Hopper
Principal Product Manager - AI Travel (100% Remote - Canada)
Toronto - Remote · Principal
Sponsorship not specifiedDetected 123 days ago
AlgorithmsSQLMachine LearningData ScienceLLMsDetection EngineeringProduct ManagementFinancial AnalysisForecastingCommunicationFinancial Reporting
About the role
- This is a foundational role at the intersection of marketplace economics, machine learning, and financial systems.
- Architect and evolve reference pricing systems leveraging predictive modeling, elasticity signals, competitive benchmarking, and real-time anomaly detection.
Responsibilities
- Own the end-to-end strategy and roadmap for pricing intelligence, supplier performance intelligence, and financial reconciliation across all travel verticals.
- 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.
- 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.
- 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.
Nice to have
- 5+ years of Product Management experience, including ownership of AI-native products and model-driven systems in production.
- You have built and scaled systems where AI is foundational to product behavior - not an additive feature.
- Strong fluency working independently with SQL and large-scale transactional datasets.
- Experience shipping predictive systems, anomaly detection platforms, automated decisioning infrastructure, or model-driven pricing systems at scale.
- Deep understanding of marketplace economics, revenue mechanics, and pricing strategy.
- Track record of delivering complex, cross-functional systems with measurable business impact.
- Exceptional communicator able to operate effectively across technical, financial, and commercial stakeholders.
- Prior experience in Data Science, Engineering, or a highly technical role.
Skills
- Experience owning pricing systems, financial reporting platforms, marketplace intelligence tools, or reconciliation frameworks.
Compensation
- Well-funded and proven startup with large ambitions, competitive salary and upsides of pre-IPO equity packages.
Benefits
- Well-funded and proven startup with large ambitions, competitive salary and upsides of pre-IPO equity packages.
- Hopper offers life, short term and long term disability coverage.
- HSA that covers eligible medical and dental expenses.
- 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.
Company info
- 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.
- Hopper has raised over $750 million USD of private capital and is backed by some of the largest institutional investors and banks in the world.
- HTS is primed to continue its growth as the leading travel ecommerce provider in a $1 trillion online shopping category.
- The Hopper app and website will also continue to be the preferred travel provider for Gen Z and Millennials..
- Come take off with us!
- At Hopper, we leverage AI-driven tools to assist our team in efficiently reviewing applications.
This listing is sourced directly from Hopper's careers page and normalized into a canonical job model.