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Jobs/Engineering Manager Role/hopper - Senior Engineering Manager - Fintech, Lodging
hopper

hopper - Senior Engineering Manager - Fintech, Lodging

Remote - Toronto+ Equity2w ago
RemoteStaffNAInsuranceFintechEngineering ManagerB2BB2B2CCoachingPartnership DevelopmentRESTJavaScalaAWSGCPReactMentoring

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Requirements

• 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

Responsibilities

• 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

Benefits

• 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.

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