Jobs in Canada

Enterprise Systems And Architecture Director in Canada

411 active opportunities · Updated October 2026

Explore current enterprise systems and architecture director jobs across Canada. Filter by work mode, employment type, experience, department, date posted and distance.

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📍 San Francisco, CA· Full-time
✓ High-confidence listingCompany trend -94.4%

From $80.4K/yr

Quick readStrong listing-quality and freshness signals

About Us Twitch is the world’s biggest live streaming service, with global communities built around gaming, entertainment, music, sports, cooking, and more. It is where thousands of communities come together for whatever, every day. We’re about community, inside and out. You’ll find coworkers who are eager to team up, collaborate, and smash (or elegantly solve) problems together. We’re on a quest to empower live communities, so if this sounds good to you, see what we’re up to on LinkedIn and X , and discover the projects we’re solving on our Blog . Be sure to explore our Interviewing Guide to learn how to ace our interview process. About the Team At Twitch, Content Accounting is responsible for managing the end to end financial and reporting obligations of negotiated agreements with content providers, influencers, production companies, and music rights holders. Our goal is to close our books in accordance with U.S. GAAP & internal accounting policy and meet our contractually obligated payout and reporting requirements. We support a diverse set of business stakeholders including content acquisition, music licensing, influencer marketing, and event production. We work closely with our legal, FP&A, tax and enterprise technology counterparts to accelerate Twitch’s strategy. About the Role We are seeking a Senior Accountant eager to help us re-imagine how Content Accounting operates with the growing capabilities of AI. Your core work will have you involved at every step of the process from contract ideation through to final payout—providing support for negotiation, drafting technical accounting memos, preparing cost and payout calculations, executing month-end close activities, facilitating payment runs, and delivering reporting. A successful candidate uses GenAI tools both reflexively and responsibly to enhance the group's daily productivity. You are passionate about accounting, thrive in the details, have an understanding of

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

Who we are 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 As a platform company powering businesses all over the world, Stripe processes payments, runs marketplaces, detects fraud, helps entrepreneurs start internet businesses from anywhere in the world, builds world-class developer-friendly APIs, and more. The engineering teams at Stripe work on the business logic for all of that. As a software engineering manager at Stripe, you'll lead teams that build and expand APIs, services, and experiences. You'll also work with partners to launch new markets and vertical capabilities. Stripe Terminal helps our users extend their online presence to the physical world. The mission of the Terminal team is to make it as easy for businesses to accept in-person payments as the Stripe API has done for online payments—building for Unified Commerce. With Terminal, businesses can unify their in-person and online experiences, unlocking payments use cases that are right for their business model—whether it's creating a modern retail experience, extending their website to a pop-up store, or enabling a mobile point-of-sale at their next event. Within Terminal, the Commerce team focuses on the following to help make Unified Commerce a reality for businesses across the globe. Enterprise features—on-reader forms, tipping, gift cards Payment features—DCC, surcharge, multi-capture Point-of-sale integrations—enterprise-focused integrations Low-code and no-code—solutions that will enable our users to onboard quickly What you'll

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📍 San Francisco, CA· Full-time
✓ Quality checkedCompany trend -91.4%

Who we are 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 Stripe’s Customer Success Managers (CSM) oversee the post-sales lifecycle for Stripe users, ensuring they realize the maximum value of their investment. This partnership drives user success, increases retention and expansion, and supports mutually beneficial renewal outcomes. Few roles provide such a direct impact on the growth of the company. What you’ll do We are looking for a motivated and curious professional to manage one of our largest customers. The CSM for our Key Accounts team will deliver proactive workshops, business reviews, payments insights, and thought leadership to help users grow their business. The ideal candidate is analytical and meticulous, and enjoys engaging customers to investigate issues and deliver insights. This role involves working closely with sales, technical account managers, and operations teams to engage customers in product, payment, and technical conversations. Responsibilities Partner closely with account executives and technical account managers to support post-sale engagements focused on the optimization, retention, and growth of Stripe’s enterprise customers Manage a book of customers to drive overall account health including performance, product adoption, usage velocity, account renewals and growth, referrals, and customer satisfaction Serve as a trusted payments and product advisor to managed customers by delivering payment performance and industry insights Perform business re

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📍 Quebec, 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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📍 Calgary, Alberta, 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, 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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📍 San Francisco, Canada· Full-time
✓ High-confidence listingCompany trend -91.4%
Quick readStrong listing-quality and freshness signals

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 The AI team is focused on one of Stripe’s most strategic growth areas: enabling the monetization and scaling of AI-native and AI-enabled businesses. We’re in a unique position – partnering with the world’s most ambitious AI companies (the likes of OpenAI, Anthropic, NVIDIA, etc) building on the frontier of artificial intelligence -- across infrastructure, foundation models, agents, and applications -- to help them grow and commercialize globally using Stripe’s full financial stack. As part of Stripe’s GTM / Sales organization, this team works closely with Product, Engineering, and Marketing to shape Stripe’s AI GTM strategy and ensure that the world’s leading AI companies -- from early-stage innovators to the largest public players -- choose Stripe as their monetization platform. What you’ll do Work with existing Stripe customers in the AI Industry to develop and execute long-term sales strategies to expand Stripe’s revenue Own the full sales cycle, from business case development, to deal structuring and negotiating, to close Develop account plans and cross sell into your list of strategic AI customers, driving growth through expansion and new revenue streams Drive deal strategy and commercial negotiations for large, complex renewals Develop relationships with executive stakeholders within your book of business, deeply understanding problems they are solving and helping drive to solutions Be responsible for account mapping and coordinating ef

RestAIGoMarketing
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📍 Canada· Full-time
✓ High-confidence listingCompany trend -91.4%
Quick readStrong listing-quality and freshness signals

Who we are 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. Research at Stripe Stripe’s mission is to increase the GDP of the internet and expand economic access globally. We design tools and infrastructure to help our users start, run, and scale an online business from anywhere in the world. We believe there are too many barriers to doing business on the internet and that opportunities are not equally distributed around the world. We also believe that building and growing a business online is a problem rooted in code, language, and design, not finance. That’s where you come in. We’re looking for an experienced UX Research Manager to join our growing UX Research team and help build, coach, and mentor a growing and highly skilled group of researchers. About UX research and the role The UX Research team is part of Stripe’s Design team. It works across brand and product initiatives to deliver products and experiences that meet user needs. Since Stripe’s main audience is people who build products, we take pride in creating user-friendly, user-focused experiences. In addition to conducting primary research, we enable other Stripes, including engineers, product managers, designers, and operations teams, to learn and apply research skills to global problems. You will help shape research as a core competency across Stripe and define how we put users first in our research. What you’ll do As a UX Research Manager, you will use your people-management and research expertise to lead a team of researchers that collaborates w

GitAIGoExcel
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📍 San Francisco, CA· Full-time
✓ Quality checkedCompany trend -91.4%

Who we are 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 Technical Account Managers work cross-functionally to support Stripe’s largest and most complex users. Through trusted relationships we offer customized, strategic consultations and proactively identify opportunity areas to help businesses deliver more value to their customers, optimize technical operations on their teams, and accelerate their global growth with Stripe. What you’ll do You will strategically support Stripe’s AI user segment consisting of complex and high-growth AI companies. You will develop deep relationships with your assigned accounts’ key stakeholders through frequent in-person meetings and technical account planning sessions. Responsibilities Provide a gold standard experience to your assigned accounts' key stakeholders Work with the wider Operations team to provide current state, resources, and knowledge to enable a gold standard experience across teams interacting directly with the user via support channels, external documentation, or product/feature feedback or development Foster long-term user relationships that grow loyalty to Stripe and Stripe products Work cross-functionally both internally and within your user's organizations to provide and implement operational solutions on subjects not limited to fraud/disputes, declines, product adoption, and global expansion Work closely with Account Management and other user-facing teams as part of a larger effort to support users on Stripe Lead user-facing meetings both

PythonSQLAIGo
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📍 Toronto, Ontario, Canada· Full-time
✓ Quality checkedCompany trend -91.4%

Who we are 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 Stripe's Financial Connections group is building technology that expands the scope of problems we tackle beyond card payments. We aspire to enable individuals and businesses to securely share their financial data to improve their product experiences. With more high-quality customer financial data, both Stripe and our users can offer better products to their customers. We have ambitious goals to enable all global businesses to run their entire financial life cycle on Stripe, and we want you to be part of our story. Technical Operations roles in Financial Connections are a dynamic and critical component of the organization's success. As Financial Connections TechOps Manager, you will lead a team of Integration Reliability Engineers who sit at the intersection of product and platform engineers, financial partners, and AI automation. Your role is to ensure that nothing is lost in translation: setting the standard for how the team operates, where it invests, and how the operational backbone of Stripe's open banking ecosystem stays reliable at scale. What you'll do Lead integration reliability and partner operations Own the health of Financial Connections' banking integrations at the team level—define what "reliable" looks like across the partner ecosystem, set the operational bar, and hold the team to it Serve as the management escalation point for complex partner issues, coordinating across financial partners, Stripe engineering, and product lea

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📍 Canada· Full-time
✓ Quality checkedCompany trend -91.4%

Who we are 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 The Data Foundations team drives Data Engineering and Data Apps and Tooling work across Stripe, enabling Stripes to leverage data to make informed decisions and build user-centric products. We provide tools and infrastructure to move, store, process, and analyze data, both at rest and in motion. We are looking for talented data-minded software engineers to help us manage business-critical data leveraged across the entire organization. If you are passionate about data, excited about designing data pipelines and data-driven user experiences, and motivated by having an outsized impact on the business, we want to hear from you. Team Matching: exact team matching for one of the subteams will begin during final stages. Please note we may also consider you for different orgs based on your experience, location, etc. More information on our team matching process can be found here . What you'll do Every record in our data warehouse is vitally important for the businesses that use Stripe, so we're looking for people with a strong background in software engineering and data to help us scale while maintaining correct and complete data. You'll work with a variety of internal teams across Product, Data Science, and GTM to help them solve their data needs. Your work will provide visibility into how these stakeholders and the Data Foundations organization are performing and how we can deliver a better experience to Stripe's customers. Responsibilities Design

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📍 Us Remote, Atlanta, Canada· Full-time· Remote
✓ Quality checkedCompany trend -91.4%

Who we are 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 Growth Marketing is a team of performance-driven marketers and channel specialists. We partner closely with growth product, regional and demand marketing, and sales to drive revenue through self-serve and sales motions. The SEO & AEO function specifically drives organic discovery ensuring Stripe is found, cited, and recommended when developers, founders, and finance leaders are searching for or asking about payments, financial infrastructure, and related topics. What you’ll do This role owns one of the most strategically important and evolving acquisition channels at Stripe. Organic search is already one of our largest and most efficient growth channels and the emergence of AI-powered answer engines represents a once-in-a-generation shift in how businesses discover software. The role requires someone who can operate at the intersection of content, product, engineering, and data and who can credibly engage with Stripe's executive team on the strategic importance of organic visibility. This is a rare opportunity to define what AEO means for a company like Stripe and to build the playbook that others will follow. Responsibilities Own the organic growth strategy end-to-end across SEO and AEO (Answer Engine Optimization), including technical optimizations, content strategy, on-site experience, and visibility in general purpose assistants (ChatGPT, Google AI Overviews, Gemini, Perplexity, etc.) and coding assistants (e.g. Claude,

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📍 Canada· Full-time
✓ Quality checkedCompany trend -91.4%

Who we are 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 Large, complex businesses on Stripe have historically had to create a new Stripe account for each global entity or business unit—making it difficult to unify reporting and manage payment operations across all accounts. Our customers want a way to manage these accounts under one umbrella so they can operate at scale more efficiently. We are responsible for building Organizations, which allows merchants to effectively and centrally manage their businesses across multiple Stripe accounts. As Stripe continues to grow its suite of product offerings beyond payments, Organizations will unlock a new phase of growth for Stripe. We will do this by enabling our platforms and businesses to model their complex businesses and distribute all of Stripe’s products to their end users. You can read more about what we are working on here (our Stripe Blog). What you’ll do As a leader on the User Auth Experience team, you will help shape the team’s vision and roadmap, guide and mentor your peers, and lead by example. Authentication, Login, and general Account Security experiences are deeply cross-cutting areas at Stripe with critical security, safety, and quality considerations. You will work with many partner teams: peer engineering organizations to build robust/reusable/standardized access controls, as well as non-engineer groups to shape the security, beauty, and usability of the end-to-end journey of Stripe account authentication. You’ll pla

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📍 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 The Payments organization owns some of Stripe’s most critical payment flows and a platform that processes hundreds of billions of dollars in payments a year. Our team builds and scales the infrastructure and financial partner integrations that enables Stripe to accept, manage, and payout money across many countries, currencies, and payment methods. Our work is core to Stripe’s business, and thousands of developers use our platform and infrastructure to create valuable products and services that billions of people use. Our goal is to increase the GDP of the internet by making it easy to build global products, services, and platforms that handle money. Technical Operations roles in Payments are a dynamic and key component of Stripe's success. Focused on financial partner integrations and funds flow expansion, we sit at the intersection of product/platform engineers and financial partners, connecting them to ensure that everyone thrives and nothing is lost in translation. Our team partners closely with various finance and infrastructure engineering teams to ensure timely delivery of accurate data between financial partners, internal stakeholders, and Stripe leaders. We report and trace all of Stripe’s money movement transactions, including payments in more than 30 currencies and dozens of countries. You’ll own building and scaling Stripe’s manual and programmatic financial reporting and reconciliation processes for intra-company and outgoing money m

JavaSQLGitAI
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📍 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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