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Principal Product Manager (AI Travel)

Hopper
Toronto, OntarioOn-siteMay 15
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About this role

• This role owns the systems that define pricing intelligence, supplier performance reporting, and financial truth across millions of travel transactions • You will design and scale model-driven infrastructure that continuously interprets transactional data, generates reference pricing, detects performance shifts, reconciles financial flows, and governs revenue integrity in real time • This is a foundational role at the intersection of marketplace economics, machine learning, and financial systems. You will partner deeply with Data Science and Engineering to productionize predictive models, define evaluation frameworks, manage model lifecycles, and ensure intelligence systems are measurable, adaptive, and trusted • The work you do will directly shape partner economics, supplier transparency, and HTS’s global commerce platform • Own the end-to-end strategy and roadmap for pricing intelligence, supplier performance intelligence, and financial reconciliation across all travel verticals • Architect and evolve reference pricing systems leveraging predictive modeling, elasticity signals, competitive benchmarking, and real-time anomaly detection • Build the supplier intelligence layer, transforming transactional data into automated performance signals, demand insights, and pricing diagnostics • Establish and govern the canonical source of truth for revenue, margin, take rate, transactions, and cancellations across systems and partners • Design model evaluation, monitoring, and feedback frameworks, including drift detection and continuous improvement mechanisms • Implement automated reconciliation and anomaly detection systems to proactively surface financial inconsistencies at scale • Drive cross-functional execution across Engineering, Data Science, Finance, Commercial, and Supply to deliver production-grade, model-integrated infrastructure Benefits • Competitive salary: We compete with top-tier tech companies for world-class talent, and we win much more frequently than we lose • Unlimited time off: We’re a travel company. We actually mean it. Unlimited time off and an annual winter shut-down, we work hard, but we know how important it is to relax • App Perks: Unlimited free VIP Support with every purchase on Hopper and an annual $200 USD Carrot Cash voucher to kick start your travel fund. • Fully-remote workplace: Hopper made the decision early on in 2020 to fully embrace remote work. Since then, we have ditched our full-time offices and hired hundreds of people across every US state, Canadian province and dozens of countries around the world. We’re never going back to the old way of working. • Coworking spaces on demand: For those who do value having a workspace out of the home, we offer optional access to coworking spaces. In some cities - Boston, London, Montreal, Paris and Toronto - we even have dedicated coworking spaces just for Hopper. • Pre-IPO equity: Hopper gives employees the choice between stock options and restricted stock units as part of their total compensation package. When choosing stock options, employees don’t have to worry about short exercise periods if they later choose to move on. Instead we offer up to four years to exercise options after employment, depending on length of tenure. • Evergreen equity program: We want to retain our highly valued employees. So when an employee is more than 50% of the way to vesting all of their options or RSUs, we refresh their grant. It’s as simple as that. • Healthcare coverage: 100% healthcare cost coverage in the United States and Canada for our employees, with competitive offerings in other countries. • Parental leave: We encourage our team members to take the time they need to transition to parenthood. In the United States and Canada, we offer top-up payments to 100% of salary for 12-18 week for primary parents and 6-10 weeks for secondary parents. In other countries, we complement national policies on parental leave with similar top-up components. • Work from Anywhere: Our culture says to “work from anywhere,” and we mean it. Our legal team has created a program to provide visa sponsorship and immigration assistance to both new employees and existing employees who (voluntarily) wish to relocate to any of the countries we can support (eleven and counting). • Internal career mobility program: We put a lot of effort into recruiting the best people. We also want to retain the best people. To facilitate internal career development, we created a program that lets any employee in good standing who has worked at Hopper for at least 6-12 months apply to any job opening at the company to be considered for both promotions and lateral transfers.
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