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Careers at Wealthsimple

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Senior Software Developer, AI Platform

Remotefull timeSeniorCanada (Remote)
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Build something people love Wealthsimple is Canada’s leading financial innovator. The company offers a full suite of simple, sophisticated financial products across managed investing, do-it-yourself trading, cryptocurrency, tax filing, spending and saving. Wealthsimple currently serves more than 4 million Canadians and holds over $155 billion in assets under administration. The company was founded in 2014 by a team of financial experts and technology entrepreneurs, and is headquartered in Toronto, Canada. We're proud of what we've built β€” and we're just getting started. Read our Culture Manual and learn more about how we work . About the AI Platform Foundations Team AI Platform Foundations is a team within Platform Engineering on a mission to make AI a reliable, governed, and productivity-multiplying force across Wealthsimple's engineering organization. We build and maintain the shared AI tooling that hundreds of developers depend on to ship faster and with more confidence. We also build the guardrails and policy controls that keep teams on the golden path, so innovation happens without introducing risk. You'll help build what AI-assisted engineering looks like at Wealthsimple. You'll work in a polyglot environment of Ruby on Rails, Python, TypeScript, and Java/Kotlin, partnering with teams across Platform Engineering to build tooling that is adopted broadly, trusted deeply, and measured rigorously. Your work will directly influence how Wealthsimple's engineers write code, review changes, and ship to production. In this role you'll have the opportunity to: Build the shared AI tooling platform from the ground up. As a founding team member, you'll design and implement the shared infrastructure that brings AI-assisted development to every team at Wealthsimple. This includes consolidating one-off and custom LLM tools into a governed, reusable platform that engineering teams can adopt with confidence. Accelerate developer productivity through AI-powered automation. Build tooling that meaningfully reduces friction in the development lifecycle. From AI-assisted code review and automated PR approvals to intelligent deployment checks, you'll create systems that let developers focus on what matters most. Design and implement guardrails that keep developers on the golden path. Build policy controls, verification layers, and governance tooling that ensure AI interactions across the organization are safe, compliant, and aligned with Wealthsimple's standards. You'll own the systems that catch issues before they reach production. Drive measurable adoption across a polyglot engineering organization. Work across teams using Ruby on Rails, Python, TypeScript, and Java/Kotlin to ensure the platform meets developers where they are. Track adoption, satisfaction, and impact rigorously, using data to guide what to build next. Define the standards and practices for AI-assisted engineering at Wealthsimple. As an early builder on this team, you'll have real influence over how we approach LLM integrations, cost governance, and tooling strategy. You'll establish patterns others build on. Champion engineering excellence and mentorship. Partner with teams across the organization, share your expertise through documentation and code reviews, and help grow the next generation of developers working in this space. What you'll bring: 7+ years of experience in software development as part of a team, with meaningful experience in platform engineering, developer experience, or developer tooling, and a growing track record building AI-powered or LLM-driven systems. Hands-on experience building with LLMs and AI tooling. You've explored and worked in the AI space, whether building LLM-powered developer tools, integrating AI APIs, or experimenting with agents and automation. You understand the practical realities of working with models like Claude in production systems. A product mindset for internal platforms. You treat developer tooling as a product, with engineers as your customers. You're driven to understand their pain points, measure adoption and impact, and build solutions that stick. Technical versatility across a polyglot stack. Experience with two or more of Ruby, Python, TypeScript, or Java/Kotlin. You're comfortable writing tooling and automation across different language ecosystems. Experience building governance, policy, or guardrail systems. You've thought carefully about how to build systems that enforce standards at scale without getting in developers' way. Data-informed decision-making. You use metrics to identify opportunities, measure impact, and prioritize. You're comfortable establishing baselines, setting targets, and tracking progress toward goals. Strong cross-functional collaboration skills. You build trust with partner teams, communicate clearly about progress and trade-offs, and know how to drive alignment across an organization. A collaborative spirit and passion for mentorship. You invest in the growth of your colleagues and are comfortable presenting technical ideas to diverse audiences. Why Wealthsimple? 🌸 Top-tier health benefits and life insurance πŸ“ˆ Long-term group savings with employer match, through Wealthsimple for Business 🌴 20 vacation days, 4 wellness days, and unlimited sick and mental health days per year* ✈️ 90 days away: work outside Canada for up to 90 days per year* πŸ‘₯ Employee resource groups, including Rainbow (2SLGBTQ), Women of WS, and Black at WS 🌎 We are a hybrid team with over 1,500 employees across North America. The people are one of the best parts of working here: you'll collaborate with incredibly talented, curious, and driven teammates who are deeply committed to doing great work. *Unlimited paid sick days, Wellness Days and the 90 day away program do not apply to certain roles. ICYMI Technology & Innovation at Wealthsimple: We move quickly and build thoughtfully. That means we're always looking for better ways to work β€” whether that's new tools, AI, or rethinking how we approach a problem. We don't expect you to have all the answers, but we do expect curiosity and a willingness to evolve alongside the products we're building. Inclusion Statement: We're building products for a diverse world, and we need a diverse team to do it well. We strongly encourage applications from everyone, regardless of race, religion, colour, national origin, gender, sexual orientation, age, marital status, or disability status. Accessibility Statement: We're committed to an accessible hiring experience. If you need any accommodations throughout the interview process, please let us know β€” we'll work with you to make sure you have what you need. We also welcome any feedback on how we can better accommodate candidates with accessibility needs. AI in Hiring: We may use artificial intelligence (AI) tools to support parts of our hiring process, such as reviewing applications, analyzing resumes, or assessing responses. These tools assist our team but don't replace human judgment – all final hiring decisions are made by people. If you have questions about how your data is used, reach out to us.

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Software EngineeringVia Ashby
Verified12 days ago

Build something people love Wealthsimple is Canada’s leading financial innovator. The company offers a full suite of simple, sophisticated financial products across managed investing, do-it-yourself trading, cryptocurrency, tax filing, spending and saving. Wealthsimple currently serves more than 4 million Canadians and holds over $155 billion in assets under administration. The company was founded in 2014 by a team of financial experts and technology entrepreneurs, and is headquartered in Toronto, Canada. We're proud of what we've built β€” and we're just getting started. Read our Culture Manual and learn more about how we work . About the role As a Senior Software Developer on the Post-Trade Management team, you will design and deliver the software that keeps post-trade processing running smoothly: from clearing and settlement to inventory reconciliation across each of the 8 (and counting!) external depositories we work with. Every time we launch a new product, our pipelines must expand to handle it so there’s no shortage of opportunities here. Read on if you're an engineer who wants to deep dive into a complex domain and isn’t satisfied unless you understand exactly how everything works. This is your opportunity to leave your mark on a system that processes billions of dollars for millions of Canadians. This role reports to the Software Development Manager, Post-Trade Management. About the team Trades are just the beginning for the Post-Trade Management team! You won't find any of our code in our apps, but our work is vital to Wealthsimple’s success. As our company keeps growing, so does the volume and complexity of what we automate behind the scenes and our partners in Securities Operations rely on us to provide them with the tools to do their jobs efficiently. We are a close-knit team of six developers who measure success as a collective, not as individuals. We collaborate to solve tough problems and challenge each other’s perspectives to come up with the best possible solution in any scenario. We see pair programming and working directly with our partners in Operations as invaluable aspects of our success. You will have the opportunity to Design and deliver post-trade automations across depositories to support new and existing products Contribute to technical design decisions that shape the future of our post-trade processing pipeline Mentor other developers through pairing, code review, and in-the-moment feedback Use AI to accelerate development and explore new ideas as part of how the team builds day-to-day Partner closely with Securities Operations, Product Management, and other engineering teams to understand the why behind what we’re building, not just the what and the how Skills you bring Senior-level backend software development experience with a focus on Ruby on Rails Experience designing and delivering complex automations or data pipelines in a production environment Comfort working with high-stakes, high-accuracy systems where correctness and auditability matter Experience mentoring other engineers through code review, pairing, or in-the-moment feedback Strong communication skills and the ability to work directly with cross-functional partners like operations, product, and other engineering teams Nice to have Experience with Java or Kotlin; front-end frameworks like React; Oracle, Postgres, Kubernetes, or AWS infrastructure Past FinTech experience, exposure to ledgers, brokerage, custody, clearing, or settlement systems Experience in a regulated or compliance-sensitive engineering environment Who you are When you see a problem you fix it, instead of leaving it for someone else to find. You are curious about how things work and ask questions consistently to super-charge your growth. You share what you know and prioritize making the team around you better through pairing and code reviews. You dive deep into the unknown and build context quickly across teams and systems. You get the details right because you understand how small errors compound. Why Wealthsimple? 🌸 Top-tier health benefits and life insurance πŸ“ˆ Long-term group savings with employer match, through Wealthsimple for Business 🌴 20 vacation days, 4 wellness days, and unlimited sick and mental health days per year* ✈️ 90 days away: work outside Canada for up to 90 days per year* πŸ‘₯ Employee resource groups, including Rainbow (2SLGBTQ), Women of WS, and Black at WS 🌎 We are a hybrid team with over 1,500 employees across North America. The people are one of the best parts of working here: you'll collaborate with incredibly talented, curious, and driven teammates who are deeply committed to doing great work. *Unlimited paid sick days, Wellness Days and the 90 day away program do not apply to certain roles. ICYMI Technology & Innovation at Wealthsimple: We move quickly and build thoughtfully. That means we're always looking for better ways to work β€” whether that's new tools, AI, or rethinking how we approach a problem. We don't expect you to have all the answers, but we do expect curiosity and a willingness to evolve alongside the products we're building. Inclusion Statement: We're building products for a diverse world, and we need a diverse team to do it well. We strongly encourage applications from everyone, regardless of race, religion, colour, national origin, gender, sexual orientation, age, marital status, or disability status. Accessibility Statement: We're committed to an accessible hiring experience. If you need any accommodations throughout the interview process, please let us know β€” we'll work with you to make sure you have what you need. We also welcome any feedback on how we can better accommodate candidates with accessibility needs. AI in Hiring: We may use artificial intelligence (AI) tools to support parts of our hiring process, such as reviewing applications, analyzing resumes, or assessing responses. These tools assist our team but don't replace human judgment – all final hiring decisions are made by people. If you have questions about how your data is used, reach out to us.

View more...
Software EngineeringVia Ashby
Verified19 days ago

Build something people love Wealthsimple is Canada’s leading financial innovator. The company offers a full suite of simple, sophisticated financial products across managed investing, do-it-yourself trading, cryptocurrency, tax filing, spending and saving. Wealthsimple currently serves more than 4 million Canadians and holds over $155 billion in assets under administration. The company was founded in 2014 by a team of financial experts and technology entrepreneurs, and is headquartered in Toronto, Canada. We're proud of what we've built β€” and we're just getting started. Read our Culture Manual and learn more about how we work . About the Team Clients & Accounts Platform (CAP) owns the core client and account models at the heart of our product β€” the foundation every other team builds on top of. We build the uncompromising, simple, fully digital in-app onboarding experience Wealthsimple is known for, guiding clients from sign-up through funded accounts in minutes, not days, and almost always with no human intervention. On the backend, our platform defines and enforces the compliance and product requirements every team relies on; on the frontend, we orchestrate the onboarding modules β€” KYC, identity verification, agreement signing, and more β€” that show up across nearly every Wealthsimple product. We're a full-stack team, and we're both platform-facing (other engineering teams are our customers) and product-facing (clients are). Our services are critical tier β€” when they go down, most of Wealthsimple stops working β€” so we hold ourselves to five nines of uptime while still shipping and iterating at tech-company speed. It's demanding work, and one of the highest-impact places to build at Wealthsimple. About the Role We’re looking for a Senior Manager to lead Accounts Engineering, one of the teams inside CAP. Accounts Engineering builds new account types (Business Accounts, RESPs, and more), defines the core account configurations that unlock new product features, and evolves the account domain model that the rest of the company builds against. You'll manage a team of roughly 8 full-stack developers. This team moves fast. There is always more demand than capacity β€” no shortage of ideas, product asks, or backlog. Your job is to turn that pressure into a high-velocity, high-quality team that ships work the company can rely on for years. In this role you'll have the opportunity to: Build and lead a high-velocity, high-quality full-stack engineering team, including hiring, coaching, performance managing, and promoting senior ICs Orchestrate and drive alignment on the team's architectural north star, and make sure every project ladders up to it Partner with Product and Data Science to define the team's roadmap and resource projects β€” and make the hard prioritization calls when the list of things we want to do is (as always) larger than what we can actually do Review, critique, and contribute to project technical planning β€” and stay close enough to the work to drive projects through to launch without surprises Own your team's operational excellence: reliability, on-call health, SLAs, and the day-to-day quality of what we ship Keep the team on the leading edge of AI-assisted engineering β€” across planning, code review, incident response, and anywhere else it can compound β€” and keep pushing that edge, treating "how much faster AI can make us" as a question we never stop asking What we're looking for: 4+ years managing high-performance software development teams through multiple successful product launches, including coaching and growing senior and staff ICs Strong full-stack technical background β€” system design chops are essential, and front-end depth is a real plus. You lead from the front technically: you can sit in a design review and push back with substance, and you can spot what's missing in a project plan before the team does A "ship it" mentality: you set a high bar for pace, iteration, and quality, and you build a team culture around it β€” including having the hard conversations when someone isn't meeting the bar A track record of building teams from the ground up β€” hiring, performance managing, and promoting Comfort operating under real pressure: you treat "we don't have enough capacity" as a strategy problem, not a complaint, and you make strong, opinionated calls when there's more to do than time to do it Metrics-oriented: you don't speculate, you prove. You expect the same of the engineers you lead An AI-first mindset β€” you use AI as a core part of how you and your team work, not as a side experiment A strong communicator who makes their team's work visible across the organization and manages upward and across effectively β€” negotiating priorities with peer managers, setting expectations with stakeholders, and making sure leadership understands the trade-offs behind the roadmap Nice-to-have's: Experience in the fintech or banking industry Experience managing both platform teams (where other engineering teams are your customers) and product teams (where clients are) Hands-on experience with Rails, Kotlin, and/or React Deep experience across both backend and frontend development Comfortable writing your own SQL to answer your own questions about the business Why Wealthsimple? 🌸 Top-tier health benefits and life insurance πŸ“ˆ Long-term group savings with employer match, through Wealthsimple for Business 🌴 20 vacation days, 4 wellness days, and unlimited sick and mental health days per year* ✈️ 90 days away: work outside Canada for up to 90 days per year* πŸ‘₯ Employee resource groups, including Rainbow (2SLGBTQ), Women of WS, and Black at WS 🌎 We are a hybrid team with over 1,500 employees across North America. The people are one of the best parts of working here: you'll collaborate with incredibly talented, curious, and driven teammates who are deeply committed to doing great work. *Unlimited paid sick days, Wellness Days and the 90 day away program do not apply to certain roles. ICYMI Technology & Innovation at Wealthsimple: We move quickly and build thoughtfully. That means we're always looking for better ways to work β€” whether that's new tools, AI, or rethinking how we approach a problem. We don't expect you to have all the answers, but we do expect curiosity and a willingness to evolve alongside the products we're building. Inclusion Statement: We're building products for a diverse world, and we need a diverse team to do it well. We strongly encourage applications from everyone, regardless of race, religion, colour, national origin, gender, sexual orientation, age, marital status, or disability status. Accessibility Statement: We're committed to an accessible hiring experience. If you need any accommodations throughout the interview process, please let us know β€” we'll work with you to make sure you have what you need. We also welcome any feedback on how we can better accommodate candidates with accessibility needs. AI in Hiring: We may use artificial intelligence (AI) tools to support parts of our hiring process, such as reviewing applications, analyzing resumes, or assessing responses. These tools assist our team but don't replace human judgment – all final hiring decisions are made by people. If you have questions about how your data is used, reach out to us.

View more...
Software EngineeringVia Ashby
Verified24 days ago

Build something people love Wealthsimple is Canada’s leading financial innovator. The company offers a full suite of simple, sophisticated financial products across managed investing, do-it-yourself trading, cryptocurrency, tax filing, spending and saving. Wealthsimple currently serves more than 4 million Canadians and holds over $155 billion in assets under administration. The company was founded in 2014 by a team of financial experts and technology entrepreneurs, and is headquartered in Toronto, Canada. We're proud of what we've built β€” and we're just getting started. Read our Culture Manual and learn more about how we work . About the Team Clients & Accounts Platform (CAP) owns the core client and account models at the heart of our product β€” the foundation every other team builds on top of. We build the uncompromising, simple, fully digital in-app onboarding experience Wealthsimple is known for, guiding clients from sign-up through funded accounts in minutes, not days, and almost always with no human intervention. On the backend, our platform defines and enforces the compliance and product requirements every team relies on; on the frontend, we orchestrate the onboarding modules β€” KYC, identity verification, agreement signing, and more β€” that show up across nearly every Wealthsimple product. We're a full-stack team, and we're both platform-facing (other engineering teams are our customers) and product-facing (clients are). Our services are critical tier β€” when they go down, most of Wealthsimple stops working β€” so we hold ourselves to five nines of uptime while still shipping and iterating at tech-company speed. It's demanding work, and one of the highest-impact places to build at Wealthsimple. About the Role We’re looking for a Senior Manager to lead Accounts Engineering, one of the teams inside CAP. Accounts Engineering builds new account types (Business Accounts, RESPs, and more), defines the core account configurations that unlock new product features, and evolves the account domain model that the rest of the company builds against. You'll manage a team of roughly 8 full-stack developers. This team moves fast. There is always more demand than capacity β€” no shortage of ideas, product asks, or backlog. Your job is to turn that pressure into a high-velocity, high-quality team that ships work the company can rely on for years. In this role you'll have the opportunity to: Build and lead a high-velocity, high-quality full-stack engineering team, including hiring, coaching, performance managing, and promoting senior ICs Orchestrate and drive alignment on the team's architectural north star, and make sure every project ladders up to it Partner with Product and Data Science to define the team's roadmap and resource projects β€” and make the hard prioritization calls when the list of things we want to do is (as always) larger than what we can actually do Review, critique, and contribute to project technical planning β€” and stay close enough to the work to drive projects through to launch without surprises Own your team's operational excellence: reliability, on-call health, SLAs, and the day-to-day quality of what we ship Keep the team on the leading edge of AI-assisted engineering β€” across planning, code review, incident response, and anywhere else it can compound β€” and keep pushing that edge, treating "how much faster AI can make us" as a question we never stop asking What we're looking for: 4+ years managing high-performance software development teams through multiple successful product launches, including coaching and growing senior and staff ICs Strong full-stack technical background β€” system design chops are essential, and front-end depth is a real plus. You lead from the front technically: you can sit in a design review and push back with substance, and you can spot what's missing in a project plan before the team does A "ship it" mentality: you set a high bar for pace, iteration, and quality, and you build a team culture around it β€” including having the hard conversations when someone isn't meeting the bar A track record of building teams from the ground up β€” hiring, performance managing, and promoting Comfort operating under real pressure: you treat "we don't have enough capacity" as a strategy problem, not a complaint, and you make strong, opinionated calls when there's more to do than time to do it Metrics-oriented: you don't speculate, you prove. You expect the same of the engineers you lead An AI-first mindset β€” you use AI as a core part of how you and your team work, not as a side experiment A strong communicator who makes their team's work visible across the organization and manages upward and across effectively β€” negotiating priorities with peer managers, setting expectations with stakeholders, and making sure leadership understands the trade-offs behind the roadmap Nice-to-have's: Experience in the fintech or banking industry Experience managing both platform teams (where other engineering teams are your customers) and product teams (where clients are) Hands-on experience with Rails, Kotlin, and/or React Deep experience across both backend and frontend development Comfortable writing your own SQL to answer your own questions about the business Why Wealthsimple? 🌸 Top-tier health benefits and life insurance πŸ“ˆ Long-term group savings with employer match, through Wealthsimple for Business 🌴 20 vacation days, 4 wellness days, and unlimited sick and mental health days per year* ✈️ 90 days away: work outside Canada for up to 90 days per year* πŸ‘₯ Employee resource groups, including Rainbow (2SLGBTQ), Women of WS, and Black at WS 🌎 We are a hybrid team with over 1,500 employees across North America. The people are one of the best parts of working here: you'll collaborate with incredibly talented, curious, and driven teammates who are deeply committed to doing great work. *Unlimited paid sick days, Wellness Days and the 90 day away program do not apply to certain roles. ICYMI Technology & Innovation at Wealthsimple: We move quickly and build thoughtfully. That means we're always looking for better ways to work β€” whether that's new tools, AI, or rethinking how we approach a problem. We don't expect you to have all the answers, but we do expect curiosity and a willingness to evolve alongside the products we're building. Inclusion Statement: We're building products for a diverse world, and we need a diverse team to do it well. We strongly encourage applications from everyone, regardless of race, religion, colour, national origin, gender, sexual orientation, age, marital status, or disability status. Accessibility Statement: We're committed to an accessible hiring experience. If you need any accommodations throughout the interview process, please let us know β€” we'll work with you to make sure you have what you need. We also welcome any feedback on how we can better accommodate candidates with accessibility needs. AI in Hiring: We may use artificial intelligence (AI) tools to support parts of our hiring process, such as reviewing applications, analyzing resumes, or assessing responses. These tools assist our team but don't replace human judgment – all final hiring decisions are made by people. If you have questions about how your data is used, reach out to us.

View more...
Software EngineeringVia Ashby
Verified24 days ago