Senior Engineering Manager - Fintech, Lodging

About the job

At HTS, we're rebuilding how travelers shop and book trips — and reshaping how hotel distributors, chains, and OTAs monetize flexibility. Hotels CFAR (Cancel For Any Reason) is one of HTS's fastest-growing fintech products: a cancellation service embedded directly into partner booking flows, letting travelers cancel for any reason and receive a refund, no questions asked. It's a B2B2C product — sold through partners, exercised by travelers, and powered by HTS.

We're looking for an engineering leader who can do two things at once: run a high-performing product team building durable, scalable systems, and be a credible, partner-facing technical leader who can sit across the table from a partner's CTO, scope an integration, and ship it.

What would your day-to-day look like

This is an AI-era engineering leadership role, and the shape of the job reflects that:

• Small team, high leverage. You'll lead a tight team of ~3 engineers max. We're not scaling headcount linearly with scope — we're scaling output through AI tooling, sharper prioritization, and senior engineers operating with more autonomy.

• You ship, too. When you're not in partner-facing calls or unblocking the team, you're producing actual artifacts with AI — prototypes, integration scaffolding, technical specs, partner-facing API examples, internal tooling. The bar is "manager who codes with AI," not "manager who reviews PRs from a distance."

• Blended roles are the new normal. Engineers on this team have a real voice in product direction, and non-technical partners (PMs, Solutions, even Sales) contribute code in narrow ways with AI assistance. You'll lean into this — coach engineers on product thinking, set guardrails for non-engineer contributions, and treat the org chart as a guideline, not a wall.

Beyond that, day-to-day looks like:

• Lead the architecture, development, and rollout of the Hotels CFAR platform — including offer/pricing/order/exercise APIs, the merchandising and UI SDK layer, synthetic rate bundling, and the exercise/payout infrastructure

• Own partner integrations end-to-end: scope technical solutions, lead solutioning calls, design integration patterns, and partner with sales and Solutions to move partners from Discovery → Solutioning → Development → Live

• Drive the foundation work that lets us scale: partner management portal, configuration tooling, self-serve onboarding — the infrastructure that decouples partner growth from engineering headcount

• Be the senior technical voice in partner conversations — translate between partner engineering teams, our APIs, and our product strategy; own SLAs, performance, and partner-specific requirements

• Partner with Product, Risk/Pricing, Ops, and GTM to align engineering output to business outcomes: attach rate, contribution profit, partner launch velocity, and loss ratio

• Foster technical excellence — architecture reviews, mentorship, raising the bar on the senior ICs and tech leads on the team

An ideal candidate has:

• Experience leading engineering teams building B2B/B2B2C platforms with real, named external partners on the other side — not just internal stakeholders

• A strong technical background across backend systems (APIs, orchestration, distributed systems), frontend SDKs / embedded UI, and cloud infrastructure

• Direct experience as a partner/customer-facing technical leader — running solutioning calls, scoping integrations, owning SLAs, and unblocking deployments

• Comfort with fintech, insurance-adjacent, or transactional products — money movement, refunds, pricing engines, contracts, audit trails

• Familiarity with the travel distribution landscapes a bonus — booking engines, agent portals, bedbanks, OTAs, PSS/inventory platforms (Sabre, Amadeus), or hotel CRS/chain systems — is a strong plus

• Experience with Scala or Java, REST APIs, OAuth2.0, and cloud infrastructure (GCP, AWS); frontend exposure (React, JS/TS) for SDK and merchandising work

• A collaborative, product-minded approach — able to partner closely with Sales, Product, Risk, and Ops without losing engineering rigor

• A bias for action and a passion for mentoring and growing senior engineering talent
  
  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.

  
  More about Hopper

  At Hopper, we are on a mission to become the leading travel platform globally – powering Hopper’s mobile app, website and our B2B business, HTS (Hopper Technology Solutions). By leveraging massive amounts of data and advanced machine learning algorithms, Hopper combines its world-class travel agency offering with proprietary fintech products to bring transparency, flexibility and savings to travelers globally. We have developed several unique fintech solutions that address everything from pricing volatility to trip disruptions – helping people travel better and save more on their trips.

   

  The Hopper platform serves hundreds of millions of travelers globally and continues to capture market share around the world. he Hopper app has been downloaded over 120 million times and has become largely popular among younger travelers – with 70% of its users being Gen Z and millennials.

   

  While everyone knows us as the Gen Z and Millennial travel app, Hopper has evolved to become much more than that. In recent years, we’ve grown into a travel fintech provider, commerce platform, and global travel agency that powers some of the world’s largest brands.

   

  Through HTS, our B2B division, the company supercharges its partners’ direct channels by integrating our fintech products on their sites or powering end-to-end travel portals. Today, our partners include leading travel brands like Capital One, Nubank, Air Canada, and many more.

   

  Here are just a few stats that demonstrate the company’s recent growth:

  • Billions of dollars worth of travel and travel fintech are sold through Hopper and HTS’ channels every year.

  • Our fintech products – including Cancel for Any Reason and Flight Disruption Assistance – have exceptionally strong CSAT because the terms are always clear, and customers receive instant, no-questions-asked resolutions.

  • Almost 30% of our app customers purchase at least one fintech product when making a booking; and consumers are 1.6x more likely to repurchase if they add fintech to their booking vs if they booked just travel.

     

  Given the success of its fintech products, Hopper launched a B2B initiative, HTS (Hopper Technology Solutions), which represents more than 75% of the business.

  Through HTS, any travel provider (airlines, hotels, banks, travel agencies, etc.) can integrate and seamlessly distribute Hopper’s fintech or travel inventory on their direct channels. As its first HTS partnership, the company partnered with Capital One to co-develop Capital One Travel, a new travel portal designed specifically for cardholders. Other HTS partners include Air Canada, Uber, CommBank, Nubank, Flair Airlines and many more.

  Hopper has been named the #1 most innovative company in travel by Fast Company Hopper has been downloaded over 120 million times and continues to have millions of new installs each month. Hopper is now the #3 largest online travel agencies in North America and 70% of our app customers are Gen-Z and millennials travelers.