Backend / API Engineer, Billing

ENGINEERING MANAGER, AI CONVERSATION PLATFORM 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 newly formed Conversation Platform team aims to build a conversation platform for all merchants who use Stripe. We are doing so by (a) automating the easy tasks, and (b) assisting our users in the difficult tasks. Some examples include customizing the Stripe landing page to suggest bespoke integrations, allowing users to command the Stripe API in natural language, and resolving user issues automatically. We are developing RAG based systems on the latest LLMs as well as fine-tuning our own models. We’re an end-to-end team going from ideas to models to shipping in production. WHAT YOU’LL DO RESPONSIBILITIES * Driving an ambitious vision for AI/ML that benefits our users * Setting the technical & process direction for the team based on business goals * Brainstorm and coordinate product integrations with partner teams * Proposing new ideas and building prototypes * Be an integral part of a larger ML community internally & externally * Hire & develop a world-class team to deliver high-quality ML systems. * Coach engineers to help them grow in their careers and maintain a high bar WHO YOU ARE We are looking for ML Engineering Managers who are passionate about using ML to improve products and delight customers. You have experience leading teams that develop streaming feature pipelines, build ML models, and deploy them to production, even if it involves making substantial changes to backend code. You are comfortable with ambiguity, love to take initiative, and have a bias towards action. MINIMUM REQUIREMENTS * Have at least 4 years of experience managing ML teams * Experience working as a Machine Learning Engineer, Applied Scientist or equivalent Individual Contributor. * Lead by example in high-growth, high-impact, ambiguous environments * Have experience building & shipping ML systems. * Hold yourself and others to a high bar when working with production systems. * Thrive in a collaborative cross-functional environment PREFERRED QUALIFICATIONS  * Experience in shipping LLM & RAG systems

We are TRADER, a Canadian leader in digital automotive solutions. Our flagship brands — AutoTrader.ca, AutoSync, Dealertrack Canada and CMS — help Canadians buy, sell, and finance vehicles with confidence.   As part of AutoScout24 group, Europe’s largest online car marketplace, we’re shaping the future of automotive retail in Canada and beyond.   Learn more at tradercorporation.com.   This role will be within our Collateral Management (CMS) team, a national tech solution that boosts lien and registration services, recovery services, and insolvency management solutions for Canadian Lenders. --- About the CMS Registry Solution The CMS Registry Solution powers end-to-end collateral and lien management for banks, automotive finance companies, credit unions and other lenders. The platform automates the full lien lifecycle—registration, amendment, search, monitoring and discharge—to protecting lenders, reduce risk and ensure compliance, and provides value-added features such as lien validation, asset monitoring and fraud detection. We’re actively modernizing the platform that is mission-critical used by major financial institutions with a focus on scalability, automation, and developer experience. Current work includes containerizing services, upgrading .NET runtimes, strengthening CI/CD and observability, and adopting Infrastructure as Code—alongside pragmatic AI-assisted development and intelligent QA. You’ll join a small, critical and high-impact team (engineers, product owner, engineering manager) focused on solving real customer problems with durable systems. You’ll be expected to own a major slice of the platform, lead technical execution for key initiatives, and raise the quality bar through strong engineering judgment. What You’ll Do:  Build & Evolve Critical Systems  * Design and implement scalable, resilient backend and frontend services using .NET (Core / 6+ / 8), Angular, and RESTful APIs * Lead registry modernization initiatives, including containerization of legacy .NET workloads, runtime upgrades, and improvements to deployment and operational reliability * Contribute to data-layer improvements, focusing on performance, scalability, and operational reliability Own Architecture & Technical Decisions  * Drive technical design discussions and make pragmatic architectural decisions within the team * Integrate observability, security, and performance best practices into system design * Balance technical excellence with delivery needs when evolving existing systems Build With an Ownership Mindset  * Own solutions end-to-end, from design through deployment and production operation * Establish and improve CI/CD pipelines using GitHub Actions and contribute to standardized engineering practices * Take accountability for reliability, operational outcomes, and continuous improvement of owned systems Collaborate & Lead  * Collaborate closely with Product, Platform, and other engineering teams to deliver production-ready capabilities * Mentor and support other engineers through code reviews, design discussions, and day-to-day technical leadership * Act as a role model for strong ownership, technical quality, and constructive collaboration What We’re Looking For: Must Have * Strong hands-on experience building production systems with .NET and C# (modern .NET preferred) * Experience working with AWS services such as EC2, S3, CloudWatch, and IAM * Proficiency in Angular, TypeScript, and RESTful API design * Solid understanding of SQL Server and relational data modeling (managed database experience a plus) * Comfort operating in production environments and learning from real-world feedback * Demonstrated experience leveraging AI-assisted development and testing tools to improve productivity, code quality, and operational efficiency * Clear communication skills and a collaborative, ownership-driven approach * A builder’s mindset: If you can think it, you can build it. If you build it, you own it. Nice-To-Have * Experience with Docker, Terraform / CloudFormation, or Kubernetes-based platforms * Background in system modernization, refactoring, or legacy platform evolution * Experience with database performance optimization * Exposure to AI-driven QA (e.g., Playwright, Cypress with AI integrations) What’s In It For You? We understand that there is life at work and life outside of work. Here are a few benefits we all benefit from that support us to be our creative best.   Benefits from Day 1  * Gym discounts * Employee and Family Assistance program * Virtual wellness events * Conferences & training budget * Regular internal training programs  Financial planning  * Let us help you invest in your future with 3% matching towards your pension and multiple forms of income protection.   Competitive salary  * Annual bonus structure * 3% CPP matching  --- The base salary range for this position is CAD $140,000 – CAD $190,000. This range reflects the expected compensation at the time of posting. The final offer may vary and can be higher based on relevant skills, experience, location, and market conditions. Based on the role the total rewards package may also include benefits, bonus, and other employee offerings. Use of Artificial Intelligence in Hiring: We use artificial intelligence (“AI”) in our hiring process, including to screen, assess, or select applicants for this position. Vacancy Status: This job posting is for an existing vacancy.