Staff Software Engineer

About Loop We're a fast-growing fintech startup building the only truly cross-border banking platform. We help businesses seamlessly manage money around the world so they can access more markets, accelerate their growth, and simplify their operations. We're looking for ambitious people to join our mission. We're looking for engineers with a product mindset - people who think about the user's problem first, not just the component they're building. You'll work directly with stakeholders, make trade-off decisions, and own outcomes, not just output. About the Role Hi, I'm https://www.linkedin.com/in/yan-matagne-35862670/, Head of Engineering at Loop, and I'm hiring a Staff Software Engineer to be a technical leader across our entire platform. In this role, you'll set architectural direction, mentor engineers, and build critical systems yourself - from our core ledger and money movement infrastructure to the product features that customers interact with daily. This role is an onsite position at our downtown Toronto office (Bay and Bloor). Why We Exist Small businesses have been underserved by traditional banks. Most businesses operate globally, yet moving money across borders is still painfully hard. Banking fees are opaque, while the process and time to send or receive money internationally is decades old. The tools offered to businesses are only suitable for companies with finance and treasury teams of 20. Loop exists to change that. We're building the banking infrastructure for businesses that operate globally by default. Multi-currency accounts. Seamless international payments. Modern systems to manage company finances. The things that should have existed years ago. What You'll Be Doing Lead architectural decisions across the full platform - backend, frontend, infrastructureBuild end-to-end features while setting technical direction for the teamArchitect our core ledger, money movement systems, and customer-facing productPartner with product and leadership to shape technical strategyMake technical decisions that balance innovation with reliabilityOwn resolution of complex technical issues across the stackMentor engineers and raise the bar for technical excellenceStay hands-on - you'll write code, not just draw diagrams What We're Looking For 8+ years building and scaling distributed systemsFull-stack expertise - you're comfortable across backend, frontend, and infrastructureExperience with financial systems, payment platforms, or high-stakes data applicationsTrack record architecting data-intensive, highly concurrent applicationsExpertise in fault-tolerant system design and consistency trade-offsStrong product instincts - you understand why we're building, not just whatYou can explain complex technical concepts to non-technical stakeholdersYou make others around you better Bonus: Security engineering background, accounting/reporting knowledge, experience with our stack (Ruby, PostgreSQL, React). What we offer Salary range CAD$160,000 to CAD$180,000 base annual, commensurate with experienceEquity ranging 0.01-0.1%3 weeks vacation Enrollment in group's health benefits after probation period This role is onsite in our downtown Toronto officeKitchen full of snacks and drinks to keep you going throughout the dayCatered lunch on Fridays (we take recommendations!) The Challenge Before we talk, show us how you think: Loop maintains its own ledger as the source of truth for all customer balances, but we depend on banking partners to actually move money. These partners each have their own ledgers, their own formats, and their own timing — some settle in real-time, others in batches, and some send corrections days later. When our ledger and a partner's ledger disagree, we have a problem. Maybe a payment was processed on their side but we never got the webhook. Maybe we recorded a debit that they rejected silently. At scale, these discrepancies compound — and for a financial platform, even a single cent off is unacceptable. In under 500 words, outline how you'd approach building a reconciliation system that continuously verifies Loop's ledger against its banking partners. What are the key architectural decisions? What are the hardest failure modes to handle? How do you balance automation with human intervention? What would you prototype first? Don't design the whole system — show us how you think about a problem where correctness is non-negotiable but perfect information is never guaranteed. Send your response to careers@bankonloop.com in Word/ PDF format with the subject line "Staff - [Your Name]". Interview Process Submit your challenge response (async, see above) in Word/ PDF format15 minutes video call to discuss the opportunity and the organization with Mandy, People and Business Operations Specialist30 minutes video call conversation with Yan, Head of Engineering90 minutes in person technical discussion with Ryan, Engineering Manager and one other senior developer60 minutes in person meeting with Cato, CEO and Co-Founder and Sarah, Chief of StaffCome do a work trial with us for 4-5 days (this will be paid)Background check and offer How to Apply To apply for this position, please click “apply” and share your resume, alongside a brief paragraph about yourself and your previous experience. Don't forget to send us your challenge! Your application will be reviewed by our recruiters and hiring managers; we do not use AI tools for screening or selection. Loop is committed to creating a diverse culture. We encourage you to apply regardless of who you are or where you came from - what matters is the journey ahead. Put simply, if you’re unsure about your qualifications for this position, we’d still encourage you to apply! Locations: Toronto, Canada