Hopper

Senior Engineering Manager - Fintech, Lodging

Hopper$120K — $150K *
Finance & Insurance
5 - 7 years of experience
Job Overview by Ladders

Qualifications

  • 5-7 years leading engineering teams on B2B/B2B2C platforms with external partners
  • Strong technical background in backend systems, frontend SDKs, and cloud infrastructure
  • Experience in partner-facing roles, including solutioning calls and integration scoping
  • Comfort with fintech and transactional products like refunds and pricing engines
  • Familiarity with travel distribution landscapes like booking engines and OTAs is a plus
  • Proficiency in Scala or Java, REST APIs, OAuth2.0, cloud services (GCP, AWS), and frontend technologies (React, JS/TS)
  • Collaborative and product-focused mindset, able to work with non-engineers effectively
  • Passion for mentoring and developing senior engineering talent

Responsibilities

  • Lead architecture, development, and rollout of the Hotels CFAR platform
  • Own partner integrations from scoping to live deployment
  • Drive infrastructure work to scale partner growth without increasing headcount
  • Serve as the senior technical voice in partner conversations, overseeing SLAs and performance
  • Align engineering output with business outcomes across teams
  • Foster technical excellence through mentorship and reviews

Benefits

  • Comprehensive benefits with 100% premium coverage
  • Multiple life and disability insurances offered
  • Health Spending Account for medical and dental expenses
  • Telemedicine access for employees and dependents
  • RRSP plan with pre-tax contributions
  • Generous parental leave policy exceeding industry standards
  • Unlimited paid time off (PTO)
  • Travel stipend for employee use
  • Flexible workspace options and work-from-home stipend
  • Dynamic, entrepreneurial culture encouraging innovation
  • Open lines of communication with leadership
  • Small, impactful teams fostering engagement
Full Job Description
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 12 Solutioning 12 Development 12 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.


    #LI-REMOTE

About Hopper

Hopper is a travel booking app that uses big data to predict and analyze airfare and accommodations. The app provides personalized recommendations and alerts users when prices are expected to rise or fall. Hopper was founded in 2007 and is headquartered in Montreal, Canada. The company has raised over $400 million in funding and has been recognized as one of the most innovative companies in travel.
Learn more about Hopper
Size
1,000 employees
Industry
Founded
2007

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