Engineering Manager, Subledger

About the role

As Engineering Manager for the Subledger team, you will be responsible for the system of record for every financial transaction at Hopper, ensuring accurate reporting and reconciliation of all fund movements within our ecosystem.

Every team that processes transactions, both for booking and post-booking, relies on the subledger; you will therefore shape the architecture of Hopper's financial platform alongside the Finance, Accounting, Payments, and product engineering teams that depend on it. You will be the primary technical owner of a system where accuracy and full traceability matter above all else, balancing accounting rigor with the technical judgment necessary for its evolution.

What your day-to-day will look like

• Take ownership and management of the subledger platform with a results-oriented approach, acting as the primary point of contact for technical, accounting, and operational topics related to the recording and reconciliation of transactions
• Lead, grow, and mentor a team of engineers, setting technical direction and championing accuracy in a system where every entry must balance
• Drive the architecture of the subledger, evolving the current design toward simplicity and scalability through solid abstractions and automation
• Ensure that all fund movements, both at booking and post-booking, are accurately accounted for, with full traceability from the source event to the financial report
• Establish strong, high-level relationships with the Finance and Accounting teams, translating accounting requirements into system design and flagging technical constraints early
• Collaborate with the Payments, Bookings, Post-Booking, and Data teams that integrate with the subledger, aligning on contracts, data models, and migration paths
• Identify and seize opportunities to reduce manual reconciliation effort, close reporting gaps, and to eliminate entire categories of discrepancies at the source
• Track key indicators such as reconciliation accuracy, unmatched transaction rates, closing cycle times, and system reliability, and lead recurring reviews with Finance and engineering leadership

The ideal candidate has

• 8+ years of experience in software engineering, including 2+ years of engineering management, with experience in fintech, payments, or financial systems being an asset
• Experience in designing and operating high-volume transactional systems where accuracy, idempotency, and auditability are critical
• Working knowledge of accounting fundamentals, including double-entry accounting, general ledgers and sub-ledgers, reconciliation, and the financial closing process, as well as the ability to apply them to system design
• A systemic approach to architecture, favoring clear invariants, clean abstractions, and automation over one-off fixes, as well as experience in leading large-scale refactors or migrations of financial systems in production
• Clear communication with both accountants and engineers, including the ability to explain technical trade-offs to non-technical stakeholders
• Strong organizational skills and autonomy in a high-growth environment
• Located in the Eastern or Central time zone, with daily overlap with the Finance, Accounting, and engineering teams you collaborate with

Benefits

• A well-funded and proven startup with big ambitions, a competitive salary, and the benefits of a pre-IPO stock option plan
• Hopper covers 100% of group insurance plan premiums
• Hopper offers life, short-term disability, and long-term disability coverage
• A health spending account that covers eligible medical and dental expenses
• All employees and their dependents have access to Dialogue telemedicine services, at any time, from anywhere
• All employees have access to an RRSP plan with automatic deductions pre-tax each pay period
• Learn about our very generous parental leave, far exceeding industry standards
• Unlimited vacation
• Carrot Cash travel stipend
• Access to a co-working space on demand via FlexDesk, and a remote work stipend
• An entrepreneurial culture where pushing boundaries and taking risks is part of daily life
• Open communication with management and company leaders
• Small, dynamic teams, significant impact

About Hopper

At Hopper, we are building the world's leading travel technology platform, and we do it by solving real problems for real travelers all over the world. Our consumer booking platforms, Hopper and HTS (Hopper Technology Solutions), our B2B division, work together to offer travelers what 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 get there, not just another booking engine, but a fundamentally better way to plan and experience travel, for our customers and our partners.

We became profitable in 2025, a rare milestone for a travel startup at our scale, and proof that what is better for the customer and what is better for the business can be one and the same.

And we continue to grow rapidly! The Hopper app has been downloaded over 120 million times, and 70% of our users are Gen Z and Millennials, the next generation of travelers. Today, our biggest opportunity is powering fintech, commerce, and loyalty in travel for some of the biggest brands in the industry. Our first HTS partnership, with Capital One, helped launch a travel portal dedicated to cardholders of a major financial brand, and we have since expanded our reach to some of the biggest names in travel and banking, including Air Canada, Uber, Royal Bank of Canada (RBC), and Nubank, by powering everything from a simple fintech integration to a travel loyalty portal end-to-end.

Here is our trajectory: we started as a small, disruptive application in the travel world, and today we are the engine powering travel technology operations.

Here is what that looks like in concrete terms:

• Billions of dollars in travel and travel fintech products transit through Hopper and HTS each year.
• Our fintech products, including Cancel for Any Reason and Disruption Assistance for Any Reason, boast exceptionally high 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 these customers are 1.6 times more likely to book with us again.
• HTS now accounts for more than 90% of the business, proof of how quickly the B2B side has grown.
• Thanks to HTS, any travel service provider (airlines, hotels, banks, travel agencies) can integrate the company's fintech, commerce, and AI solutions into its own channels, whether it is a simple integration or a complete, end-to-end travel portal.

Take flight with us!

#LI-Remote

This position uses automated decision-making systems to evaluate application suitability. In accordance with local regulations, you have the right to understand the main factors used in this evaluation, to request a correction of your data, or to request human review of any automated decision. To exercise these rights, please contact privacy@hopper.com (mailto:privacy@hopper.com). ------------------------------------------------------------------------------------------------------ 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

This role utilizes automated decision-making systems to assess candidate suitability. Under local regulations, you have the right to understand the principal factors used in this assessment, request a correction of your data, or request a human review of any automated decision. To exercise these rights, please contact privacy@hopper.com (mailto:privacy@hopper.com)