Hopper · Ontario - Remote · Toronto - Remote, Alberta - Remote · posted 11/11/2026

About the Role As Engineering Manager for the Subledger team, you will own the system of record for every financial transaction at Hopper, driving accurate reporting and reconciliation across all money movements in our ecosystem. Every team that processes transactions, for both booking and post-booking, depends on the subledger, so you will shape Hopper's financial platform architecture alongside Finance, Accounting, Payments, and the product engineering teams that rely on it. You will be the primary technical owner of a system where accuracy and full traceability matter most, balancing accounting rigor with the engineering judgment needed to keep it evolving. What would your day-to-day look like - Own and manage the subledger platform with an outcomes-based mindset, serving as the primary point of contact for technical, accounting, and operational topics related to transaction recording and reconciliation - Lead, grow, and mentor a team of engineers, setting technical direction and championing correctness in a system where every entry must balance - Drive the architecture of the subledger, evolving the current design toward simplicity and scalability through sound abstractions and automation - Ensure all money movements across booking and post-booking flows are accurately accounted for, with full traceability from source event to financial report - Build strong, senior-level relationships with Finance and Accounting, translating accounting requirements into system design and surfacing technical constraints early - Partner with the Payments, Bookings, Post-Booking, and Data teams that integrate with the subledger, aligning on contracts, data models, and migration paths - Identify and act on opportunities to reduce manual reconciliation effort, close reporting gaps, and eliminate classes of discrepancies at the source - Track KPIs such as reconciliation accuracy, unmatched transaction rates, close-cycle timelines, and system reliability, and lead recurring reviews with Finance and engineering leadership An ideal candidate has - 8+ years of software engineering experience, including 2+ years managing engineers, with fintech, payments, or financial systems experience a plus - Experience designing and operating high-volume transactional systems where correctness, idempotency, and auditability are critical - Working knowledge of accounting fundamentals, including double-entry bookkeeping, ledgers and subledgers, reconciliation, and the financial close process, and the ability to apply them to system design - A systems-minded approach to architecture, favoring clear invariants, clean abstractions, and automation over one-off fixes, plus experience leading large refactors or migrations of production financial systems - Clear communication with both accountants and engineers, including the ability to explain technical trade-offs to non-technical stakeholders - Strong organization and self-direction in a high-growth environment - Based in the Eastern or Central time zone, with daily overlap across the Finance, Accounting, and engineering teams you partner with Perks and benefits of working with us - Well-funded and proven startup with large ambitions, competitive salary and upsides of pre-IPO equity packages - Hopper covers 100% of the premiums for group insurance plan - Hopper offers life, short term and long term disability coverage - HSA that covers eligible medical and dental expenses - All employees and dependents have access to Dialogue's telemedicine services, anytime, anywhere - All employees have access to an RRSP plan with automatic pre-tax withdrawals per pay - Please ask us about our very generous parental leave, much above industry standards! - Unlimited PTO - Carrot Cash travel stipend - Access to co-working space on demand through FlexDesk AND Work-from-home stipend - Entrepreneurial culture where pushing limits and taking risks is everyday business - Open communication with management and company leadership - Small, dynamic teams = massive impact About Hopper At Hopper, we're building the leading travel technology platform in the world, and we're doing it by solving real problems for real travelers globally. Our Hopper consumer booking platforms and HTS (Hopper Technology Solutions), our B2B business, work together to give travelers something the industry has never reliably offered: transparency, flexibility, and real savings on every trip. We combine massive amounts of data and AI with proprietary fintech products to make that happen, not just another booking engine, but a fundamentally better way to plan and experience travel for our customers and our partners. We turned profitable in 2025, a rare milestone for a travel startup at our scale, and proof that better-for-the-customer and better-for-the-business can be one in the same And we're continuing to grow fast! The Hopper app has been downloaded over 120 million times, with 70% of our users being Gen Z and Millennials, next-generation travelers. Today, our biggest opportunity is powering travel fintech, commerce, and loyalty for some of the biggest brands in the industry. Our first HTS partnership with Capital One helped launch a dedicated travel portal for a major financial brand's cardholders, and we've since expanded across some of the biggest names in travel and banking, including Air Canada, Uber, Royal Bank of Canada (RBC), and Nubank, powering everything from a single fintech integration to a full end-to-end travel loyalty portal. That's our trajectory: we started as a small, disruptive app within the travel space, and now we're the engine under the hood powering how Travel Tech works. What that looks like in practice: - Billions of dollars in travel and travel fintech move through Hopper and HTS every year. - Our fintech products, including Cancel for Any Reason and Disruption Assistance for Any Reason, post exceptionally strong customer satisfaction because the terms are clear and resolutions are instant, no questions asked. - Nearly 30% of app customers add a fintech product to their booking, and those customers are 1.6x more likely to book with us again. - HTS now drives more than 90% of the business, proof of how fast B2B has scaled. - Through HTS, any travel provider (airlines, hotels, banks, travel agencies) can plug the company's fintech, commerce and AI solutions into their own channels, whether that's a single integration or a full end-to-end travel portal. Come take off with us! #LI-Remote At Hopper, we leverage AI-driven tools to assist our team in efficiently reviewing applications. These tools help us assess qualifications fairly and objectively. By submitting your application, you acknowledge the use of these automated screening technologies.

Engineering Manager, Subledger

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