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!
- We are seeking an exceptional, AI-native Senior+ Product Manager to build and lead the intelligence and reconciliation backbone of HTS across Flights, Hotels, Cars, and Ancillaries.
This listing is sourced directly from Hopper's careers page and normalized into a canonical job model.