifically focused on AI/ML architectures and the intricacies of tensor-based operations. A Systems Architect at Heart: A strategist who views verification through a system-level lens, ensuring that hardware, software, and on-chip networks (NoC) harmonize perfectly. A Technical Mentor: A hands-on guide proficient in UVM, SystemVerilog, and cocotb, dedicated to elevating team capabilities and driving rigorous coverage-driven methodologies. What We

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

About the Role We are a small team of AI builders in Paytm Labs. As a Staff AI Platform Engineer, you will work across inference and agentic systems. You will contribute to Paytm's AI inference platform (Pi), serving internal teams and enterprise customers - running our own coding and domain-specific models (voice, vision, risk, fintech workflows) as well as third-party models. You will also architect and build the platform that enables autonomous AI agents to operate safely and reliably in production - the runtime, orchestration, and developer tooling for agents to reason, plan, use tools, and execute complex multi-step workflows, automating both software development and business processes. You will work at the intersection of LLMs, distributed systems, and production fintech infrastructure, helping define how inference and agentic AI are built and deployed across payments, risk, fraud, collections, support, and developer experience.

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. Staff FullStack Engineer, AI Acceleration Team The AI Acceleration Team The AI Acceleration Team builds AI features right where identity and agents meet. Companies are handing real access to AI agents faster than their controls can keep up, and two problems show up first: how do you authorize what an agent is allowed to do on someone's behalf, and how do you keep both people and agents from being phished? We take those on directly. Our North Star: to get AI right, you have to get identity right. We are a new team, and we shape the problems as much as we solve them. We bring a product mindset to the work: we dig into what customers actually need, define the outcome, and build toward it. We move fast, stay close to the real problem, and are honest about what works. The Staff FullStack Engineer Opportunity As a Staff FullStack Engineer on the AI Acceleration Team, you will own the technical build for solving agent authorization and phishing resistance. You see what needs doing and start it. This is 0-to-1 work, meaning you will move on problems before they are fully specified, always keeping customer success as the ultimate bar. You will help shape which problems we take on, make architectural calls that outlive any single project, and set the technical bar for how we work. You will enforce least privilege for what agents can do and make phishing-resistant access the default. We build with Vercel and AWS, and you will likely work heavily in JavaScript/TypeScri

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

From C$124K/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 You'll be joining our Okta Customer Acceleration organization, a high-impact team focused on defining and optimizing the self-service journey for our customers across Knowledge, Online Support, and Communities. Our mission is to transform the customer experience by enabling efficient, accurate, and engaging self-service solutions. The Opportunity We're looking for an experienced AI Trainer and Optimization Analyst to take full ownership of our customer support agentic experiences. This is a critical specialist role that offers the chance to directly influence millions of customer interactions annually. You will act as the primary expert on the AI agent's performance, applying a strategic mindset to continuously analyze conversational data and leverage analytics to enhance the bot's ability. You will be responsible for: Implementing prompt engineering best practices. Ensuring the agent provides accurate, efficient, and on-brand support. Managing the bot's tone and ethical guardrails to prevent hallucination and incorrect assumptions. "Thinking bigger" to bring new, strategic ideas for leveraging the agentic experience for maximum customer impact. What you’ll be doing You will be the dedicated owner of the AI agent's conversational experience: Own Conversational Quality & Tone: Act as the primary owner for the AI agent's output, managing the content, tone, and ethical guardrails to ensure responses are accurate, on-brand, and

AWSRestMachine LearningAI
S
📍 Toronto, Canada· Full-time
✓ Quality checkedCompany trend -91.4%

About Stripe Stripe is a financial infrastructure platform for businesses. Millions of companies—from the world’s largest enterprises to the most ambitious startups—use Stripe to accept payments, grow their revenue, and accelerate new business opportunities. Our mission is to increase the GDP of the internet, and we have a staggering amount of work ahead. That means you have an unprecedented opportunity to put the global economy within everyone’s reach while doing the most important work of your career. About the team We are a brand new team, working quickly to accelerate Stripes engineering productivity by effectively deploying LLM agents and tools to automate large swaths of the engineering workflow. We’re a cross-continent team, spanning North America and Europe - filled with high agency engineers with strong product perspectives. Some examples of what we work on: here and here . What you’ll do You will build the next generation of internal AI coding tools and platforms, to massively accelerate Stripe’s engineering productivity safely and with a clear focus on our users’ needs. Who you are We’re looking for someone who meets the minimum requirements to be considered for the role. If you meet these requirements, you are encouraged to apply. The preferred qualifications are a bonus, not a requirement. Minimum requirements We’re looking for someone who has: Strong software engineering skills and ability to write high quality code at high velocity 2-5 years of professional hands-on software development experience, able to write well-factored algorithms and have experience with commonly used data structure and algorithms Hands on experience building tools or platforms used by other engineers or internal users Strong collaboration skills, can work across workstreams within your team and contribute to your peers’ success Customer obsession, ability to articulate and represent customer experience in various forums to drive the right outcome Have t

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