Hopper
Engineering Manager - Fintech, Lodging
Toronto - Remote
Role brief
What this role is asking for.
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 "manage
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